#ransom drysdale daddy
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witchywithwhiskey · 6 months ago
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an afternoon of pumpkin picking
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pairing: sugar daddy!ransom drysdale x sugar baby!female reader
summary: you've convinced your sugar daddy to take you pumpkin picking—despite his reservations about spending any amount of time on a farm—and the perfectly autumnal date takes a turn when deeper feelings come to light.
warnings: 18+ content (minors dni!!!), established sugar daddy/sugar baby relationship, smut, unprotected sex, masturbation (f), guided masturbation, piv sex, outdoor sex, creampie, filming/recording/taking sexual photos, oral sex (m receiving), light bdsm, free use, pussy spanking, panty sniffing, dirty talk, daddy kink, praise kink, light degradation, pet names (nixie, baby), love confessions (a bit of idiots in love), aftercare, happy ending, so much fluff
word count: 11.6k
a/n: this fic is inspired by this exchange about various babes as sugar daddies taking their sugar babies on fall dates. i loved the idea of ransom being a little grumpy about going pumpkin picking, and then it morphed into this because i decided i wanted to explore their deeper emotional connection so uh it ended up being a lot longer than i expected. but it's also very cozy and smutty and fluffy and perfect for this time of year!!! anyway, i had fun writing this, so i hope y'all enjoy reading it!!
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Can’t believe you talked me into this.
The text from your sugar daddy, Ransom Drysdale, arrived on a brisk September morning as you were getting ready for the perfectly autumnal date you’d convinced him to plan. As you read the message, you could practically hear the affectionate exasperation in his tone, which made you smile to yourself.
It had taken quite a bit of your powers of persuasion to get Ransom Drysdale—the heir to the Blood Like Wine Publishing dynasty and the most blue-blooded Boston man you’d ever met—to agree to take you pumpkin picking out in the “boonies,” as he called anywhere beyond the city limits that wasn’t his “ancestral estate” (also his words). 
But since you’d been seeing him for over a year, you knew all of Ransom’s weaknesses. And you’d used them to make a deal with your sugar daddy.
You’re going to have fun, I promise :) Don’t forget our deal.
You certainly hoped Ransom hadn’t forgotten about the arrangement you’d struck that ended up with him taking you pumpkin picking, especially since it was all you could think about that morning as you got ready and did your hair and makeup. Your thoughts kept straying to the deal you’d made, what you’d given him in exchange for the autumnal date of your dreams. 
Ransom Drysdale was a dealmaker by trade, overseeing all publication acquisitions for Blood Like Wine. So after all your normal methods of persuasion had failed to convince him to take you pumpkin picking, you’d offered him a deal he couldn’t refuse. It was one that you knew you both would enjoy, but Ransom especially since it appealed to his nature. 
A shiver of anticipation ran down your spine as you stood inside the walk-in closet of your Beacon Hill townhouse apartment—the one Ransom paid for, of course. 
It had been a gift when you’d accepted his request to be exclusively his sugar baby. He was the only man in your life anymore, and he’d said he wanted to make sure you were taken care of, so he got you the apartment and set up an allowance to make up for the other relationships you’d had to end.
Truthfully, it had been an incredibly easy decision to accept Ransom’s request. He was easily the youngest and handsomest of any man you’d been a sugar baby to—and if you had the tiniest little crush on him, you’d been certain you’d be able to keep it locked down so you didn’t jeopardize your relationship. 
After all, Ransom had been clear when you first met: He wasn’t looking to fall in love.
Unfortunately for you, over the year that you’d been seeing him exclusively, your crush had blossomed into full-blown feelings. It was hard not to care for the grumpy, sarcastic publishing executive. He made you laugh, he made you feel safe, and the sex with him was better than any you’d ever had.
More than a year into seeing him and it got harder and harder to hide the fact that you cared deeply for him. You wanted to bundle yourself in one of his sweaters and stay with him forever—but you knew you couldn’t let on about your feelings. You didn’t want to risk him finding out and ending your relationship because he feared you were falling in love with him…
Of course, there were other ways your relationship could end.
Your fingers toyed with the sleeve of a sweater hanging in your closet as you thought about your sugar daddy. A pit in your stomach opened wide as you considered, yet again, it was probably inevitable that one day he would grow tired of you and move on to someone else. Even if you didn’t tell him how you felt, he could still leave you.
It was what happened with these kinds of relationships—the men left when they got bored or tired. Or when they wanted to settle down. Or when they fell in love with someone else.
Add to that, you were keenly aware that you were getting old enough that a man as young as Ransom—who was in his 40s—might want to soon trade you in for a newer, younger model. 
The thought broke your heart a little, and you had to push it away. You cut off the entire train of thought, knowing that it would lead nowhere good, especially when your sugar daddy was due to pick you up in just a short time. As you went back to getting ready, in your mind, you repeated your mantra to yourself: You would not love Ransom Drysdale.
It was a lie, of course, but you were hoping that if you said it to yourself enough times it would become true. It hadn’t worked yet, though. 
Thankfully, your phone vibrated, distracting you.
Wear that skirt I like. And one of the sweaters you stole from me.
A huff of an affronted laugh escaped you at the brisk tone of Ransom’s message. You hated it when he barked orders at you like you were one of the interns at his office. Sure, technically you were his employee, but he didn’t have to use that tone—especially before a date.
You assumed he was cranky because he still didn’t want to go pumpkin picking, but that didn’t mean you had to put up with it. Or respond at all. Even if you did follow his orders, since that was part of your deal for the day.
Tossing your phone on your bed without replying, you pulled out the skirt he was referring to from your closet. It was a short, flouncy thing that swished dangerously around your thighs, offering tantalizing teases of your ass to anyone who might be looking at your backside. 
Ransom loved it because it afforded him a sneak peek of what lingerie you were wearing. One of his favorite things to gift you as his sugar baby was lingerie. He loved seeing you in it, touching you in it, fucking you in it. And what he liked most was sneaking a peek of your lingerie from those glimpses beneath your flouncy skirt.
On that September morning, you selected a black satin matching set to wear beneath the skirt, then pulled a maroon sweater from the pile in your closet.
He may have been a spoiled, rich man, but Ransom was a gentleman, and if you were cold, he’d give you his sweater—which was how you’d amassed a small hoard of your sugar daddy’s sweaters. You never could bring yourself to give them back once they made their way into your closet. Nor could you bear to wash them. 
In your loneliest moments, you’d pull on one of Ransom’s sweaters and let the expensive scent of his cologne comfort you. He smelled like whiskey and something spicy—something that matched perfectly with the fall and winter. 
You’d never told anyone about wearing Ransom’s sweaters when you were alone in your Beacon Hill apartment, but your sugar daddy knew you’d collected many of them. 
Ransom didn’t seem to mind, though. Or, at least, he never asked for them back. But sometimes, like that day, he’d ask that you wear one for him. It always sent a special thrill through you to wear your sugar daddy’s sweaters, like it meant he was staking a claim on you that was deeper and more like a typical romantic relationship. 
A giddy, happy smile curled your lips as you got dressed and added jewelry before checking to make sure your hair and makeup were still done to your satisfaction. 
You were just pulling on some black mary jane shoes when your phone chimed with another text. 
Let me see, nixie. 
Your traitorous heart fluttered at the nickname. Most of the sugar daddies you’d had relationships with called you by much more common pet names—sweetheart, honey—if they used them at all. But leave it to Ransom to pull a pet name from obscure European folklore. 
You’d had to look it up after the first time he used it, and when you found out it was a kind of river mermaid who lured men to their deaths, you’d laughed to yourself. Ransom had essentially likened you to a siren, and at the time, you’d wondered if he believed you could lure him to his death. It seemed ridiculous, especially when you were the one in danger of getting their heart broken.
Sometimes, when he used that pet name, you wondered if Ransom liked you as much as you liked him. If that was why he’d chosen it, because he worried you’d hurt him somehow. But that was a dangerous thought and you reminded yourself it would only lead to heartbreak. 
You tried not to have a reaction to the nickname. You tried to stop your heart from fluttering and your lips from curving into a smile. But it was impossible.
So to distract yourself, you did as Ransom had asked in his message. You snapped a quick photo of your outfit—the short, flouncy skirt paired with his maroon sweater and your black mary janes. You’d chosen to forgo tights because September in Massachusetts could get warm, especially with the sun shining as brightly as it was outside your window.
You sent the photo and began gathering your things to wait for Ransom to arrive for your date, but his response came back quicker than you expected.
Pretty, but I want to see it in person. I’m outside.
Your heart gave another flutter at the compliment, then flipped entirely when he said he was outside. Bounding to your bedroom window that overlooked the cobblestone streets of Beacon Hill, you grinned when you saw Ransom’s silver 1972 BMW coupe parked outside your door. 
Ransom might not be as excited for your pumpkin picking date as you were, but he was early. That had to mean something, right? 
You didn’t let that thought flourish any further, pushing it aside as you grabbed your keys and phone and shoved them in the bag you’d picked to match your outfit. Then you were flouncing down the stairs of your townhouse to the front door and pushing through it, pausing only to lock it behind you.
When you turned to the street, you were struck with the sight of Ransom Drysdale leaning against his BMW, a to-go cup of coffee in his hand. Your heart raced and your belly swooped—it felt like your entire body was having a visceral reaction to seeing Ransom dressed in an autumnal outfit that suited him so well.
A golden brown wool coat hung off Ransom’s broad shoulders, slightly obscuring the worn cream-colored cable knit sweater that covered his expansive chest. A purple and gold scarf with some kind of intricate design hung casually around his neck, adding to the look that was completed by dark slacks, brown loafers and a pair of sunglasses with gold rims that matched the rings he wore on his hands.
Despite his sunglasses, you could feel Ransom’s eyes on you and you bit your lip against a giddy grin, worried that your schoolgirl crush on your sugar daddy would show plain as day on your face if you let it slip free. Instead, you gave him an exaggerated onceover before letting out a low whistle of appreciation as you stepped into the narrow sidewalk lining the cobblestone street.
“Quit gawking and c’mere, nixie,” Ransom growled, using his free hand to grab your waist and pull you into him. 
You landed against his broad, muscular chest with a light, “oomph,” and instantly wound your arms around his shoulders, enjoying the way he felt so steady and solid against you. 
“You love it when I check you out, don’t you, daddy?” you teased in a soft voice meant only for him. 
The street wasn’t busy, but it was so narrow that if any of your neighbors had their windows open to let in the crisp September air, they’d easily be able to overhear you. And you didn’t want anyone else hearing you call Ransom ‘daddy’—that was just for him.
“I do,” Ransom admitted in a rumbling voice, matching your low tone. “And I love looking at you in your pretty little outfit I picked out…” He trailed off, ducking down closer to you and nudging your nose to tilt your head back, ghosting his mouth over your lips teasingly when you canted your face to meet his. “But daddy needs a kiss, baby.”
The words were barely past his lips before you were surging up onto your tiptoes and kissing Ransom. He tasted like black coffee and cinnamon, and you couldn’t get enough of it. When his tongue slid across your lower lip seeking entrance, you were helpless to do anything but open for him, moaning softly as he plunged into your mouth.
The kiss had started out chaste enough for the sidewalk of Beacon Hill, but Ransom seemed to be as ravenous as you felt, hooking his arms around your waist and bending you backward with the intensity of his need to devour you. 
It had your head spinning with pleasure, but you still gave him as good as you got, kissing him back with just as much fervor, your leg rising of its own accord to hook around his thigh beneath his open coat.
Gradually, Ransom slowed the kiss until his mouth was decadently nibbling on your lower lip before licking the sting of his teeth away. Then, finally, he pulled away and you were able to drag in a deep breath, trying to get your head on straight as you lowered your leg back to the sidewalk. 
“Get in the car, nixie,” Ransom growled, though there was no anger in his tone, only a desirous heat that you recognized, since it was swirling warmly in the depths of your core. “Before I decide I’d rather take you back inside your apartment and fuck you in nothing but my sweater instead of taking you pumpkin picking.”
His free hand slid down your back and he groped the soft curve of your ass shamelessly over your skirt, right there on the street. Still, you couldn’t help but melt at his rough handling, a gasp escaping as his fingers dug ruthlessly into your flesh. 
For just a second, you debated whether you wanted Ransom to deliver on his threat, but decided against it. The prospect of seeing your sugar daddy going pumpkin picking was too good to pass up.
“Ok, ok, I’m getting in the car,” you huffed on a laugh, your voice breathy in a way you couldn’t help as you squirmed away from Ransom’s groping hand. Your sugar daddy chuckled, but let you go, then turned to open the door of his BMW for you.
He waited until you were settled on the soft leather seat, your seatbelt buckled across your lap, then leaned into the car and handed you the coffee he’d been holding. You took it with no small amount of surprise, having assumed it was his own coffee.
“For you, your favorite,” he murmured before brushing a kiss to your temple. “I’m sorry for being short with you this morning.”
A stunned expression froze on your face, his words spinning around in your mind so loudly, you barely heard the thump of the car door closing. Your eyes flicked up to watch Ransom cross in front of the car, your heart racing like you’d just sprinted an entire marathon.
It was then that you knew, unequivocally, without any doubt, that you loved Ransom Drysdale. 
Your sugar daddy slid smoothly into the driver’s seat and pulled his door shut before glancing at you. You gave him a weak smile, trying to hid the fact that you felt like a bomb had just been dropped inside your heart, and his expression twisted into one of annoyance.
“Don’t tell me they fucked up your drink,” he fumed, shoving his keys in the ignition and starting his BMW. He threw an arm around the back of your seat, his chest close enough to your shoulder that you could feel the warmth radiating from him as he carefully backed up, then maneuvered onto the street. All the while, he was muttering, “It’s a fucking pumpkin spice latte, they must make thousands of them a day. How can they fuck it up?”
When he merged into traffic at the end of the street heading in the direction of the local coffee shop, Ransom finally pulled his arm away from the back of your seat. You grabbed his hand before he could put it back on the wheel, squeezing it to get his attention.
“The latte’s fine, Ran—it’s perfect,” you assured him, even though you hadn’t taken a sip yet. Some of the anger drained from his expression and he executed a u-turn to turn in the other direction of the coffee shop, but his jaw was still ticking with annoyance and you searched for an explanation that wasn’t the truth. When you couldn’t think of anything else, you blurted, “I was just surprised you remembered my favorite coffee.”
“Of course I remembered,” he said after a moment of silence. His voice was gruff, like he didn’t know what to do with his sweet gesture being addressed so directly, but his mood seemed to lighten, his annoyance forgotten. Slipping his hand from your fingers, he settled his palm firmly on your thigh, giving you a playful squeeze as he shot you a smirk. “Though I don’t think that sugary nonsense should really be called coffee,” he snarked, giving your leg another squeeze to let you know he was only teasing.
You huffed an exasperated laugh and settled your free hand on top of his, holding onto him while he drove skillfully through the busy streets of Boston, heading toward the city limits. 
Ransom’s joke washed away the remnants of whatever tension your revelation, and your need to hide it from him, had caused between the two of you. Of course, you still felt the knowledge that you loved him hovering at the edge of your mind, but it was easy to sink into Ransom’s comforting presence and, if not entirely forget about it, at least more easily pretend you didn’t know you were in love with your sugar daddy.
On the drive, you made conversation with Ransom, asking him about his work and his family. He’d spent time with them the previous weekend and hadn’t seen you as a result. But he skipped quickly over the family party he’d attended and instead focused on telling you about some of the books he’d acquired for Blood Like Wine. 
You didn’t like Ransom’s family, based on what little you knew about them. And you didn’t feel even a little bit bad about it because you were certain they’d never like you, especially considering how you’d met Ransom. But it still made you sad to think about him facing them alone. Your heart thumped with sympathy and you curled your fingers more possessively around his hand on your thigh.
Ransom shot you a lopsided smile and turned the conversation around on you, asking about what books you’d been reading, and how the rest of your hobbies were going. He didn’t need to ask about your work because he’d made sure you didn’t need a job other than keeping him company—and especially didn’t need any other sugar daddies. 
So you told him about what you were reading and all the other things you did to occupy your time while he listened and asked questions. He especially loved hearing your opinions on the Blood Like Wine books he’d acquired. 
A little over an hour outside the city, Ransom’s BMW pulled into a gravel driveway beside a large sign that read Johnson’s Family Farm. There were smaller signs lining the drive advertising the farm’s apple orchards, hayrides, farm stand, and, of course, the pumpkin patch. 
Beyond the windows of Ransom’s BMW, you could see the farm sprawling out toward the distant horizon, plenty of picturesque little red buildings and beautiful fields filled with various fruits and vegetables. But there was something off about the farm, and it took you a moment to realize what it was: The whole place was deserted. 
It was a little early in the day, just after lunch time, but you were still surprised by how empty the parking lot was. And you didn’t even see any workers, or cars that might belong to them. It was just Ransom’s BMW and the deserted farm.
“Where is everyone?” you asked, turning in your seat to Ransom. “Are you sure they’re open?” It was the weekend, they must’ve been open, but you couldn’t make sense of why no one was there.
Ransom snorted, giving you a devious smirk as he put the car in park and turned it off. 
“I bought out the farm for a couple hours, it’s just us and the pumpkins, nixie,” he explained, squeezing your thigh one last time before stepping out of the car and rounding the front to open your door for you. 
You stepped out onto the gravel in a bit of a daze, still shocked by his words. You knew Ransom was wealthy—he was a high-level executive at one of the most successful prestige publishers in the country, not to mention the money he inherited from his family—but him buying out an entire farm just for your date was one of the most extravagant things he’d ever done. Your mind reeled as you tried to fathom how much that would even cost.
Ransom curled a finger beneath your chin and tipped your face up to look at him. He’d taken off his sunglasses, so you were met with the sight of his sparkling blue eyes. Paired with his devastatingly handsome smirk, your knees instantly went weak and your mouth parted in a wordless plea for him to kiss you.
He dropped a quick peck to your lips that was over too soon and swept his thumb across your cheek in a soothing gesture, your surprise melting into happiness as you realized you got to have Ransom all to yourself on your date. 
“C’mon, nixie, did you really think I’d agree to go pumpkin picking—to go tromping through the dirt on a farm,” he scoffed, his tone warm even if it was a little derisive. “And deal with hordes of screaming children and their families?” 
Ransom raised an eyebrow at you and you couldn’t help but snort a laugh as you rolled your eyes. You didn’t even need to answer, because of course Ransom wouldn’t want to deal with anyone else while he was enduring the absolute torture of going pumpkin picking. But then his next words distracted you from thinking about how spoiled he was.
“Besides, I haven’t forgotten our deal. I have plans for you, and we needed the farm all to ourselves for them,” he teased, his smirk turning impish as he ducked down and captured your lips in another quick kiss. 
Your heart was racing with excitement, your mind turning over his words and wondering what he could have planned for you while Ransom grabbed your hand and led you into the farm. You shook your head to clear it of all the naughty thoughts that had popped into your mind, and focused on your sugar daddy, who was following the signs toward the pumpkin patch with a grim acceptance in his expression.
The September sun was warm on your shoulders, but there was a cool breeze, the lingering chill of the morning clinging to the day and you curled around Ransom’s arm while you walked. You tried to distract your sugar daddy from the eventuality of leaving the nice dirt path to wade into the pumpkin patch by chattering about fond memories you had of going apple picking and exploring corn mazes with friends when you were younger. 
When you got to the area where you could pick your own pumpkins, Ransom paused at the edge, using your clasped hands to pull you to a stop alongside him. Your chatter cut off mid-sentence and you looked curiously to your sugar daddy, finding his brows lowered over his stormy blue eyes as he considered the haphazard spread of soft soil, scattered hay and orange pumpkins.
“I still don’t really see the point of this,” he muttered, giving the pumpkin patch a dubious look.
You couldn’t help but smile, thinking Ransom looked younger than his years in that moment—like a kid who was being introduced to something new and didn’t trust that they were going to like it. 
You curled into Ransom’s chest, your arms twining around his neck while his settled easily around your waist. You looked up at him and waited to speak until he dragged his gaze from the pumpkin patch behind you to meet your eyes.
“Normally, the point would be to take some pumpkins home and carve them,” you explained patiently. Ransom narrowed his eyes on you suspiciously, as if he believed you were going to try to convince him to do such an unfathomably pedestrian thing, and the corners of your mouth flickered as you suppressed an even wider smiler. “But something tells me even my powers of persuasion aren’t strong enough to get you to do that.”
Ransom only snorted, his eyes flicking disdainfully to the pumpkins over your shoulder then back at you. “Definitely not.” 
But there was a curiosity buried deep in his gaze, and you wondered if one day—if you were together long enough—he might be willing to try some pumpkin carving. 
Surprisingly, you could picture it. Ransom with his worn, threadbare sweater sleeves rolled up to his elbows, grimacing as he yanked pumpkin guts from inside a big, orange gourd. It almost made you giggle to think about.
Instead, you shook your head to clear the image from your thoughts, not wanting to get your hopes up that Ransom would be a fixture in your life long enough that you could convince him to carve pumpkins with you. 
Although, maybe if you offered to blow him while he did… You shook your head again and met Ransom’s curious gaze, giving him a bright smile that was only a little bit fake.
“Then we can just pick out a couple pumpkins for my front steps,” you said sunnily, bouncing up onto your tiptoes to press a quick kiss to Ransom’s cheek. “They’re pretty decorations whether we carve them or not.” 
You began to pull away, intent on starting your search for the perfect pumpkins, but Ransom’s arms tightened around your waist, like he didn’t want to let go yet.
“You’d be a much prettier decoration than any of these gourds, nixie,” he murmured, and you turned your face to him in surprise at the gruffness in his tone. There was some emotion laced through his voice that you couldn’t place, and before you could puzzle it out, Ransom’s mouth caught yours, sending your thoughts scattering as he kissed you deeply.
When you finally broke away for a breath, your body was buzzing with awareness of Ransom’s and a warmth that had nothing to do with the bright September sun had bloomed between your thighs. You had half a mind to drag Ransom back to the car and have him do something about what he’d started, but you were determined to go pumpkin picking. 
Pushing aside the distracting hum of desire filling your body, you pulled away from Ransom’s warmth and began carefully stepping through the pumpkin patch. The smell of earth and the distinct scent of pumpkins surrounded you, calming some of the buzzy heat Ransom had stirred up, and you were able to focus on your search for the perfect pumpkins.
Once Ransom got over the fact that he would have to walk through the dirt in his nice loafers—which took a few moments of complaining—he began picking his way through the pumpkins. He kept calling out to you when he’d found one that was particularly deformed or ugly in some way, trying to claim they had “character.” But you knew he was just being a pest to make you laugh and smile.
To his credit, he was making you laugh, and the smile on your face was so wide it hurt a little. 
Every time he held up a terrible pumpkin like it was a prize catch, you shook your head at him, but your laughter echoed across the fields of the farm. And you couldn’t help but notice that Ransom seemed to be having fun, too, his own smile staying fixed on his handsome face as you both made your way through the pumpkin patch.
“What about this one?” Ransom called, from a little ways away, having wandered off in a different direction. “Now this is a pumpkin.”
You stood up from where you’d been bent over, looking at some moderately sized pumpkins to find Ransom standing beside a massive orange thing. It was almost as high as Ransom’s waist, tipped on its side, but as you looked harder, something about it seemed off.
First, it was clearly meant to be part of a display set up by the farm, since it stood in front of an artfully arranged stack of hay bales that were topped with smaller pumpkins. The rest of the field stretched out behind the setup, and you suspected it had been constructed in an attempt to give visitors to the farm a photo op, where families or groups of friends could pose for the perfect autumnal pictures. 
But as you walked closer to Ransom, and smoothed your hands over the large pumpkin, you realized something else was off about the gourd.
“Ran,” you started dryly, cutting your eyes to him, finding him admiring the pumpkin. “This isn’t a real pumpkin—it’s fake, for the photo op,” you said, waving your hand at the whole display.
Ransom seemed confused for a moment, then looked at the bales of hay arranged behind it as if he was seeing them for the first time. Since you were closer, you could see a little sign that had the name of the farm tacked into the hay, and had to give it to Johnson’s Family Farm—they seemed to know what they were doing.
“Figures the first pumpkin I actually like is fake,” Ransom muttered, turning to you and wrapping his arms around your waist as he curled his big body around yours. 
You bit your lip against a laugh and stroked your fingers through his soft brown hair. “Don’t worry, Ran, I’m sure we’ll find something you like.” 
His thick arms squeezed you tight and for a moment, the two of you just stood there, holding onto one another. It was a sweet moment—until Ransom’s hands began to wander down your back, stroking down your spine to the swell of your ass. But he didn’t stop there. His hands slid further down and under your skirt, groping your thighs shamelessly and kneading the soft flesh of your ass.
“Remind me again about the deal we made, nixie,” Ransom rumbled, his tone thick with lust as he used his big hands to pull you closer, his bulge pressing into your stomach. 
Your mind was swimming with desire, your body arched into the bigger form of your sugar daddy, but you managed to remember the words of the agreement you’d made—the one that had finally convinced Ransom it would be worth it to take you pumpkin picking.
“I have to do everything you say,” you recited the terms of your deal, your voice breathless with excitement. “And you can do anything you want with me.”
Ransom made a rumbling sound deep in his chest, the vibrations teasing your nipples through your sweater and sheer lingerie. Your breasts felt heavy, aching to be touched, but you kept your arms around Ransom’s broad shoulders, waiting to see what he’d do. 
“I think it’s time for you to pay up, baby,” Ransom murmured, walking you backward until your ass collided with the big, fake pumpkin. “I wanna take some pictures of my pretty sugar baby on the biggest pumpkin in the patch.” 
The plastic was cold against your bare thighs and you sucked in a gasp, your body tensing in Ransom’s grip.
He seemed to understand your plight, though, because he uncurled himself from around your body—after giving your ass a lingering squeeze. 
Straightening, Ransom’s eyes caught yours, his blue gaze sparkling with mischief and a smirk playing at the edge of his mouth as he shrugged out of his wool coat. He swung it around behind you, laying it down on the pumpkin before his hands fell to your hips.
“Need a boost?” he asked, his lips curving into a deviously handsome smirk as his hands settled on your hips.
Truthfully, you didn’t need the help. The pumpkin was only a little higher than your ass, and you could have easily hopped up onto it. But arousal was slinking through your body, making you feel heavy and achy and you couldn’t pass up the opportunity to have Ransom’s hands on you for a little longer.
“Yes, please, daddy,” you said sweetly, giving Ransom your most charming smile and enjoying the way his eyes darkened at the honorific. 
Ransom pressed close to you, his expensive cologne filling your senses as he pinned you against the pumpkin under the guise of helping you. But you could feel the hard, thick length in his slacks digging into your soft belly and you knew he was enjoying the excuse to hold you just as much as you were. 
Slowly, he eased you up onto the pumpkin, the wool of his coat scratchy against the back of your bare thighs, but much warmer and softer than the cold plastic of the decoration. 
When he settled you right where he wanted you, it took all your self-control not to spread your legs for Ransom. You bit your lip against a sultry smile and kept your legs closed, trying to look nice for the photos he was going to take.
Still, you couldn’t help but murmur a breathy, “Thank you, daddy,” that had your blood running even hotter through your veins. 
Ransom seemed just as affected as you, but he managed to hold himself together, dropping a quick kiss to your lips before rumbling, “Good girl, nixie.” 
Then he was stepping away, taking his warmth and delicious scent with him as he retreated a few paces and pulled out his phone. You arranged yourself in a pretty pose on the pumpkin, smiling for Ransom’s camera, and adjusting your legs or arms or the tilt of your head as he asked. 
You’d been a little worried that giving Ransom free reign to order you around would lead to him barking commands at you like you were a dog. But he’d taken your words about not liking being talked to like that to heart—no doubt helped by the reminder of his text going unanswered that morning—and he kept his voice warm and light as he guided you through the poses he wanted for the photos he was taking.
It was more fun than you expected. You’d never done any kind of photoshoot, and you found yourself enjoying Ransom’s gentle commands helping you pose for him. He took so many photos of you perched on that fake pumpkin, you began to wonder what he planned to do with them. 
But then his directions took a new turn, and you couldn’t help the smirk that curved your lips.
“Now spread your legs,” Ransom urged, bending down so he was crouched in the field, being careful not to let his pants touch the dirt. “Put your feet up—yeah, just like that.” Ransom’s eyes sparkled in the bright September sunshine as he watched you shift into the pose he wanted, his mouth pulled wide in a wolfish grin. “Let daddy see what’s under that pretty skirt of yours.”
Leaning back on your hands, you lifted your knees and spread them wide, balancing precariously on top of the big, fake pumpkin. Your skirt fell around your hips, baring your black silk panties for Ransom’s camera. Even a few paces away, you could hear his inhale of breath when he got his first glimpse of the thin slip of fabric barely covering your glistening slit. 
Excited thrills zipped through your body, more wetness gathering between your thighs as you watched Ransom’s blue eyes darken. Your pussy was so close to being on full display in broad daylight, and even though you knew the farm was deserted, the possibility of somehow being caught still made the tension in you crackle deliciously. 
But that was the fun of following Ransom’s orders—you’d known from the moment you offered it up for the deal that he would have you doing something naughty. You just hoped, as your core ached to be filled, that your sugar daddy would end the teasing soon and fuck you over the pumpkin he had you sitting on.
“Rub your pussy, baby,” Ransom rumbled, his voice pitching lower. “Let me see you make a mess of your pretty panties—all for me.”
His tone was drenched in a desire that made you even wetter, your body responding to his voice alone. You were so gone for him, you didn’t even care that no other man had ever made you wet just from his voice. You just wanted him to keep talking—keep ordering you to do more filthy things. 
Putting all your weight on one hand, you slipped the other between your thighs, using two fingers to rub your clit through your black silk panties. You suspected they were expensive, just like all the lingerie Ransom had gifted you, but you didn’t think about how much they cost. You only stared into Ransom’s camera and let your eyes go heavy-lidded, your mouth dropping open in a silent moan as pleasure pulsed through your body.
“Good girl, nixie,” Ransom purred, shifting closer but staying down on his haunches. Soft clicks of a camera shudder came from his phone as he took photo after photo, capturing the way your fingers dipped down to your slit and pushed your panties ever so slightly into your dripping hole. “Fuck—yeah, just like that, rub that pretty pussy like a good little slut for daddy.”
A whimper slipped from your lips and a shudder wracked your whole body at the pleasure that suffused your entire being. Your fingers teased your wet slit while Ransom watched, his phone camera trained on you while he took photos of your lewd actions. It was headier than you would’ve expected, your thoughts scattering as your hips rocked gently, pressing your cunt against your fingers instinctively.
“Daddy, ‘m so empty,” you wailed softly, pushing your fingers into your pussy through your panties, whining desperately when they couldn’t go deep enough. The black satin was soaked in your juices, feeling good as it slipped against your wet lower lips, but you hated it in that moment because it was the only thing stopping you from being filled. “P-please, daddy!”
One of Ransom’s hands dropped from his phone to palm his dick through his pants, and you whimpered louder with a wordless plea. You opened your eyes wider and pouted your lips, imploring him to put you out of your misery—either by giving you another order, or by sinking his fat cock into your aching pussy.
Ransom’s features darkened with desire, his handsome face twisting into an expression that was almost a scowl as he rose from his crouch to tower over where you were perched. Your own expression lightened and turned hopeful, sure he was going to tuck his phone away and fill you up, but instead, he chuckled darkly. 
Skimming his free hand down your inner thigh, he groped you briefly, your skin tingling everywhere he touched. But then he ignored your pussy entirely and instead tugged on the hem of your sweater.
“Pull up your shirt, nixie, show me your slutty body,” Ransom rasped, his voice hoarse with his own need while he palmed his dick again, keeping his phone camera trained on you.
You whined and squirmed pathetically at the quick tease of his touch, but followed his order all the same. You tugged the hem of your sweater up, catching it between your teeth to keep it from falling down again before you went back to rubbing your pussy. 
You knew how you must’ve looked—your legs spread wide, your shirt pulled up to show off both parts of your black silk matching set and your hand pressed between your thighs, rubbing your pussy shamelessly. You must’ve looked like a perfect little whore for Ransom, and by the way his eyes sparkled and his mouth curved into a satisfied smirk, he loved it.
“Good girl, nixie,” he murmured, soft clicks of the camera shutter coming from his phone as he took even more photos while he stood over you. “You’re such a good little slut for me, baby, such a perfectly obedient girl.” His eyes flicked from his phone screen to your eyes. “Doesn’t it feel good to do everything daddy tells you?” 
With the soft cotton of your sweater in your mouth, you couldn’t speak, so you nodded, holding Ransom’s gaze as you did so. You wanted him to see it was the truth—it did feel good to do what he told you. Because you trusted him. You knew he’d never tell you to do anything that might hurt you. 
Something shifted in Ransom’s eyes as he read your expression—something that looked a lot like surprise melting into a profound awareness that seemed to frighten him. As you watched, his eyes hardened just a little bit, the hand holding his phone dropping out of the way as he stared at you intensely.
“Are you sure you can handle it, sugar baby, doing everything I tell you?” he asked, a harshness in his tone that spoke to an underlying animosity you knew wasn’t truly directed at you. 
You realized all of a sudden that you’d tipped your hand. You’d shown Ransom you trusted him, and, in the process, shown him that your feelings for him were deeper than they should be between a sugar baby their sugar daddy. His question was a challenge, and an offering of an escape at the same time. 
But, for all that you’d avoided showing Ransom how you truly felt about him, you simply couldn’t run away from him. If you’d been able to do that, you would’ve parted ways with your sugar daddy already. 
So you held Ransom’s glinting blue gaze and nodded resolutely. His expression hardened further. 
“Spank your pussy,” Ransom growled, his voice sounding as rough as the gravel in the farm’s parking lot. “Show me what a dirty little slut you are and slap your cunt as hard as you can.” 
Your whole body quivered with anticipation as you drew back your hand from your wet, puffy pussy. Your silk panties were soaking wet, and you knew the flimsy fabric wouldn’t protect your sensitive slit from the sting of the spank, but Ransom gave you an order, and you intended to follow it—to show him how much you trusted him, and cared for him.
Using the flat of your fingers, you slapped your cunt as Ransom instructed, as hard as you could manage. Electrifying pain streaked through your body, making you cry out and arch violently on the pumpkin you were perched on, your other hand gripping tightly to Ransom’s wool coat to keep you balanced. A deep, blazing pleasure nipped at the sensation’s heels and your cry devolved quickly into a debauched moan that was muffled by the sweater in your mouth. 
It took you a moment to force your gaze back to Ransom, his eyes swirling with so many emotions, you didn’t have a hope of discerning them. But he held his phone up again, no doubt framing you within the screen and said in a gruff voice, “Again.”
That time, since you were expecting it, it was easier to brace for the sting of pain and the burning pleasure that swept the smarting tingle away. But your body still responded, your spine curving and your legs shaking wildly, your lips falling open in another muted moan as your teeth clung to the sweater so it didn’t slip free from your mouth. 
Ransom’s camera captured the whole thing—you knew because he watched the screen instead of you, his mouth twisting into a depraved smirk.
“Does it feel good, baby?” Ransom rumbled, some of the warmth you typically heard in your sugar daddy’s voice seeping back into his words. He must’ve heard it, too, because his next words were harsher. “Does it feel good to spank your pussy like the dirty little slut she is?
“Uh huh,” you mumbled around the sweater in your mouth. You tried to tell him it felt good, but the words came out entirely garbled, though Ransom seemed to understand. 
“Are you gonna come from slapping your naughty cunt?” he asked, his eyes darkening with hungry intent as he watched your face, waiting for your response.
Your pussy pulsed at his filthy question, and you thought maybe it was possible to come from spanking your puffy slit, especially if your fingers caught your clit with each slap. But truthfully, you didn’t know—you’d never tried. So you answered Ransom honestly, muttering, “Ionno,” around the sweater in your mouth.
Ransom huffed an impatient sound and reached for you to tug the sweater free from your teeth, his actions gentle even despite his obvious annoyance. “Say that again.”
“I-I don’t know,” you whispered. “I can try.”
The expression on Ransom’s face shifted again, but it became even more unreadable. He held your gaze for a moment, as if he was searching for something, though you didn’t know what. 
“You want to try?” he asked, his voice soft, almost tentative.
You acted instinctively, pushing yourself up so you were no longer balancing on your hand and reaching past Ransom’s phone to grab his sweater to pull him down for a kiss. Your lips moved sweetly against his for a moment, before you pulled back and stared deeply into his eyes. 
“I want to do everything you tell me to do,” you said, reciting the words of the deal you’d struck with Ransom, but changing them just a little, to tell him again that you wanted him, you trusted him. “I want you to do anything you want with me.” 
A look of something almost like fury flitted across Ransom’s face, and then he was surging forward, capturing your lips in a searing kiss, as if he meant to brand you with his mouth. You moaned into him, which only seemed to make him kiss you harder, his tongue pushing past your lips to sweep into you as if he owned you. 
In that moment, if he’d asked, you would have told him he did.
Just as suddenly as he’d kissed you, Ransom pulled away and he shoved his phone in the pocket of his expensive slacks. Then, before you’d even recovered from his kiss, he grabbed your hips and spun you to the side, guiding your shoulders down so you were laying draped sideways across the big pumpkin. 
“Panties off,” he growled, his voice a low rumbling contrast to the sharp clinking of his belt buckle as he undid his pants. “Give ‘em to me.” 
You were quick to follow his orders, hooking your fingers in the black silk panties and shoving them down your legs, pulling them off and then handing them to Ransom. You watched your sugar daddy hold them up to his face and take a deep breath, inhaling your scent as his other hand dove into his boxer briefs. 
Because your head was hanging over the side of the fake pumpkin beneath your back, you had a front row seat to Ransom’s big hand stroking his hard length, your mouth watering with the desire to taste him on your tongue. A whine slipped from your lips and you squirmed, getting Ransom’s attention.
He chuckled darkly, tucking your panties into the pocket of his slacks that didn’t hold his phone and then shoved them and his boxer briefs down. His thick, fat cock fell on your face, making you flinch in surprise at the slight slap of it against your skin. But in the next breath, you were tilting your face up and kissing him affectionately, murmuring in contentment when his musky taste hit your tongue. 
“Such a perfect little slut, baby,” Ransom rasped, his praise drenched in that warm tone that had your heart beating happily in your chest. He wrapped a hand around the base of his cock and slapped it gently on your smiling lips. “Open your mouth and spread your legs.” 
Immediately, you did as Ransom said, parting your thighs and opening your mouth wide, then waiting for what came next. You weren’t surprised when Ransom didn’t waste any time before pushing the tip of his cock past your lips.  
He let out a low, filthy groan as he thrust deep in your mouth, pressing into your throat until you could feel him bulging in the front of your neck. He held there, his balls nestled against your nose while you swallowed around him, trying to get used to the intrusion while he groaned obscenely at how good you felt. 
“Fuck yeah, baby, take daddy’s cock in your pretty little throat,” he rumbled, his hand wrapping around the front of your throat and pressing down lightly, grunting when he felt himself twitching inside you. “You’re such a perfect little slut, ’s like you were made for me—all for me.” 
You moaned around Ransom’s cock, hoping he took the sound for the agreement it was as you lay beneath him, your hips squirming and your pussy fluttering in the cool September air. Your wiggling seemed to get Ransom’s attention and he leaned over you, his big hand sliding between your thighs to rub your already messy pussy.
“So fucking wet for me,” he murmured, his voice sounding like sunshine with the affection clear in his tone. “You still wanna see if you can come from getting your pussy spanked?” he asked, a smirk in his words. 
You nodded as best you could, your hips squirming and bucking, practically begging for him without using a single word—not that you could utter any with his cock buried so deeply in your throat. 
His fingers slid teasingly against your clit and you bucked harder, grinding against him as best you could. 
Your antics made Ransom laugh quietly as he muttered, “Alright, baby,” in a placating voice. 
That was the only warning you got—that and his hand disappearing from your pussy. Ransom’s big hand came down on your pussy sharply, the flat of his fingers spanking your pussy much harder than you. Still, you could feel he was holding back from using all his strength, only giving it to you as hard as he knew you could take.
And take it you did. 
A muffled scream clawed its way up your throat and slipped past your lips to be muffled against Ransom’s balls as white-hot pain flooded your body, followed closely by the all-consuming burn of pleasure. A tremor shook your limbs and you choked on Ransom’s cock, your throat squeezing him tight enough to wring a grunt from him. 
“Fuck—did that feel good, baby?” he rumbled, his fingers dipping into your hole and rubbing your juices all over your pussy, paying special attention to your clit. “Do you like it when daddy spanks your slutty pussy? Because you’re squeezing my cock like you want me to do it again.” 
His voice was drenched in warmth and humor and you whined in response as you planted your feet on the curve of the fake pumpkin and bucked your hips up against his hand, pleasure coiling tight in your core. You knew it was only a matter of a few more smacks from Ransom’s hand before that coil was snapping and you were going to come from him spanking your pussy. 
“That sounds like a yes, but I wanna feel you nod, baby,” Ransom murmured, his other hand petting your cheek softly. 
You couldn’t see him from the angle you were at, but you could hear the smile in his tone and you melted a little, your legs falling open wider as you nodded for him. 
“Good girl,” he praised, his fingers stroking over the bulge in your throat while his others rubbled your clit, making your tight channel squeeze his cock tighter. “And what do you do if it’s too much? Show daddy,” he urged as his fingers trailed lower, until they dipped into your black satin bra and swirled around your nipples until they were stiff peaks. 
Meanwhile, you reached back and patted the outside of Ransom’s thigh three times, the sign you’d established with him early on in your relationship for when you needed a break but didn’t have the capacity to use words. 
“Good, you’re such a good girl,” he purred. His hand kept sliding lower down your body until he reached your thighs. He grabbed your soft flesh and pushed your legs open even wider. “Now, let’s see if we can make your pretty pussy come just from being spanked while I fuck your slutty mouth.” 
You barely had a chance to moan your agreement before Ransom’s hand came down on your cunt again, the sharp, slick sound of his fingers slapping your wet flesh meeting your ears before the stinging pain and scorching pleasure sent your thoughts skittering away. 
He rubbed your clit roughly and moved his hips, thrusting shallowly into your mouth, grunting and groaning at the feel of your moans vibrating through him and your throat squeezing him every time he slapped your pussy. 
Ransom fell into a rhythm, spanking your pussy as hard as he thought you could handle, his fingers catching your clit every time, and fucking your throat while you lay draped over the big, fake pumpkin in that deserted pumpkin patch. 
You were at the mercy of Ransom, and he seemed to know it just as much as you did—and he didn’t take it for granted. His hands were purposeful with every touch, every spank, his hips never pushing too hard against your head as he fucked your mouth. It was filthy and dirty and yet you could feel the depth of his caring in everything he did to you.
It wasn’t long before you were pushed to the precipice of your release, your body trembling uncontrollably, the coil in your core wound so tight, you knew it would snap any second. 
Ransom must’ve felt it too, because he started up a constant refrain of, “Good girl, baby, come for me—come for daddy, baby. You’re doing so good, wanna watch your pretty pussy come, baby, c’mon, lemme see.” His words were so sweet and warm and wicked, you were unable to do anything but follow his gentle command. 
On the next slap to your cunt, the coil of pleasure in your belly snapped, and your entire body went tight with white-hot tension before it burst free into decimating waves of pleasure. Ransom’s cock muffled your scream as you came, your hips bucking and pussy convulsing beneath his warm palm as you rubbed your soaking wet slit against him. 
You were so consumed by your release, you didn’t notice the way Ransom had frozen, and you barely felt him pulling his cock free from your mouth. You only knew that suddenly you were able to pull in deep breaths and smell the crisp scent of the pumpkin patch. 
Your head spun when Ransom gently pushed you to sit up and hauled you off the pumpkin, your feet hitting the soft soil of the field and your knees nearly buckling as your body still shivered from the waves of pleasure rolling through you. 
Ransom sat heavily on his wool coat still draped haphazardly over the top of the pumpkin, his hands greedily grabbing your hips and pulling you onto his lap. Your knees bracketed his thighs while his hands grabbed your ass and guided you to sit up. Then you felt the tip of his cock slide against your still fluttering hole and you moaned, your head dropping back like you didn’t have the strength to hold it up anymore.
“Can’t fucking believe you came from getting your pussy spanked, baby,” Ransom was mumbling, his big hands changing the angle of your hips until the head of his cock was pressed to your entrance. “Gotta feel it, gotta…” He cut off on a grunt when he pushed into your slick, pulsing pussy, his hands shifting to your hips so he could pull you down onto his hard, throbbing length.
Your hands found Ransom’s biceps and you held onto him, your fingers tangling in the thick weave of his cable knit sweater as you quickly sank down on his cock. He was so thick and long, it stung a little to impale yourself so fast without any kind of preparation, but you didn’t care. You were too greedy for his cock to take your time, a deep, primal instinct driving you to take him as fast as you could while your mind was still reeling from your first release. 
“Oh fu-uck,” Ransom groaned brokenly, his head falling against your chest. You could feel his face pressing into your sternum, his heavy exhale ghosting between the swells of your breasts. It was against your bare skin, your heart racing just beneath the surface, that Ransom confessed, “I love you, nixie.” 
At his words, you went deathly still. For an unending moment, your mind reeled and you tried to be certain you’d heard Ransom correctly. You were sure you couldn’t have.
It didn’t seem like he realized what he’d said until he felt you stiffen in his lap. Then, Ransom sat up slowly, his gaze sharp as it raked over your face, trying to gauge your reaction. 
Licking your lips to bide you time to find your voice, you forced yourself to ask the question your heart needed an answer to. 
“Do you mean it?”
Ransom’s expression tightened, his eyes going even more wary, but he nodded—a quick, dip of his chin—and you sucked in a breath.
A tingling warmth started at the top of your head and cascaded through your body, filling you with a bright, fizzling feeling. It took a moment for you to recognize it was happiness. But not just happiness—it was pure, unfiltered joy. 
Your sugar daddy loved you. Ransom Drysdale loved you. 
His expression was growing more and more distant with every second that passed without you responding and you couldn’t have that. 
Squealing in delight, you launched yourself at him—not that it was such a far distance, considering you were in his lap—and he let out a soft, “oof,” when you collided with his chest, your arms winding around his neck and squeezing him tight.
“I love you, too, Ran,” you confessed on an exhale. It felt so good to get the words off your chest, that you repeated them. “I love you.”
“Oh, thank fuck,” Ransom said on a sigh of relief as he gathered you tighter against his chest. One of his arms wrapped around your lower back while the other braced against your spine so his hand could cup the back of your neck. “You have no idea how glad I am to hear that, nixie.”
“Did you really think I wouldn’t love you back?” you asked softly before pressing a kiss to Ransom’s soft cheek because you couldn’t help yourself. The scent of his cologne filled your senses and you smiled against his jaw, kissing him again and again, like you’d never get enough of it. 
“Wasn’t sure,” he admitted gruffly. 
You giggled at the sheepishness in his tone, pulling back until you could see his face. He was blushing a little, a tiny bit of pink tinging his cheeks and making him look adorable. You couldn’t help yourself from cupping his handsome face in your hands and leaning forward to brush a sweet kiss to his mouth. 
“I love you, I love you, I love you,” you murmured, in between teasing kisses. “I love you when you’re grumbling about going pumpkin picking, and I love you when you’re spanking my pussy, and I love you when you’re bringing me my favorite coffee because you remembered what I liked.” 
You kept kissing him until Ransom was chuckling, his hand squeezing the back of your neck in an affectionate gesture. He reeled you in for a deeper kiss, cutting off your list of all the times you’d loved him. But you and Ransom were smiling too much to kiss properly, your teeth knocking against each other and making you both laugh even more. 
Your joyful laughter soon devolved into soft moans and grunts when Ransom rocked his hips, shifting his cock even deeper inside you. Your fingers threaded through his soft brown hair and you clung to him while you rolled your hips, grinding down on his stiff length until you were breathless with renewed desire.
“Fuck, nixie—nixie, ‘m not gonna last much longer,” Ransom groaned, his arms tightening around your back and holding you pinned against his chest while he fucked up into you. “Your pussy’s too perfect—too fucking warm and tight and good for me.” 
“Come inside me, Ran,” you whispered heatedly, feeling his cock twitch at your suggestion. You moaned softly in his ear. Your clit was grinding against the base of Ransom’s cock, and it wouldn’t be long before you came for a second time. “Please, daddy, fill me up—wanna feel your come leaking from my pussy while we’re picking pumpkins, daddy, please,” you begged in a pathetic whine.
“I love you—fuck, I love you so fucking much, nixie,” Ransom growled, pressing his face to your cheek and nudging you to the side until his mouth found yours. He kissed you so long and so deeply, it made your head spin, and he fucked you all the while, pounding into your cunt hard enough that the pleasure he gave you was edged with just enough delicious pain that you were falling off the edge and coming in no time.
Ransom swallowed your screams of pleasure as you came, your pussy clenching his cock hard enough that he followed right after, grunting into your mouth so that it was your turn to muffle his sounds with your lips. 
Coming at the same time was heady and all-consuming and you were so happy you felt like you could float away if it wasn’t for Ransom’s arms holding you so tightly to his chest. And you were glad for it, because you didn’t want to float away unless he came with you.
The two of you gradually eased down from your highs together, still kissing, still murmuring your love for one another as if you could pass the words between your lips as easily as you exchanged breaths.
Finally, your rocking bodies gently stilled and your racing hearts returned to steady, normal drumbeats. The September sun was bright, keeping you warm from the chill in the air as you snuggled into your sugar daddy—the man that you loved, and who loved you in return.
Your head was still spinning and trying to process everything you’d both admitted while laying against Ransom’s chest, your fingers playing idly with a loose thread in his sweater, when he finally broke the comfortable silence that had fallen.
“If we carve up some of these pumpkins, do I really have to clean out all the guts with my bare hands?”
His question, and the almost whining tone in his voice, had you choking on a surprised laugh. You leaned back, looking into Ransom’s face to see if he was joking, but he wasn’t looking at you. He was giving the pumpkin patch another dubious look, making you laugh again as you shook your head at him.
“No, you could wear gloves, and there’s usually a scoop that comes in the pumpkin carving kits at the store,” you explained to him, your tone filled with humor even as you kept it even and patient. “You don’t have to touch the pumpkin guts if you don’t want to.”
Your fingers stroked through the hair at the nape of his neck and he seemed to relax, though whether it was from your assurance or your touch, you couldn’t tell. You suspected it was both.
After a moment, Ransom seemed to reach some sort of decision because he heaved a deep sigh and met your gaze. His blue eyes were shimmering in the bright afternoon sunlight, and the affection in his gaze warmed you despite the chill in the air. 
“Alright, let’s find some pumpkins worth carving,” he said, though his grim tone made it sound like he was suggesting you both walk into battle. 
A smile spread across your face and you giggled happily. “You mean it?”
“Of course, nixie,” Ransom rumbled, leaning in and brushing a kiss to the corner of your mouth. “There’s very little I wouldn’t do to make you happy—I thought that was clear when I agreed to an afternoon of pumpkin picking.” 
You laughed softly, ghosting your lips over his in a teasing gesture as your heart fluttered in your chest, happiness swooping through your belly. But still, his words didn’t exactly match up to your memory of events, especially given everything you’d done to get him to agree to the date—including the deal you’d made.
“Silly me, and here I thought it was because of the deal we made,” you murmured. 
“Mm, nope,” Ransom said, popping the ‘p’ in nope. “Woulda taken you pumpkin picking even without the deal—just liked watching you convince me.” He brushed feather-light kisses along your jaw, making you hum happily at the soft press of his lips after you snorted at his comment. “But now that you mention it, our arrangement extends to the pumpkin carving portion of this date, yeah?” 
“Uh huh,” you mumbled, having a hard time following the conversation when he sucked gently on the spot just beneath your ear that had your head falling to the side to give him better access. You shook your head lightly and found the words to form a proper response. “Sure, it lasts as long as the date does.”
You felt Ransom’s mouth curve as he smirked against the side of your neck. “Good,” he purred, kissing down your throat until he got to the line of your sweater. “Gonna make you suck my cock while I clean out our pumpkins.”
Buzzy excitement and warm desie flooded through you at his words and it was your turn to smile. You remembered that you’d considered offering to blow him to get him to carve pumpkins just that morning, so you obviously had nothing against his suggestion. You were eager for it to become a reality.
“Whatever you say, daddy,” you murmured in your sweetest voice. 
Ransom huffed an amused laugh before his mouth found yours again. 
The two of you kissed for a little while longer, until your knees and hips started to protest sitting in the same position on that big, fake pumpkin for so long. Ransom helped you down from his lap and towed you back toward the farm stand, so you could clean up in the nice employee bathroom—though he refused to give you your panties back.
You spent the rest of the early afternoon picking out pumpkins with Ransom, then he carried them back to his BMW and put them in the trunk. While he drove you both back to the city, he gave you his phone and told you to pick out your favorite of the photos he’d taken of you. 
You asked him if he only wanted you to pick from the lewd photos, and he told you to also pick one of the pictures he’d taken of you with your clothes covering you. When you asked him what it was for, he told you he wanted to frame it and put it on his desk in his office. Your heart fluttered when he grabbed your hand and kissed your knuckles, admitting he missed you while he was at work.
If you hadn’t already known you were in love with him, you would’ve known then, your heart squeezing in happiness while your fingers tightened around his. Since you didn’t have to hold back your emotions anymore, you told him how much you loved him, and he responded by repeating the words and kissing your hand again.
The rest of the afternoon was spent at your townhouse apartment in Beacon Hill, cleaning out and carving the pumpkins you’d picked before putting candles in them and setting them on the steps outside your front door. Before the date was over, you even got Ransom Drysdale—your sugar daddy and the man that you loved—to admit he had fun. 
Of course, you had to promise you’d never tell anyone. But you assured him you could keep it secret, so long as he loved you. He grinned, and promised you he always would, then he sealed the deal with a kiss. 
And that was how an afternoon of pumpkin picking turned into a beautiful life together.
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thanks for reading!! reblogs and comments are appreciated ♡♡♡
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babyjakes · 1 year ago
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event | kinkmas 2023
prompts | exhibitionism + piercing
pairing | soft!daddy!lloyd hansen x little!reader, feat. lloyd's friends: andy barber, ari levinson, ransom drysdale, steve rogers
warnings | ddlg dynamics (lloyd is a soft sweet daddy.) months of no touch/orgasms. clit hood piercing (+ me not knowing much about them.) fivesome with a sixth watching; exhibitionism. fingering (vaginal + anal.) nipple play. clit focus + rubbing. overstimulation. asking permission to come + she comes hard. so much praise and encouragement. probably some light mocking/humiliation. sooo many petnames. aftercare!! :) brief alcohol mention
word count | 1,580
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an | sorry for the weird formatting? tumblr wouldn't allow me to use the bulleted list bc of too many characters i think- but ahhh omg the very last kinkmas piece 🥺 this event has been so much fun i hope you've all enjoyed the stuff i've written!! make sure to check out the event masterlist for anything you might've missed and thanks so much for reading along with me this month!! happy holidays and merry christmas to all of you sweet friends 😌💕
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thinking about daddy!lloyd piercing your clit hood and then inviting all his friends over to show you off 🫠 piercings do take time to heal so maybe he's away on a trip for a few months after it happens, and when he returns home he has his buddies over to come play with you 😌 you were touch-free for that time period, so by the time the big night comes you're more than ready for some attention down there
lloyd dresses you up in a pretty new dress he got while out on his trip, short with lots of cleavage showing as always. and panties are skipped entirely; they'd just get in the way. he has you wait in your room as he brings his guests in, getting everyone settled in the fancy lounge with drinks and snacks. then he sends one of his servants to bring you down from where you're patiently waiting upstairs
andy, ari, ransom, and steve all coo and fawn adoringly as soon as you appear. you recognize every face in the group quite well; these are your daddy's closest and most trusted friends, the only men he would ever allow near you besides himself. this isn't the first time they've come over to play under lloyd's supervision. while these sessions can be overwhelming with so many players involved, things never get out of hand, as each of your daddy's friends treat you with just as much respect and care as he would, himself
"there's the pretty girl. we've missed you, sweetheart," ari's cooing from his seat on one of the armchairs
"that's a cute little dress, sunshine. s'it new?" ransom winks at you as he stands near your daddy's chair, finishing a glass of scotch
"come on over, doll. your daddy said you have something very special to show us," steve says gently, patting the space on the long leather couch between him and andy
the lawyer nods at the blonde man's words, adding, "come here, honey. got a nice spot saved just for you"
lloyd's on the other couch, across from steve and andy. "go on, princess. they've all been waiting so patiently to see," he encourages you
you find your way over, sitting down obediently between the two broad men. ari comes and sits on the edge of the coffee table in front of you. ransom makes his way behind the couch, gently placing his hands on your shoulders and easing you back a bit
"you wanna show us, angel?" ari asks gently as he leans in a bit, helping the men on either side of you bring your legs up to bend at the knee, your stocking-covered feet falling to either side of you. when you give a timid nod, the skirt of your dress is lifted up to expose your most intimate parts to the eager men surrounding you. a soft gasp is shared as they all lay eyes on your leaking cunt, swollen and sensitive from months of neglect
"aww, little one," steve's murmuring sympathetically at the sight of your arousal
"look at that ring- so pretty, sweet girl," andy marvels at the sight of the gold loop that now runs right through the fleshy hood covering your needy little nub
"your daddy told us it's a very special ring," ari hums steadily as he reaches out and gently spreads your messy folds apart, all of the men watching as your little hole twitches. "it goes right through the hood of your sweet little clit, doesn't it baby?"
"and that means," ransom chimes in from behind as he reaches down into your low-cut top, gently collecting your tits in his hands and squeezing at them, "that every time it moves, it rubs right up against your poor little button. isn't that right, pretty girl?"
you manage to give a shaky nod, a small whimper rising in your throat as the men all close in to finally start giving you the relief you so desperately need. there's no fumbling or hesitation, each of them settling in on their own task to contribute to the system of pleasure
steve brings two huge fingers to line up right at your opening, swirling the tips around briefly in your pool of slick before steadily pushing in. "okay sweetheart, let's get this pretty little pussy nice and filled up"
ransom continues up at your chest, his fingers rubbing and pinching at your pebbled nipples. "there you go, doll face. just relax," he's encouraging as your back arches lightly, making you sink a bit down further into the couch
andy drags some of your plentiful wetness down, carefully teasing the tip of a single digit over your puckered rosebud. he chuckles when you let out a startled whine, his voice low and soothing in tone as he croons, "easy, baby. i'll be gentle, i promise"
and ari seems maybe the most pleased of them all as he begins tapping and tugging gently at the small gold ring settled so perfectly against your now hardened clit. the feeling of the metal bumping and moving against your throbbing button is already more than enough to make you squirm, ari's patient gaze settled on you as he murmurs, "look at that, so responsive, just like always. does that feel good, baby doll? here, i wonder if we just-"
the others continue masturbating you in their various ways as the man before you pulls up on the ring, forcing the hood of your clit back to reveal your swollen little nub. "there it is," ari breathes happily as he steals some of your slick, bringing his thumb up to begin swiping repeatedly over your exposed bundle of nerves as his other hand keeps its hood retracted with the ring
"oh-... o-oh..." you're immediately stumbling over your words, your breaths shuddering as your clit burns brutally beneath ari's quickening pace
"think someone likes that," steve's chuckling beside you as he stretches you out on his fingers, curling them upward to stroke against your weak spot
andy's gathered more of your arousal to coat his pointer finger as he gently begins easing it up into your tight little ass, his eyes shining with pride as you weakly take the intrusion, "yeah? you like that, baby girl? that's it, honey. you're being so good for us"
"let's see if we can make this pretty little girl come for us," ari speaks to the others as your tummy quivers, your little legs shaking on either side of you as the stimulation becomes more and more overwhelming. but as soon as your knees begin trying to close, steve and andy are holding them open, giving you no choice but to lay there against the hot leather and let the men bring you to orgasm
"remember to ask permission, baby," ransom's reminding you as his head leans down next to your ear. the hands all over your body continue, but everyone glances over in lloyd's general direction as he sits just across the coffee table on the opposite couch, watching intently with a hand placed at his chin. one of his big rules for shared play time is that you always get his permission to come
"p-please daddy," your little voice comes out begging as both your holes are fucked forcefully now with large, slippery fingers, your nipples being rolled and rubbed as your clit is flicked in rapid succession. "please, c-can i-... can i-i come?"
lloyd scoots forward a bit, giving a simple nod as he lowers his hand from his face. "go ahead, princess. being so good for daddy's friends, you can come. you've earned it, baby"
as soon as you're allowed, you let go, your orgasm washing over you with impressive force. being the first climax you've had in months, it's quite the sight to be seen
all the praise coming from the men surrounding you blurs together as your holes contract around the fingers still pumping inside you: "oh- there it is" "good, very good, little one" "look at that, coming so hard for us" "keep going, baby. keep coming, that's it" "poor little girl, needed it so bad, huh?" "so cute when she comes, isn't she? such a precious girl"
when the waves of pleasure are finally dying down, their cheers turn to softer, soothing words as their hands still against you: "did so good for us, pretty girl. we're so proud of you" "that feel good, angel? seemed like a pretty big one" "you're okay, sweetheart. here, let's get your daddy over here" “no little one, don’t move. we’ll take care of the mess; you just hang tight”
everything feels like you’re experiencing it through a haze as lloyd comes over with the supplies needed for aftercare. you’re cleaned up and put in a comfy pair of fresh panties, your dress being repositioned on you to cover you up. someone wraps you in a blanket, and soon you’re safe and content in your daddy’s arms
the men all spend the rest of the night doting on you, helping keep you in a tiny headspace where you feel so safe and cared for. you get all the snuggles, tummy rubs, hair strokes, nose and cheek kisses, and gentle loving words you could ever want from each of your daddy’s wonderful friends
wow holy cow i got carried away with this 😮‍💨 all of them at once is so much but like,, , the i need that kind of so much 😔🙏
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holylulusworld · 2 years ago
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His maid
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Summary: He wants to get his hands on you.
Pairing: Ransom Drysdale x Maid(plussized)!Reader
Warnings: Ransom being an asshole, kinda harassment, I’ll label this one dub-con, maid kink, smut, unprotected sex,light spanking, doggy style, sex over/on a kitchen counter, language, whore, slut, cum dumpster, creampie, slut-shaming, Sir kink, daddy kink, plot twist
A/N: Sweater daddy is back…👀👀
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Random snaps his fingers, grunting as Fran ignores him. “Help!” Ransom mutters. “Who’s that?” He points at you standing next to Harlan Thrombey, your new employer. “FRANNIE, I’m talking to you.”
“That’s the new maid, Y/N. She will take over my job for a few weeks. I got to take care of my mother,” Fran rolls her eyes as Ransom undresses you with his eyes. “She’s a nice person. Leave her alone, Hugh.”
“Who asked you,” he bites back. “What a nice little bee landing in my spiderweb.” Ransom smirks darkly. His eyes drift toward your plump ass, and he can’t help it. He roughly cups his crotch.
“HUGH!” Fran can’t believe Ransom sometimes. “You know the word sexual harassment, right?”
“I didn’t think about you, Frannie,” he snickers but drops his hand from his crotch. He will be damned if he doesn’t feel your sweet cunt wrapped around him. So far he seduced all maids Harlan hired. Well, all maids but Fran.
Ransom’s features darken as you run one hand over your skirt to straighten it. He growls low in his throat, already imagining slapping your cheeks with his large hands. “Oh yeah, my chubby little maid. I’ll fuck the sweetness out of you…”
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“Fuck,” you exclaim as you drop the broom in your hands. Ransom scared the shit out of you when he sneaked behind you.
“Help, I need you to clean the mess in the guestroom.”
“Mess?”
“Mess. Now, hop-hop, bunny,” he purrs in your ear. Ransom steps even closer, almost pressing his heated body against your smaller frame. “I hate sleeping on dirty sheets.”
“But I just changed the sheets!” there is still so much to do, and you’ve got no time for Ransom’s nonsense. Fran warned you, and she didn’t exaggerate.
“Well, that was before I fucked that sweet bunny last night,” he breathes into your neck. “I hate sleeping on cum and pussy juices, you know. I can still smell her cum. She came so hard on my fingers.”
“If you can’t use your dick right, you have to use what you got,” you quip. Ransom grunts as you grab the broom and make your way toward the kitchen. “I’ll clean your room later. I need to take care of the mess in the kitchen first.”
“No. You will take care of the guestroom first,” Ransom follows you. “Harlan is not around this week. I’m here to take care of the house, and you will do as I say.”
“Harlan wants me to keep the kitchen and bathrooms sparkling clean,” you turn around to size Ransom up. “I will take care of your room later, Sir.”
He inhales sharply. His dick twitches in his pants as you give him a sweet pout. God, how he wants to break your body and mind. “Fine. Have it your way. Be aware I will not forget your insubordination.”
“We are not in the army, Ransom,” you snicker. “You’re not my boss either. Don’t get your thong in a twist.”
“Damnit, she makes me rock-hard that little minx. For weeks she resists me and my dick. I need to have her…”
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“Ransom, it’s two in the morning. Why did you call me to come here?” you rub your still-tired eyes as Ransom lets you inside the mansion. “What’s so important it couldn’t wait till later?”
“You did not clean my room,” he lies.
“I did clean the guestroom. I even disinfected the mattress knowing what you did inside with all these women,” you snap at him. “If you’ll excuse me now, I’ll drive back home and take the day off.”
“I got a new working outfit for you too,” Ransom grins. This can’t be good. “A maid should wear a proper uniform, right? I bought it for you.”
“What? Harlan said it’s fine to wear my normal clothes.”
You follow Ransom inside, already fearing the worst. Ransom buying an outfit for you can’t be good.
“Here it is.” He grins from ear to ear as he holds up two garters. Ransom twirls them around his index finger, smirking darkly. “I got a nice maid uniform for you too.”
“That’s sexual harassment, Ransom!”
“It’s Hugh for the help but,” he steps closer to place the garters in your hands, “I’ll make an acceptation for you, sweetness.”
“I won’t wear this shit,” you drop the garters to the ground. “If you don’t stop, I’ll call Harlan. You know, he won’t be amused hearing you wanted me to wear this!”
You twirl around and stomp toward the door. “I know you will change your mind, bunny. One way or another…”
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“Sweetness. My chubby bunny,” Ransom coos as he waltzes into the kitchen. You’re busy scrubbing the kitchen counter and ignore him. “We need to talk about the broken vase in the living room. You know, that was Grandpa’s favorite.”
“What broken vase?” you drop the sponge and turn around to look at Ransom. “Not ten minutes ago there wasn’t a broken vase!”
“I think you forgot you and your plump ass kicked it off the table,” his features darken as you look at him like deer in headlights. “I could tell Harlan it was me, though. If only you give me a reason to do so.”
He holds up the maid outfit and the garters again. “No.”
“It’s only fair, bunny. I’ll give the world to get my hands on you,” he dips his head and looks you up and down. “I want you to wear this and clean the kitchen. Maybe I will help you too.”
“I don’t believe you.”
You make a beeline around Ransom to get to the living room. If he fucked with you again, you’ll call Harlan this time.
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“No. Why did you do this?” you cry as the vase lies on the ground. Shattered. Broken. “That was Harlan’s favorite!”
“Let me help you, bunny,” he waves the flimsy outfit in front of your face. “Just give in. I know you touched yourself moaning my name. You get off on the way I treat you. I will give you all you need. A thick cock to make you stop overthinking things.”
“If I wear this, will you tell Harlan it was you?” you grab the outfit and garters, swallowing thickly as Ransom purrs your name.
“I’ll tell him it was me if you do as I say tonight, and for the rest of the week.” You shudder, but nod. “You’re such a sweet bunny for me.”
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“Fuck, that’s perfect,” Ransom groans loudly as you bend over the kitchen island to scrub it. “Lift your skirt, show me that perfect ass.”
You roll your eyes but lift the short skirt to show Ransom you are wearing the garters. One on each thigh, and nothing else underneath.
“I want you to scrub this counter sparkling clean, maid,” he tuts as you look over your shoulder. “But spread those legs first and show me your cunt.”
“I hate this,” you mutter under your breath, but do as he says. You spread your legs and bend even further to give him a good look at your soaked cunt.
“You love it, little slut,” he steps toward the counter to slap your ass roughly. Your cheeks jiggle and he does it again. “You’re a whore for my cock, just like every other bitch I fucked.”
Ransom grips your ass and roughly kneads your globes. “A hole to get filled with my cum,” he slaps your ass harder, making you cry out. “You’ll take my cock and thank me later after I screwed your brains out.”
“Yes, Sir…” you mumble.
“You will scrub this counter better, slut. I want to eat from the counter. If you can’t clean it properly, you’ll lick it clean with your tongue.”
You harrumph but scrub the counter even harder. It’s a struggle to focus as Ransom kicks his shoes off. You hear his clothes ruffling and his pants drop to the ground.
“Such a nice maid I have,” he grips your hips to press your ass into his crotch. You can feel his cock against your flesh. Pre-cum smears all over your skin, and you quiver as he moves his hands to your chest to rip the blouse you’re wearing open.
Your breasts spill out of the torn fabric, and he immediately cups your plush flesh.
“I knew you are going to be mine,” he purrs in your ear as he harshly tugs at your nipples. You whine as he rolls the pebbled nubs between his skilled fingers.
You hate to admit it, but slick runs down your thighs for Ransom Drysdale. The worst guy you ever met.
“How will you sing when I’m finally inside of you to ruin this pussy. I bet it will be a symphony if you already moan like a bitch in heat when I touch your tits.”
“I hate you.”
“I know,” he bites your earlobe, tugging at it while groping your tits. He won’t let up. Ransom grinds his painfully hard cock into your ass, groaning as you push back onto him. “It makes this even hotter. You will take my cock and call me anything I want to. You’re such a slut for me.”
Words are lost on you when Ransom movies his hands toward your hips. “Put your hands on the counter and shut your mouth. Daddy is going to fuck you know and you will love it.”
You bite your lower lip as he guides the tip toward your dripping hole. He teases your entrance with the wide head.
“Beg me.”
He pushes the tip in, only to pull back out. “Beg me!” He warns and slaps your cheek this time. “Slut!”
“Please.”
“You can do better.”
Another slap and another hit your cheek. “Please fuck me.”
“That’s much better,” he runs his hand over your stinging cheek and guides the tip back in. “Tell me how much you want my cock.”
“I need it so bad, Sir.”
Ransom pushes into you completely, ignoring that your walls fight the intrusion of his thick length. He immediately starts to give you shallow thrusts, and slowly pumps into you.
“Now you will move that perfect ass and fuck this slicked cunt on my cock. You won’t stop until you came all over me and milked me dry.”
You place your hands flat on the kitchen counter to brace yourself before you slowly start to move back and forth his length. “Such a good girl, fucking her slutty hole on my cock.”
He slaps your ass again, making you yelp. “Faster, bunny. I want you to sweat a little. We are not here to make love.”
“I’m doing my best,” you pant. “I worked all day, and now you want me to work your cock too.”
“Aw, my little bunny is tired, huh? Maybe you are too tired for an orgasm too. Do you want me to pull out and jerk off? I could cum all over your ass and paint it with my cream.”
“Please. No.”
You move a little faster.
“Faster, bunny,” he grunts and slaps your cheeks with both hands. “I want you to fuck me as if your life depends on it. Come on, do your job. I want you to work harder for me.”
“You don’t even know how to work hard.”
You push back harder onto his cock. “You want me to work this cunt, huh? Really? Cause I will ruin it once you let me have control.”
“Show me, Daddy…”
He makes an odd noise. “You asked for it.”
Ransom grips your hips harder, leaving bruises you will feel in the morning. Right now, you couldn’t care less because he starts to drag you onto his thick cock, making your tits bounce at the force of his thrusts.
He grunts, and curses as your cunt feels snug and warm around his length.
Ransom speeds up as you finally give him what he wanted all along. You moan and scream his name while scratching your nails over the kitchen counter.  
“I will cum inside of you and fill you up with my spunk. When I’m done with you, I’ll take a picture and send it to Harlan. He will see you are nothing but my cum dumpster.”
It doesn’t matter Ransom is the worst. Your body ignores he makes you sick as his cock just feels too good inside of you.
He slams into you, shouting your name as his dick twitches deep within you. Ransom grips your shoulders, holding you down on the kitchen counter as he keeps on moving. “Fucking cum, princess. Now.”
“Yes. Daddy,” you whine as your walls quiver around his softening cock. His cum along with your juices run down your thighs when he pulls out to slap your pussy lips. “Thank you.”
“Anytime, bunny. Now spread those legs and let me take a picture…”
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“I loved it when you cleaned the kitchen counter in the costume,” Ransom snickers darkly. “What do we want to try next, bunny? I could be your boss and you are my naughty secretary, or how about I’m a plumper and clean your pipes?”
“If you explain to Harlan why I quit, and that I never was his maid in the first place, I consider doing another roleplay.”
Ransom gently kneads the knots out of your shoulders and hums. Your boyfriend is obsessed with roleplays and you are more than eager to encourage his kink.
“I got it! You are a waitress and drop food into my lap. You will ride my dick for punishment…”
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Tags in reblog.
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angelbaby-fics · 1 year ago
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Hi love, how are you! I haven’t been on tumblr much lately but I still love you and your work!! I’ve been dealing with some tough stuff with my health and have been little a lot more lately. Would you write Cg!Ransom as just turning into a melted fit of mush for the reader?Just like absolutely spoiling them and doing whatever they want when they don’t feel good?
Love,
🐣
Daddy's Day Off
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Word Count: 750
A/N: Aww hello angel! I'm glad to hear from you again & I hope you're always doing alright 💕 eeep I love Ransom so much, especially in the cold months I just want to cling to him hehehe 💕
It was a busy day full of stressful meetings and Ransom was not at all pleased about it. As much as he loved being extravagantly rich, the people he had to deal with on a daily basis almost made it not worth it. Almost. One thought of you, your bright eyes and contagious smile, and Ransom was reminded that he’d go through hell just to make that happen. He checked the time on his phone, just an excuse to look at the background image really. It was a picture of you and him, a selfie he had taken while you were curled up with him on the couch - he smiled at the camera, but your loving gaze was locked on him. Every time he saw this picture it reminded him what he did it all for.
He couldn’t do it today though, he just couldn’t. You’d had a nightmare earlier, screaming yourself out of slumber in the wee hours of the morning. The rest of the night was spent with you curled up against his chest and him hardly sleeping, dutifully keeping watch on you to make sure you stayed at peace. It broke his heart to close you out of his home office that morning, your rejected face echoing through his head as he tried to focus on today’s planner entries. All he wanted was to be finished with this stupid workday and to spend the rest of it with you. Your love was the only thing that could relieve his stress after a long day of dealing with a bunch of a-holes. Yes, he needed his baby just as much as you needed him. 
To hell with it. Ransom sent a short email to his assistant to cancel all his meetings as he needed to take a personal day. With that, he shut his laptop and tossed his work phone into his desk drawer, nearly slamming it shut. He was so eager to get away from all this and just relax with you. When he opened his office door, he almost expected you to still be there looking up at him with tearful eyes, but like the brave and independent baby he’d raised you to be, you had already begun trying to distract yourself until Ransom was finished with work. 
You knew Ransom didn’t like distractions when he was in work-mode, so although you’d rather spend the day curled up with him just as you’d spent last night, you took it upon yourself to keep occupied. That’s how Ransom found you on the floor of the living room, the massive flatscreen tv playing a marathon of Bluey episodes above you. Every color of crayon was scattered all around you, a pile of already finished drawings stacked upon the coffee table. At the sound of Ransom’s heavy footsteps, your head shot up from your picture of a cat in a garden.
“Daddy, you finished already?” You asked hopefully.
“Daddy got a surprise day off, baby!” He replied, scooping you up into his arms. 
“What are we gonna do?” You asked, looking up at him with more love in your eyes than Ransom thought he deserved in his whole lifetime. 
“Anything you want, babydoll. I’m all yours.” Ransom carried you to the giant sofa, keeping you pressed against his firm chest as he swaddled the two of you together in a big plush throw blanket. 
He handed you the remote, happy to sit through any cartoon or cheesy musical if it meant making you happy. When he heard your tummy rumble after a while, Ransom grabbed the house phone and ordered your favorite pizza, without even needing to ask if you wanted it. He knew you better than he even knew himself. He helped you eat your pizza as you watched tv, something you rarely got to do at the same time. When you finished eating, he carried you to the kitchen to get you dessert and a bottle, not wanting to put you down for even a second.
Hours later, the credits on your second movie of the day were crawling across the screen, and Ransom was sure you were fast asleep, when suddenly he heard your tiny voice muffled through the blankets and his comfy thick sweater.
“Dada?” You asked, even smaller than you’d been this morning.
“What’s up, babydoll?” He whispered down to you.
“You gotta get a day off more often.” You mumbled, drifting into sleep.
“I will, baby. I will.”
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sarahowritesostucky · 1 year ago
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Choose Your Fave Chris Daddy
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steviebbboi · 6 months ago
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From Rags to Riches Masterlist
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Pairing: Angry!SoftDaddy!Ransom Drysdale x F!Reader ('Princess')
Summary:
A series of drabbles on life being built between you and your boyfriend, Ransom Drysdale. Drastically different from each other, Ransom learns how to ground himself down to earth with you, while you learn how the other half tends to live. Despite any opposing forces and obstacles, you and Ransom build your own world together that is enriching enough. Corrupting each other for the better, its a rag to riches story.
Genre: Smut, Daddy kink, Angst, Fluff-ish
DISCLAIMER NOTE:
I don't give permission for anyone to post this work on any other platform. This only exists on Tumblr, so pls don't copy/paste. All of my works are also unbeta'd so please be kind, and apologies for any edit mishaps.
From Rags to Riches [In-Progress Drabble Series]
The Punishment 🌶️🩹 Devious 🌶️-implied🩹
Main Masterlist
Ransom Drysdale Masterlist
Join My Tag List!
****if you wanna be notified on my work (and next updates)!
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f10werfae · 2 years ago
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send in some ideas for any au for some short drabbles!! Feeling creative this week 🫶
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magicxc · 1 year ago
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18+ beyond this point, minors DNI
Ransom Drysdale:
Holding Firm - After a long day at work, our reader soon learns that it’s about to be longer. 08/27/21
Warnings: Explicit content 18+, dub-con, choking, thigh riding, dirty talk 
Sleepless Nights - A visit to the Thrombey’s comes with more than a just a headache. 12/04/21
Warnings: Explicit 18+, Non-Con, Hair Pulling, Very Brief Acceptance of Death, Threats of Murder, Non-Con Touching, Breeding Kink, Crying During Sex, Fingering
Frank Adler:
Bonafide Love - A gentleman on the surface, Frank can only keep up the façade for so long. 08/31/21
Warnings: Explicit 18+, stalking, choking, non-con, unprotected sex
Steve Rogers:
Sweetness - New to the neighbourhood, reader gets a special welcome from Steve. 10/09/21
Warnings: Explicit 18+, Dub-Con, Cunnilingus, Fingering, Hand Job, Cum Eating, Dirty Talk, Unprotected Sex
Andy Barber:
Twice My Age - After a spring break trip doesn’t go as planned, reader quickly finds another way to make up for the inconvenience. 03/20/22
Warnings: Explicit 18+, Unprotected Sex, Exhibitionism, Spit 4 Lube, Size Kink Kinda, Clit Slapping, Aggressiveness??, Degradation
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bigtreefest · 1 year ago
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Let’s talk about Knives Out
Spoilers below the cut
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🔥🤤sweater daddy. I wish that was all I had to say. Well, it is, but it also very much isn’t.
1st Watch
After knowing what happens in the end, I had never liked Ransom (Chris Evans’s Character) until I went through with my second and third rewatch. So on my first watch, it was exciting because all the twists and turns really catch you by surprise. It’s such a wonder who would pull such an elaborate plan and why. Ransom is obviously awful. That’s why the dogs hate him. It’s such a sign of character. But for some reason, he’s helping Marta, and I loved it. He appeared so genuine and like he was really trying to find the best way to help her. Benoit Blanc’s accent is also hilarious and so is the fact that none of them really care to know where Marta’s from.
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The dogs love Linda and Linda is honestly not that terrible of a person when it comes to everyone else. She actually loved her father as seen by the way they shared notes, but idk. Everyone’s flawed and she still expected money and inheritance
2nd Watch
I started to pick up on the symbolism and more details of the movie. Chris Evans looks even better in his sweaters. But if you look closely, they’ve got tears and holes. What does this mean? But the sweater is nice before Harlan dies. Does this mean Ransom looks nice on the surface, but if you look deeper, something’s wrong? Does this mean he started to crumble after Harlan’s death? They also bring up the fact that Marta is the only one who beat Harlan at ‘Go’ more than Ransom. Does this mean that if Marta weren’t around, Ransom would’ve gotten the inheritance? Or would he have been cut off like everyone else still? Or, does this mean that Marta was a better strategist. Even though Ransom did a lot of the work, she took the final step in lying in order to get him to confess to murder. Also, Meg on that phone call? Was she really apologetic or was she trying to get that money?? And why didn’t Harlan keep paying her tuition, it was her mom’s fault. But I guess she was technically a mooch like everyone else.
And obviously there’s the fact that everyone lies to Marta about wanting her at the funeral. Don’t lie to save face, you couldn’t have all gotten outvoted.
3rd watch
I’ve fallen in love with Chris Evans as Ransom even more, not just because of the sweaters, but because in this time, I read some really good fanfics that redeemed him. The movie is cast so perfectly and I love the subtleties. Plus, I’ve always had a little bit of a thing for guys who are awful for me if they’re hot (it’s a fatal flaw, I know, I’m working on it, but can you blame me?). Ransom is so smart, and it’s a shame he uses it for evil because he was so close. Anyway, let’s talk about alcoholic beverages. My investigation into this started because I wanted to know the mixed drink Ransom ordered at the bar (which which I still haven’t figured out yet, but I think it was a Manhattan?)
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Look at the alcohol in the movie, though. The whole family is always luxuriously drinking scotch or champagne. Ransom, on the other hand, orders craft beer at the bar with Marta, which separates him from his family, but hopefully makes him seem more relatable to her. Even tho craft beer is the rich man’s beer lowkey. Then, he uses a large bottle for set fire to the Medical Examiner’s office. This whole time, we don’t see Marta drink at all, which separates her from the family. Not to mention, Ransom builds a literal wall of beer bottles between the two of them at the restaurant, showing physical separation despite his offer of assistance. The bottles are also apparently in one of the positions of ‘Go’ called Atari. This is an attack position, meaning Ransom thinks he has the high ground. Incorrect. This is all just a posed by the separation we see at the end of the movie where Marta is looking down at them on the balcony while they all look up at her, once again separated but the tables have turned.
Overall, a great movie and a great look for Chris Evans. The costume designers and casting directors knew what they were doing. As much as I hate to say it, I WOULD NOT have been immune to Ransom’s charms.
Sources cited:
Drinks Meaing
Go Atari Reddit Post
Good Casting
Gifs
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babyjakes · 1 year ago
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〈 disclaimer: this blog posts content not suitable for individuals under the age of 18. minors are strictly prohibited from viewing, sharing, or interacting with this blog. for more information on this blog's commitment to protecting minors, read our full statement here. 〉
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event | kinkmas 2023
prompt | mutual masturbation
pairing | best friend!ransom drysdale x reader
warnings | very innocent!reader, bordering on little!reader. soft!ran <333 specifically soft for reader. ddlg undertones tbh (no use of the word daddy but ran is daddy af and also tells reader to "be a big girl" multiple times.) reader is having orgasm troubles/anxiety. mutual masturbation (clit rubbing, jerking off through pants.) subtle humiliation vibes (not verbalized.) praise and encouragement. delayed orgasm. he steps in and helps/finishes her off. he also comes in his pants lol. they come together! :D
word count | 886
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it all starts when he overhears you on the phone with your friend, admitting you’ve never been able to make yourself come 😭
it somehow leads to him laying you out on your bed, tugging playfully at your jean shorts. “c’mon, baby. i promise, i wont make it weird. i just wanna help you”
and he’s your beeeest friend, your very best friend in the whole wide world, and you know he’s got plenty of experience and knowledge when it comes to this sort of thing, so you try to swallow down your humiliation and go along with it
he kneels attentively in front of you as you rest back against your pillows, shyly pulling off your bottoms. he chuckles sympathetically at your cute little pastel panties with your favorite cartoon characters on them. if it were any other girl, he'd probably make fun of them, but you've always been a sweet innocent baby in his eyes so he can't help but find it endearing 💕💕
"c'mon, cutie. don't be shy, it's just me" you try to remember that he's right; it's just your ran, your safe, wonderful ran, who you've known your whole life
you squeeze your knees together as you pull off your panties. ransom's surprisingly patient with you, "let me see, silly. can you show me how you've been doing it? i can't help unless i know what the problem is"
it takes a bit more coaxing before your knees finally fall to either side of you, revealing your perfect little petals which instantly have ran giving you the biggest heart eyes 🥺💖 "oh baby, you're so pretty down there. aww, are you a little wet, sweetheart? it's okay, don't be embarrassed" as you're squirming softly in front of him
your hands are so clumsy as you try to figure out where to even begin. he's right: you're wet (though you swear this isn't turning you on!!!) your fingers fumble around as you lamely begin poking and prodding at your leaky hole
ran raises an eyebrow at you, not sure whether or not you're playing dumb or just really this clueless. "that's it?" he asks in disbelief, clearly not impressed. you sigh, trying not to hide your face in your hands from embarrassment. "what about your clit?" noticing how you immediately grow more squirmy at his question, he calls your bluff- "come on, y/n. be a big girl and show me" 🥲🥲
you finally bring one hand up to begin rubbing carefully over your little button. you fail to hold in a soft gasp at the sudden rush of pleasure, earning a smile from the man sitting in front of you. "there you go. keep going, princess," he encourages you
as the warm, fuzzy feelings grow, you find the courage to spread yourself out a little with your other hand, giving you better access to your swelling bundle of nerves. ran's grin grows as he watches it growing and pulsating beneath your rubs
"shit, sweetheart. so fucking cute when you play with yourself like that," he curses softly, bringing one of his own hands down to begin palming himself through his pants. seeing him getting worked up by you only turns you on more. you don't even notice when your juices begin leaking down onto your bedsheets 🥲
you become more vocal, holding back fewer of your sweet little moans and whimpers. the noises you're making are clearly driving ran crazy, his pace over his impressive bulge quickening as his face flushes red. "fuck, just like that. keep rubbing that pretty little button for me, baby. look at you, you're fucking soaked"
your fingers grow faster over your throbbing clit, your breaths becoming more labored as you feel pressure beginning to build in your tummy. as soon as you recognize what's about to happen, a familiar sense of doubt hits you as your motions begin to falter. "r-ran," you choke out, big eyes looking up at him for help.
he's immediately leaning down with a worried look on his face, quickly recognizing the problem. "no, no baby, it's okay," he tries to cheer you on, "just keep going, you're almost there"
"can't do it," you frown as your poor clit twitches helplessly after being abandoned so abruptly
"yeah you can, come on. let me help," you can't even think to speak up or stop him before he's reaching down, using his own fingers to resume the stimulation. for whatever reason, you lay back and take it. "spread yourself open for me, sweetheart. just like you did before, there," he hums in approval as your hands fumble to do as he instructed. he keeps his pace steady over your hardened nub, watching as you quickly near the edge once more
"now come on, baby. be a big girl and come for me," with him towering over you, one hand gripping himself shamelessly through his pants while the other works your burning button just right, he's able to coax an orgasm out of you with just a simple command
"there it is, that's my girl," he's beaming proudly as you're finally given your release. the sight of you losing control under his simple touch and order is too much for him to handle; he comes right there in his jeans with a loud groan 😌
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angelbaby-fics · 5 months ago
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chloe! it’s bear! i know it’s been a bit and i missed you and your writings! 💜✨
if it’s okay can i put in a last minute request for your end of summer event? 🥺💜
i was wondering if i can request a blurb of ransom taking care of his baby after they had a rough day? thank you and lots of hugs! 🥹💜✨
aww i honestly really needed to write this! i've been having some rough days lately & writing this turned out to be cathartic 🥺 wish i had ransom 💕 123 words
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"oh pumpkin, i know. i know." ransom patted your back as you cried into his shirt collar. it had been one of those days far too many days in a row, and you'd simply reached your breaking point. you hated that it took a meltdown to give yourself a break, but ransom hated it even more. if it were up to him, you'd live in a magic bubble where stress and sadness could never even touch you. "daddy's gonna make it all better" you looked up at him with a sniffle. "how?" his heart broke at your weepy little face. "anything you want angel. just say the word and i'll make it happen for you" he said, planting a kiss on your nose.
you're invited to my slumber party! this event is now over but thank you for participating!
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eva-knits12 · 1 year ago
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Sweater love!
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Chris Evans as Ransom Drysdale KNIVES OUT (2019)
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babyjakes · 2 years ago
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dreamy undoing.
〈 disclaimer: this blog posts content not suitable for individuals under the age of 18. minors are strictly prohibited from viewing, sharing, or interacting with this blog. for more information on this blog's commitment to protecting minors, read our full statement here. 〉
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event | april '23 ddlg-themed blurb night
summary | when you need it most, ransom knows exactly how to clear out your pretty little head.
pairing | daddy!ransom drysdale x little!reader
warnings | ddlg. soft sweet doting daddy!ransom. toys: warming cream, clit pump, vibe, butt plug. fingering. soo much praise, a little dumbification, lots of "shhhhh"s which are my favorite hehe <3. reader cries a little but only due to pleasure. reader is tied up. multiple orgasms, squirting.
word count | 1,517
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requested by ���� anon | Life has been so stressy lately and I just know that Daddy Ari or Daddy Andy (or any Daddy you feel like writing!) would put together the perfect plan to wipe all the stressy thoughts from their little one’s brain. Daddy would make sure she feels all safe and little first, and then maybe tie her up to show her some new toys he got for her as he tells her that he’s going to use them to make all her stress go away. By the end, all she can do is come and squirt over and over and over again as daddy makes her make a big big mess.
an | ohh bestie i'm so glad you sent in a toy request, i have been craving a good toy fic and this was perfectly timed for blurb night!! hope it's alright with you that i chose ransom, i just love him and miss him and always think of him first when it comes to toys hehe <3 also?? this was supposed to be just a quick lil blurb but the adhd medication got me completely carried away..... hope you enjoy >:-)
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"There you go baby— shhh," Ransom's voice is the softest, sweetest thing you've ever heard as his gentle fingers spread the yummy-scented cream all over your poor little button. Your legs twitch against the ropes holding you open and spread wide for your daddy. Though you're all tied up in quite a punishing position, this is not a disciplinary session. Instead, the restraints are simply there for your safety, for your comfort. Ransom knows this is exactly what you need after such a grueling week of school and work; all he wants to do is let his pretty baby's mind melt away to nothing as he rewards her endlessly for all the hard work she's been doing.
"Mmm... Daddy," you mumble. Ransom hums along with you as he rolls your tiny knot of nerves between his fingers, the effects of the special cream not taking long at all to be felt. "Th-thank you Daddy, feels so nice, feels—"
"Shhh— you're welcome, baby," the dark-haired man leans his head in to press a kiss against your forehead as he works your sensitive clit with his fingers. "You just let Daddy take care of you, hmm? Don't have to worry about a single thing, sunshine. Need to empty out that pretty little head of yours, s'not good for a tiny baby like you to be doin' so much thinkin'."
From the little pile of toys he has sitting next to you on the bed, he grabs your favorite pump next. It's a simple device with a round plastic cup for your clit, connected to a small bulb that allows your daddy to work the suction manually. As Ransom uses his fingers to spread you out gently, fitting the toy into its place, your toes curl in excitement. "Need to get your sweet little button all puffy and ready for Daddy to play with, right baby?" he smiles as he sucks your poor clit up with a squeeze, earning an eager nod from you as he wiggles the pump carefully, making sure the seal is air-tight.
"Bet that feels nice— huh, princess?" he croons knowingly as he grabs the next toy: your pretty pink plug, custom-made with genuine Swarovski crystals embedded in the base. "Don't worry, angel. Gonna get it nice and slick for you, make sure nothing hurts for my pretty little girl." Eyeing your dripping folds, he hums in approval. "Such a good girl, getting so messy for me already."
Your mind floats safely through your tiny headspace as Ransom preps the plug with plenty of lubricant, earning a quiet whimper from you as he begins rubbing the blunted tip up against your puckered hole. "Easy baby, shhh," he soothes you once more, bringing one hand up to tap against the hard plastic encasing your clit as the other begins working the plug into you. He releases the pump before squeezing it again and again at a quick, teasing pace, your poor puffy button getting sucked up over and over by the tool.
Your breaths deepen, heart thumping faster and faster as your clit pulsates in pleasure, the sensation of the plug stretching you out in your most sensitive of places bringing you closer and closer to the edge in little time at all. Attentive as always, Ransom senses your growing arousal with ease. "Good girl, that's my sweet little y/n. That feel nice, baby? You like it when Daddy plays with your clit and plugs up your pretty little bottom? Poor little girl— so tight, aren't you?" he mocks pity, the heat in your tummy growing as he slides the plug in and out of your burning hole, letting it stretch you out as far as it can without quite giving you the satisfaction of inserting it fully to sit nicely in its intended place.
"P-please Daddy," you pout, bottom lip trembling as he toys with your ass, letting out a gasp as he sucks your needy button up fully again before plunging two thick fingers into your neglected cunt. "O-oh Daddy... thank you Daddy, I— please, please Daddy..." Ransom grins at the sound of your increasing desperation. The first orgasm is always his favorite; he loves dragging it out, watching as it creeps up slowly, then before either of you know it, all at once.
"There you go, babygirl. Just needed this pretty little pussy filled up, huh?" he sings, the pads of his fingers curling up against your tender ceiling as you grit your teeth, tears building in your eyes as you pass the point of no return.
"Please Daddy, I-I'm gonna— please," you heave.
"Go ahead, baby," Ransom murmurs, giving you a knowing nod as he works his hands faster, bringing you right to orgasm at his simple command, "cum for me. Theere," he hums, a satisfied look washing over his face as he witnesses you coming completely undone before him.
Clenching down against the plug and your daddy's fingers, you completely let go, gushing steadily against his ministrations. Your climax is long, steady, and intense, pathetic whimpers sputtering out of you once you finally begin to drift back down to earth. Ransom carries you through it with care, working your most sensitive places as long as he can to give you as pleasurable of an orgasm as possible. Only when you're finally winding down does he slow, bringing his drenched fingers up to his lips to taste your sweet juices.
"So good for me, angel," his voice is low, tender as he finally pushes the plug in fully, watching as it nestles itself perfectly into place against your trembling rosebud. Free hand coming up to rub your tummy gently, he coos as it still spasms lightly from your euphoric high. "So proud of you, sweetheart. Did so well for Daddy, that feel good?"
"Mhmm," you hum, gazing at him through half-closed lids as you soak in the dreamy waves of pleasure still coursing through your veins. "So good, thank you Daddy," you mewl sweetly.
"You're so welcome, little one. Now let's see here," he muses, bringing his attention back up to your clit as it sits swollen in its clear cage. "Oh my," he breathes as he lets it out of the pump with a pop, the magic workings of the device and the cream visible as the little bundle of nerves now sits completely exposed and hardened, just begging to be loved on. "So puffy, baby. Look at you," he enthuses, placing a hand behind your head to bring it forward, forcing you to look at your poor, abused sex.
"S-so puffy," you agree, eyes widening as he reaches for the bottle of lube, gently dripping some down against the knot of flesh. The sensation of the cool liquid hitting your most sensitive spot brings tears to your eyes once more.
"Think I've bullied your poor little button enough, huh?" he frowns as he grabs a small, cordless wand from beside you— another favorite. "Think it deserves some relief. What do you say, princess?"
"Y-yes Daddy, please Daddy," you drool as you rest your head back against the pillows once more, the sound of the wand switching on already overwhelming you with anticipation.
Pressing three fingers into your messy heat this time, Ransom gives no warning before bringing the head of the wand down to begin working over your clit. You jolt at the intensity, earning a light chuckle from the dark-haired man as he begins pumping his digits in and out of you once more, singing, "There, that's what you needed, isn't it? Just needed Daddy to tie you down and let you cum? How long d'you think you'll last this time, sweetheart?" he wonders aloud.
But you're already teetering towards the edge again, the wand being swirled over your throbbing clit in slick, steady circles enough to make your mind go completely numb. And that's all Ransom wants; that's all he's wanted from the beginning: to reduce you down to nothing but whimpers and moans, a drippy, darling mess at the mercy of his skilled hands. "Please... please..." Your vocabulary is shrinking by the second as his fingers speed up against your burning walls.
"You don't have to beg, baby. You can cum, can cum as many times as you need. Daddy's gonna take care of you, sunshine," he promises as you reach your second high, tears and spit dribbling down your chin as you squirt out against your daddy's hands once more. He praises you softly and sweetly, letting you ride out your orgasm for as long as you can. Your juices crackle against the hum of the vibrator as you squeeze your eyes shut, heart pounding in your throat as you wait seconds, minutes, what feels like forever for the ripples of pleasure to finally subside.
"Hmmph... Daddy..." your own voice sounds miles away from you as you stay in your daze, head entirely somewhere else as you feel the wand being run up and down your soaked slit.
"Daddy's here, angel. Doin' so good for me— let's see if you can give me another one, hm?"
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quietly tagging @onsunnyside in dis bc. dis is puff puff behavior fr.
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witchywithwhiskey · 10 months ago
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how about ransom and “i mean, i got what i wanted, didn’t i?” 👀🫶🏼
can't resist a dare
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pairing: best friend!ransom drysdale x female reader
warnings: 18+ content (minors dni!!!), smut, oral sex (m receiving), cock worship, taking nude photos/sending nude photos, filming/recording/taking photos during sex, little bit of exhibitionism, come marking, come facial, light bdsm, size kink, dirty talk, praise kink, daddy kink, pet names (baby), aftercare, friends to lovers, revenge on a mean/rude ex
word count: 4,300ish
a/n: whoops, this ended up being longer than i anticipated 😬 but i loved the premise i came up with too much to scrap it and try to write something shorter so here we go!! i just loved the idea of best friend!ransom being a petty perv and reader being just as much of a petty perv 🤭 anyway i hope you enjoy!!! ♡♡♡
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You never could resist a dare from Ransom Drysdale. 
The devastatingly handsome grandson of Harlan Thrombey had been your best friend since you were children running around his grandfather’s spooky old house while your families spent time together. Even though you were both grown adults, Ransom still knew how to push all your buttons, and he knew that if he dared you to do something, you’d do it. 
Which was how you’d ended up in the cramped bathroom on the first floor of the Thrombey mansion during Harlan’s May Day party, your body bent over at the waist and your arm contorted behind your back to take a photo of the tiny little thong you’d worn beneath your sundress. 
Ransom had dared you to take a photo of your ass and send it to your ex. You, of course, had risen to the challenge and accepted the dare. 
You hadn’t had nearly enough champagne to make you so reckless, but there was something about your oldest friend that brought out your competitive spirit. Ransom was the only one who could get you to do such things, but you enjoyed being pushed outside of your comfort zone. Plus, you knew your best friend wouldn’t make you do anything that would actually hurt you.
In fact, if you were honest with yourself, there was a part of you that was perversely pleased to be taking such an obscene photo of yourself while some of the richest families in Massachusetts milled around just outside the door. The thought of getting caught taking naughty pictures turned you on more than you wanted to admit, so you hurried up and took the photos. 
When you were done, you picked one you liked and sent it to your ex with a smirk on your face, thinking he should be so lucky as to see your ass one last time. 
Leaving the bathroom, you strutted through the party looking for Ransom, feeling smug about completing the dare. You caught his eye when you entered the library, and even across the room, you could see the amusement dancing in his crystal blue eyes. You made your way through the crowd with a pep in your step, but halfway through, your phone vibrated with a response from your ex.
You opened the text and wished you hadn’t.
Didn’t know you were such a desperate slut, but if you really need dick so bad, I guess I’ll let you ride mine, baby. I know you loved bouncing on it like a whore. 
Your expression twisted into a scowl, and you looked up at your best friend, who was suddenly in front of you. Hurt wrapped around your heart, a part of you feeling—perhaps unfairly—that Ransom should’ve known your ex would text something vile back to you. 
“I did your dare, are you happy now?” you hissed at your best friend, taking out all your hurt and anger on Ransom. You knew you were much more angry at yourself, and your ex, for his hurtful response, but your best friend was the safest target at the moment.
Annoyingly, Ransom looked unaffected by your fury, the satisfied smirk on his face never wavering even as you continued to glare at him. When he responded, his voice was a lazy drawl that reminded you he couldn’t have known the effect of his dare.
“I mean, I got what I wanted, didn’t I?”
Before you could stop yourself, you let out a frustrated huff and opened your phone to the text message you’d gotten from your ex, turning the screen to your best friend so he could read it. “Is this what you wanted?” you sneered, knowing full well your best friend wouldn’t react kindly to what your ex had said. 
You were so determined to show Ransom what he’d done, you didn’t even consider the fact that you were also showing him the photo you’d sent. At least, not until his blue eyes went a little hazy and his smirk widened into a full-blown grin.
“The dare didn’t include you showing me the photo,” Ransom drawled, his gaze flicking to yours, the look in his eyes making something hot squirm deep in your core. “But I can’t say I mind—you’ve got a gorgeous ass.” 
Heat rose in your face, and your expression twisted into one of impatient annoyance. “Look at the response, Ran,” you gritted out, trying not to let his compliment get to you. He was your best friend—he was probably just messing with you. But you were soon distracted from what Ransom had said when he finally looked at what your ex had replied.
A storm cloud settled over Ransom’s handsome features, his eyes narrowing into two slits and his mouth twisting into a furious scowl. You even thought you heard a low rumble, like a growl, emanate from your best friend’s chest beneath the din of the party around you. 
“Who does this little shit think he is?” Ransom fumed, grabbing your phone and clicking on the contact info. “Does this motherfucker think he can talk to you like this?” Your best friend’s gaze flicked to yours and something inside you warmed when you saw the righteous anger simmering in his eyes. “And where the fuck does he get off calling you baby?” 
Your mouth opened to answer him, but Ransom just shook his head in a way that quelled you. Instead, he grabbed your hand with his free one and began leading you through the party toward the back of the house. Your feet moved quickly to keep up with his longer strides, and he slowed a little so he didn’t hurt your arm as he tugged you into the backyard. Ransom walked briskly through the gate in the fence that separated the lawn from the forest. 
You knew the forest around the Thrombey mansion just as well as the house itself, with its trees and the occasional statues representing Harlan’s various mystery novels. You and Ransom had played in the forest plenty when you were children, and partied amongst the statues when you were in your teens and early twenties. It was the only place the two of you could have any privacy, and you had to assume that Ransom wanted seclusion to discuss what your ex had said.
At your favorite of the statues in the forest, Ransom pulled to a stop and rounded on you, mischief gleaming in his blue eyes. You could tell he had a plan. 
“Do you wanna show your shithead ex what he’s missing?” 
Ransom’s smile was sharp as a knife and you couldn’t help but be distracted by your best friend’s handsomeness, just for a moment. His slicked-back brown hair gleamed in the spring sunshine that trickled down through the leafy trees above, and his broad shoulders filled out his henley so deliciously, you almost forgot the question he asked. 
But then his words broke through your distracted mind and the grin that spread across your face was practically devilish in your delight. “What do you have in mind?” you asked eagerly, bouncing on the balls of your feet as you stared up at your best friend with nothing but trust.
Ransom’s eyes darkened, his gaze dropping to your mouth for just a second before he met yours again. “Get on your knees,” he said, his voice low and gruff in a way you’d never heard before. It made heat pool deep in your core and you squirmed a little but didn’t hesitate to follow the order. 
The forest floor was blanketed in a soft carpet of dying leaves, even as new growth flourished around you, the sweet scent of spring filling your senses as you lowered yourself to your knees. Your eyes remained fixed on Ransom’s as your knees hit the soft ground, and though you knew the two of you were alone in the woods, it truly felt as though you were the only two people in the whole world.
You weren’t naive. You knew whatever your best friend had in mind to get back at your ex would be crossing one or two lines you’d never crossed with him before. But you trusted Ransom. You knew he wouldn’t hurt you. And, truthfully, a part of you that you kept hidden and locked away so much of the time wanted to cross a line or two with your best friend. 
So you sat on your knees on the ground at Ransom’s feet and stared up at him with all the trust you had in him no doubt written all over your face. You watched as his eyes softened and his mouth curved at the edges into a gentle smile, his expression filled with affection. It was so different to the hard or smarmy mask he wore in public—and even around his family—that you relaxed even further, knowing he’d take care of you even as you got revenge on your ex.
“Stick your tongue out,” Ransom murmured, his voice low and soft and nearly blending in with the breeze rustling the trees above you. His hand reached out and his fingers stroked your cheek, his smile deepening when you nuzzled into his palm before doing as he said. “Good girl, now look at me like you wanna suck my cock.”
A bolt of heat shot through you, nearly making you shiver as warmth bloomed, feral and unbidden, within your body. Ransom’s command was certainly crossing a line, but it felt like permission, too. For the first time in a very long time, you let the feelings you’d hidden away come rushing to the surface. The force of them surprised you, and you found yourself leaning into the arousal that swirled through your body.
With your tongue already sticking out, you let yourself sink into the desire you felt to suck Ransom’s cock and let it show in the way you were posed. You arched your back to stick out your ass and push up your chest, giving your best friend a good view of your tits in your dress. Letting your eyes go heavy-lidded with arousal, you stared eagerly up at your best friend.
You couldn’t help but notice the way his eyes darkened, his pupils blowing wide and his lips parting as he let out a heavy breath. He looked transfixed by you, and if you weren’t sticking your tongue out, you would’ve smirked at his reaction to you.
For a long moment, the two of you just stared at each other. Then, Ransom shook himself lightly and he held up your phone, swiping it open to the camera. You watched as he angled it the way he wanted, and waited patiently while he took a few pictures of you on your knees in front of him. 
When his eyes returned to your face, you relaxed your pose a little, expecting him to give you your phone so you could pick out a photo to send to your ex. Instead, Ransom gave you a considering look.
“Do you really wanna piss off your ex?” he asked, his voice a low, dangerous rumble that made butterflies stir in your belly even as more warmth trickled down between your thighs. A slow, evil grin spread across his handsome face that made your stomach flutter and your core clench. “Do you wanna show him what he’s missing?’
“Yes.” Your answer slipped from your lips before you really had a chance to think about it, but once it was out, you wouldn’t take it back. You trusted Ransom, you really wanted to get back at your ex, and, even more than that, you were desperately curious to see how far your best friend would take things. So you doubled down, giving him an evil smile of your own. “Yes, I do.”
Ransom’s grin turned a little smug as he looked at you with mischievous delight dancing in his eyes. The dappled light of the sunny spring day shifted across his face, and you sucked in a silent breath at just how handsome your best friend was. Your heart thumped in your chest, but you pushed the meaning behind that feeling aside and focused on the moment.
“Unzip my pants and pull my cock out,” Ransom murmured, his tone low and rough as gravel, sending a shiver down your spine.
Immediately, your eyes dropped to the front of your best friend’s slacks and you couldn’t help but notice the bulge there. A delighted smile curled the edges of your mouth. Ransom was just as turned on by you as you were by him. That knowledge gave you the courage you needed to do as he said. 
Your fingers fumbled excitedly with Ransom’s clothes as you pushed up his henley and undid the button and fly of his pants. You pushed them and his boxer briefs down over his hips, revealing the long length of his cock. It bounced free from his briefs and you sucked in a sharp gasp. He was so thick and long, your body clenched with the need to be filled just at the sight of your best friend’s cock.
Eagerly, you leaned forward, pressing your face to the underside of Ransom’s cock and inhaling the clean, musky scent of him. He smelled so good, you could feel your body react to your best friend’s cock, your pussy soaking your thong and making a mess of your thighs. Tilting your head back, you turned your heavy-lidded eyes up to Ransom, staring up at him while you nuzzled into his hard length.
“Yeah, just like that,” Ransom rasped, giving you an encouraging nod while his thumb tapped the screen of your phone, taking photos of you. “Look so pretty with my cock on your face, baby.”
A pleased smile curved your lips and your eyes closed as you savored the wonderful feeling of Ransom’s praise. It made your body warm even further, and you conveyed how happy it made you by pressing a soft kiss to the underside of Ransom’s cock. He rumbled an appreciative sound and when you looked up at him again, his eyes were the darkest you’d ever seen, his entire attention focused entirely on you.
You liked having Ransom’s attention and you didn’t wait for him to give you more instructions. Trailing your lips up the length of his cock, you pressed wet, suckling kisses to the velvety soft skin wrapped around the hardness beneath. You didn’t know which of you enjoyed it more—Ransom, with his face twisted into a look of pleasure and his chest heaving, or you, with your pussy dripping between your thighs. 
It seemed to take Ransom a moment to remember what he was supposed to be doing, that the point of you being on your knees was to record what you were doing to get back at your ex. He tapped the screen of your phone once, and when he spoke, there was something in his voice that made you think he was recording a video—a tenor of encouragement that made you want to perform.
“How d’you like my cock, baby?” he asked, a smirk clear on his face and in his tone. “Am I bigger than your ex?”
You wanted to grin and laugh—Ransom’s cock was much bigger than your ex’s. Instead, you curved your lips into your most vixenish smile and nuzzled into your best friend’s hardness like it was your most cherished stuffed animal. 
“I looove your cock, Ran,” you purred in a sultry voice, not having to try hard to show your appreciation for him. You pressed a kiss to his hard length and licked the underside of the head, wringing a grunt from your best friend. “You have such a big cock, daddy, way bigger than my ex—I don’t know how I’m gonna fit you in my tight little throat.” You batted your lashes up at the camera while you swirled your tongue around the tip, licking up your best friend’s precum. 
Ransom tapped your phone and moved it out of the way so he could look straight at you, raising one of his eyebrows in amusement. “‘Daddy’?” he asked, a delighted smirk curving his lips.
You stroked Ransom’s cock while you pulled back to answer. “My ex always wanted me to call him that, but it never felt right,” you said, making a face before you leaned forward again, wrapping your lips around the tip of your best friend’s cock and sucking on him lightly. Ransom grunted in pleasure.
“Keep going, baby, we’ll show that shithead what he’s never gonna have,” Ransom rasped, lifting your phone up again and tapping the screen while you took his cock deeper into your mouth. “Suck daddy’s cock, baby, be a good girl and show me how much you love my dick.”
You wanted to smile at Ransom’s filthy words, but instead you focused your attention entirely on his cock, bobbing your head on his hard length until the tip of him was pressing against the back of your throat. You’d never taken anyone as big as him, but you were determined to deep throat your best friend, so you relaxed your throat and pushed yourself. After a few tries, you took him all the way in, until his cock was bulging in your throat and your nose was pressed flat to his stomach.
“Oh fuck, jesus christ, baby,” Ransom shouted when you swallowed around him, your throat squeezing his hardness as you fought to keep him buried to the root in your mouth. Tears streamed down your face, and drool trickled down your chin, but you paid it no mind, focusing entirely on your best friend’s cock.
His big hand settled on the crown of your head, fingers flexing like he wanted to grab you and hold you down on his cock. Your pussy clenched at the thought, but Ransom seemed not to want to hurt you, so he simply bucked his hips a little, fucking your throat in short thrusts. 
“Shit, ‘m gonna come,” he rasped, his voice rough and strained in a way you’d never heard before. It made you squeeze your thighs together as more wetness flooded your already messy slit. “Baby, ‘m gonna come, holy fuck, your throat feels so fucking good, oh fuck.”
When his cock started to twitch, you pulled off and smiled sweetly up at your best friend. “Come on my face, Ran,” you panted, your voice breathy as you stared directly into Ransom’s darkened eyes. 
It took you a moment to realize Ransom’s hand holding your phone had dropped to his side, and the entirety of his focus was on you—just you. A pleased smile curled your lips while you pumped your best friend’s cock in your fist, squeezing the tip while he tossed his head back and let out a loud, pleasured groan.
Ransom came, muttering, “Baby, baby, baby,” under his breath, ropes of his come landing all over your face, joining the tears, spit and drool already coating your cheeks and chin. You opened your mouth, catching some of his spend on your tongue and humming happily at the musky taste of him. 
When Ransom tipped his head back up and opened his eyes to look at you, his mouth fell open in a helpless moan when he took in the state of you. 
“Fuck,” he groaned, his eyes roving over your face hungrily, like he couldn’t get enough of seeing you with his come on your cheeks. “You look so pretty covered in my come, baby,” he murmured, warmth and affection in his tone as he stroked your jaw, one of the few places on your face that wasn’t messy.
You grinned up at your best friend, pleased at his praise, though that didn’t stop you from teasing him. “Why don’t you take a picture, daddy, it’ll last longer,” you sassed. But once the words were out, you realized how serious you were about the suggestion. When Ransom raised his eyebrows in question, you whispered, “Use your phone—if you want.”
Ransom didn’t need to be told twice. He pulled his phone from the pocket of his pants and angled it above your face. “Smile for me, baby,” he murmured softly, and you couldn’t help but follow the gentle command. He took a few photos of you, sitting on your knees in the forest, covered in his come. 
Once he was done, he stowed both your phones in his pocket and pulled his henley off over his head, leaving him in a simple white t-shirt. You weren’t sure what he was doing until he started using the soft cotton garment to clean your face. He was gentle, wiping the come from your face and then clearing away your ruined makeup. 
Somehow, it felt so much more intimate than sucking your best friend’s cock and all you could do was sit there, your heart pounding in your chest while you let Ransom take care of you. His gaze caught yours, and you saw his crystal blue eyes were swirling with just as much emotion as was filling your heart, and something seemed to pass between the two of you—an understanding that something had changed between you.
When he’d cleaned your face to the best of his ability, Ransom tucked his cock away then helped you to stand, supporting your weight while he brushed the dirt and leaves off your knees. You leaned heavily against his chest when he stood up, his arms looping easily around you and you shared another silent moment, both of you smiling and staring into each other’s eyes.
It was you who ended up breaking the moment, asking the question that was making you burn with curiosity. “Are we really going to send those pictures and videos to my ex?” you asked, watching your best friend’s face for his reaction. Truth be told, you still wanted to get back at your ex for what he’d said, but since Ransom’s cock was in them, he had a right to a say in it.
He seemed to be watching you just as carefully as you were watching him. “Do you want to?” he asked, his voice toneless. He was leaving it up to you.
An evil smile spread across your face, Ransom’s lips curving into a smirk in response. “Yeah,” you said brashly. “Let him see what he could’ve had.”
“Just as long as you tell him who’s dick you’re sucking,” Ransom murmured, kissing your temple and pulling your phone from his pocket to hand to you. “I want him to know you’re my girl now.”
At those possessive words, you looked up at your best friend in surprise, but Ransom only gave you a look like you should know better.
Ducking your head, you hid an exceptionally pleased smile as you turned in Ransom’s arms and leaned back against his broad chest so he could watch over your shoulder. Together, you picked out the best photos and videos to send to your ex.
Sorry! Sent that to the wrong person. These are just for you. Oh and Ransom says hi. 
You couldn’t help but giggle when your ex immediately started blowing up your phone, taking great pleasure in blocking him. When you were done, you handed your phone back to Ransom to hold for you, since your dress didn’t have pockets, and you turned in his arms again. Wrapping your arms around his neck, you looked up at your best friend with a smile.
“So I’m your girl now, huh?” you asked, unable to let him get away with just a look for confirmation.
Ransom’s strong arms wound around your waist, holding you tight to his chest. “As if I’d be such a fool as to let anyone else have you,” he said, snorting to himself. “I’m not as stupid as your ex.”
“Clearly,” you said dryly, laughing at the unamused look he shot you. 
But then Ransom silenced your laughter with a kiss, his mouth slanting to yours perfectly. All at once, you let the emotions you’d bottled up for so long flow free, and you clung to Ransom as you both deepened the kiss. His tongue plunged into your mouth like he was staking a claim, and you answered him back with just as much fervor. 
It was less a first kiss and more a devouring of souls as the two of you made out in the woods of the Thrombey estate.
Finally, Ransom pulled away with a groan. “OK, here’s the plan,” he said with a huff, pressing his forehead to yours. His chest was heaving as he caught his breath, but he soldiered on. “We go back, tell everyone you have a headache and I’m gonna drive you home,” he said, pausing briefly to kiss you. “Then I take you back to my place and we don’t leave my bed for two days—maybe three.”
Laughing and nodding you pushed up on your tiptoes and kissed Ransom again. “Three, definitely three,” you agreed.
“Good girl,” he murmured, kissing you again.
 Before he pulled away entirely, though, Ransom caught your eye and you knew from the mischief sparkling in the depths of his gaze that he had another dare for you. You grinned eagerly. 
“I dare you to take off your thong and go back to the party with your needy little cunt dripping down your thighs for me,” Ransom rumbled, his voice deliciously low and deep and making you want to jump him right there in the woods.
When Ransom raised an eyebrow in a challenging look, your pussy clenched at the filthy dare, your whole body warming as arousal flooded through you again. You didn’t know what expression your face was making, but it made Ransom grin and press a kiss to the corner of your mouth.
“If you’re a good girl, daddy will give you a reward when we get to my place,” he murmured. 
But Ransom hadn’t needed to offer you an incentive.
After all, you never could resist a dare from Ransom Drysdale.
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georgiapeach30513 · 9 months ago
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Let Your Daddy See
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Summary: Your boyfriend, Ransom knew you had a crush on the owner of the local bakery. He sees you practically drooling as you watch his hands kneading dough. Always making excuses to go to Andy’s work during his demos. Getting all flustered when he smiles at you, even offering a private lesson…if you want Andy, you can have him. For one night. But it’s Ransom’s choice. Enjoy.
Pairings: Ransom Drysdale X Reader X Andy Barber
Rating: explicit
Warnings:  explicit language, explicit sexual content, teasing, dumb sex jokes, “surprises”, threesome, unprotected sex, PIV sex, anal sex, dumbification, degradation, double penetration, creampie, cameras, surprise! 18+ ONLY
Word Count: 3.7K
Ransom Drysdale Masterlist
Andy Barber Masterlist
You take a quick peek up, and are met with his beautiful blue eyes. Close enough to see the speckling of different hues of blue. His mouth turns up into a smile, and you quickly look back down at his hands. Pushing forward, and pulling back. His veins pop up on his arms and hands with the motion. Cords of his muscles ripple on his forearms. The man did more than bake pastries. He had to have a clear an amazing workout routine that you would love to sit and watch.
Since Andy had opened Butter & Buns you found every excuse to come here on a regular basis. It had nothing to do with Andy, but his goods, at least that’s what you told yourself. He honestly does make the most spectacular delicacies. And the way he runs his patisserie is so inviting. He had demos where he made the fresh breads right in front of you.
And he is even going to be starting classes. You’d be lying if you said you didn’t think about how he would teach. Would he be the type of man that stands behind you, hands on yours as he shows you how to properly make bread? Or would he be the teacher that stands in front of you while his eyes pay more attention to the curves of your body instead, and you learn nothing at all?
He told you about the classes first of course, letting you know you are his favorite customer. You gaze over his arms again as he pushes and pulls the dough. Developing the glutens, and mixing in the butter. It is heavenly to watch. A bit distracting, but only due to how effortlessly he did that. Like a skilled ballerina up on stage. It flows and has an odd beauty to it.
“Are you getting your usual, Sweet Buns?” a girlish giggle brushes past your lips, and the quick glance up at him sends heat to your cheeks. Andy has this way of making you feel like a schoolgirl. Even your hands are clammy, and your throat dries up. “Or can I suggest something different that I know you’re going to love?” You have to look at him, but this time he catches your eyes, and you linger the hold. You couldn’t look away.
“Yeah, of course,” your voice is a whisper as you nod your head, and switch the weight on your feet.
“Oh, give me a break,” Ransom rolls his eyes beside you, and you give him a little nudge with your shoulder. He is ruining this for you.
“Why don’t you grab our coffees, and I’ll get the treats?” He smirks, rolling his eyes again. It’s one of his favorite things to do, but he does walk away to go to the front of the counter, leaving you and Andy alone. “I’m sorry about him.”
“You’d think your husband wouldn’t come in with you if he’s so easily annoyed,” there’s a slight twinkle in Andy’s eye, but you can’t quite figure it out.
“We’re not married,” you answer quickly, showing him your bare finger. “Not even engaged. He’s…” Ransom peeks over towards you, pursing his lips, and narrowing his eyes before ordering the coffee. “What are you wanting to suggest to me?” Changing the subject off your relationship is the best course of action.
“I was playing around with croissant ideas. It’s not traditional, but it’s lemon meringue.”
“It sounds perfect,” almost as perfect as his ass walking to the sink to wash his hands. He meets you down at the register, handing over Ransom’s usual mini scones before giving you his newest creation. It looks amazing, and perfect. Just like him.
“I made this specifically with you in mind, Sweet Buns,” another giggle. You love that he remembers your first encounter with him, and it has since become your nickname. Your hand brushes against his as he hands you the receipt, and his eyes linger on you as you make way to Ransom.
“I made this specifically with you in mind, Sweet Buns,” he mocks what Andy says as you sit down across from him. “Why don’t you admit you got a crush on the baker.”
“I don’t, and he’s a pastry chef,” Ransom blinks at you a few times before taking a bite of your croissant. He doesn’t want to react, but he does. A soft little moan travels up his throat, and you shimmy your shoulders. “See.”
“You completely ignored what I just said,” of course you did. It’s a silly conversation that wasn’t going to get either of you anywhere.
“I ignored you because I don’t have a crush on Andy.”
“Ahh, you just want him to fuck your sweet buns, huh?” You give him a little kick under the table, smiling at him. It is fascinating to see him get a bit jealous. He knows who you go home to, and who you want to spend the rest of your life with. “If he gets your sweet buns, what do I get?”
“You can have the warm muffin.”
“I love it when you talk dirty. So I can have the warm muffin, he gets the sweet buns, what are we going to do with your mouth?” He raises his eyebrows in a suggestive way, and now it’s you that’s rolling your eyes.
“Shut up!” You playfully say, nudging your foot at him. “You know I love you, right?” Smiling, he nods his head, taking another bite of your pastry. Rude. “But I do quite enjoy your wheels turning. Are you seriously dreaming about him with us?” He shrugs his shoulders.
“Stop eating my food. That was made just for me.”
“Unless he’s got another sweet buns that he’s not telling you about,” you are his only Sweet Buns. Andy didn’t have others that he is like this with. You’ve watched him. “If we do this can I frost your muffin and turn it into a cupcake?” You burst out laughing, throwing your head back dramatically. He is silly, even if you love his play on words.
“What is wrong with you?” Or better yet, why did he have to wait to frost your cupcake?
“Or I can always call it a pie shell. Won’t you let me make a cream pie,” he’s saying words, and you’re not sure how serious he is. You’d let him if he’d ask.
“Alright, that’s enough. Let’s go home.”
“Maybe he can butter your buns,” he’s so obnoxious sometimes. “Knead your dough. Oh oh! Maybe frost your cake,” you give a quick little wave to Andy, trying to shoo Ransom out of the shop before Andy hears what he is saying. How embarrassing. Or maybe not.
——
“Ransom! Baby, I’m home,” throwing your keys into the bowl, you remove your shoes. Slowly undressing now because it is Friday, and you are tired of this bra. “Ransom?” You couldn’t smell any cooking, so you figured he must want to go out tonight, you’ll have to persuade him to order in. You just want him, the couch, and reruns.
“Ransom?” You say his name one more time as you pull your shirt over your head, and take off your bra. He’ll be happy to see your titties free. That’s how you make sure he just orders in, and you can stay with and watch television.
“Ransom? Oh my god!” Your arms fly over your chest as Andy smiles at you devilishly. “Why are you in my house, and in my fucking room?”
“It does look like a nice fucking…room,” creep. He was attractive in his place. Being alone in your house with you. And… “Ransom, she did make a great entrance,” your boyfriend steps out of the en-suite, and you look between the two of them. The little slut!
They are up to something, and you just want to rest. In between them. “What is this?”
“Angel,” uh uh. Anytime Ransom starts a sentence with that, he’s up to something. Needing you to forgive him immediately. And of course that makes sense since Andy Barber is in your bedroom with you and your boyfriend all while your arms are over your chest, covering yourself.
Rolling your eyes, you happen to catch a peek, and Andy is a full mast. Pants are completely tented, and you feel a rush of heat pool at your core. He’s as big as you imagined, bigger even. This is about that conversation you had Butter & Buns! Ransom brought this man here for a threesome, and both men are ready to go.
“I had some thoughts about our conversation the other day…”
“And I overheard everything,” oh my god! Andy overheard every stupid joking detail. This is too much. “And I approached Ransom.”
“No, you didn’t. I went back to the buttery buns, and approached you.”
“You stuttered, and couldn’t get the question out, so I proposed a deal. I get your ass, if you agree.”
“But I’m in control,” it is like watching a ping pong match as the two of them go back and forth. Each making sure you know that they’re more manly than the other with no regard of what you want. You didn’t ask for this. Ransom and Andy just assumed. They didn’t exactly assume wrong.
You have dreamed of this very moment. You didn’t want Andy in your life, you just wanted him in your body. Have a little fun with your boyfriend. He did say his fantasy was to watch you be destroyed before he joins in. Watch as your cunt is being refused stimulation, and he waits for you to beg before joining in. You just don’t beg. You never beg.
Okay, maybe you have dreamed about the man destroying you being Andy once or twice. But the principle of the matter is they didn’t ask. “Angel, if you didn’t want me to know that you have fantasized about this, maybe you shouldn’t leave your fucking journal open on the bed. With a very detailed explanation of what you want Mr. Butters and me to do to you.”
“You caught that, huh?” Ransom is far from being dumb, but sometimes he just needs a little nudging, especially since you found out that he wanted Andy to be the man that joined you. You gave him a little hint by leaving your journal on his side of the bed.
“You made it obvious. So quit playing coy. On your knees. I can literally smell your arousal. You know I know your cunt better than you do. On your knees, and let Andy fuck your ass. I won’t ask again. And be a good girl, and drop your arms. Go on. Let me see.”
He’s such an ass when he’s right. You let your arms fall, and you glance towards Andy. His eyes coast down your body as you start to pull your pants down. Andy licks his lips as he stares at your pebbled peaks. He’s ready to devour you. Ready to turn you into the mush, and become completely pliable like his doughs.
You came home tired, but a new sense of invigoration courses through your body as the bed dips down with your weight. Leaning forward you let your head rest completely on the mattress, and your ass full on in the air. Both men walk behind you, their eyes taking in your sex before Ransom’s lithe fingers move through your folds.
“She’s soaked,” he moans before slapping at Andy’s hand. “Nope, you can’t touch her until I say so. You must inspect the goods. She expects this from me. See,” he pulls you apart at the seam. Spreading you out fully for Andy’s hungry eyes. “The tightest pussy I’ve ever felt. But this…this pretty little hole,” Ransom spits down at your puckered entrance before rubbing it around your muscle.
“This is going to be all yours. You can’t have her needy little cunt. But her ass is just as greedy, watch,” you whimper as he presses a finger past the tight rim. Pushing yourself back into him. “Go on, I’ll warm her up, but you get nice and lubed. She has a bit of an attitude problem, but you fill her up, and she’s the most obedient little sex doll, aren’t ya? Such a little slut drunk on cock.”
Your brain goes fuzzy as you anticipate two cocks at once. Overwhelmed is a perfect word for it. Feeling all the feels, while Ransom pumps his finger in and out of you, and his sinful mouth never shuts up. “You can come in her or on her, but you can’t have that tight little pussy, okay?” Andy groans, coating his cock in lube.
He fists his thick veiny member a few times, starting to move closer. Ransom’s need for mirrors in the bedroom is paying off. You’re able to see Andy’s wide body and thick hands take in your holes. He looks massive behind you. “She’s so pretty when she gets stuffed, too. Look at her, ass in the air, and ready to be fucked so hard. In and out. Filled fully. Every little hole.”
Andy clears his throat, and Ransom reluctantly pulls his finger out of your ass. Smiling when you whine at the loss of him. Starting to rock on your knees because you need a replacement. “Easy, Sweet Buns,” his thick hands grab tight to your hips, digging into your skin with so much force you hope it bruises. Andy teases your tight hole with his cock. “You going to be a cockslut for us?”
“Mhmm,” mewling as his blunt mushroom tip breaches your entrance. Your fingers grip tight to the bed, and your eyes shoot open, trying to find your boyfriend’s handsome face. Staring at him with so much need as Andy slowly sinks into you. Doesn’t stop until he’s balls deep in your ass, and you're ready for Ransom to fill you up, too. You need him. It isn’t fair you can’t have him, too.
“Shh,” he sighs, petting your face. “Let big daddy Andy have some fun, okay?” You nod your head, but reach towards Ransom. Holding onto his hand as Andy slowly pulls out of you, and crashes back into your warmth. Yipping when he does it again quickly.
You never look anywhere, but Ransom’s handsome face. The way he’s adoring you even more for allowing your crush to own your ass. Rutting into you at such a steady pace, and yet you still feel empty. Ransom belongs in you as well. “You’re doing such a good job.”
“Sweet buns, you should really get on top of me. Let your boyfriend watch that neglected cunt as I fill every inch of your ass. He can see that pretty pussy weeping with need for him. Crying out for him because you need him so much. Doesn’t that sound good?”
“Yes! Yes!” Shouting because you need Ransom to see how empty you are without him. How much you need him inside of you more than some fantasy. “Please!” He nods his head, and Andy pulls out of you, and crawls on the bed. Letting you turn your back to him as you settle over top.
Able to watch every part of Ransom as you slowly sink over him. Moaning as your body swallows him whole, and Ransom’s eyes go to your core. Staring so hard at where he is supposed to be. You’ve already told him too many times that your body was made for him. “Do you like it, Ran?”
“Yes, very much so, kitty cat,” placing your hands behind you, and on either side of Andy, you start bouncing over top of him. Letting Ransom see a part of you not filled with him letting her beg him, because you won’t with words. Your body cries for him to enter you as your arousal leaks onto Andy. “You’re so perfect,” he moans, and you go harder.
Bucking on top of Andy, and ready to whine out Ransom’s name. “Make yourself come first. You needy little brat. If you want two cocks, come. Go on. You can do it,” you slam yourself over him harder. Enjoying the view even if it's torturous. “You’re almost there. You’ve got this. Keep going. Don’t stop. That pretty pussy needs my pretty cock inside of her, huh?”
“Yeah. Please. Ransom, I’m…” heat and pleasure rush to your core. It’s almost cruel to come like this. A big part of you is being ignored, and no matter what you do, Ransom isn’t budging. “Ransom, I’m…”
“Then do it, you filthy little slut,” that does it. Pleasure shoots into every part of your limbs as your eyes roll into the back of your head. Slowing down your movements, but Andy picks up where you leave off. “Clenching around nothing, and I got the front row seat to heaven,” his voice is so deep as he stares at your empty cunt.
Getting onto the bed before his lips meet yours. He tastes like sin and dessert as he swallows your moans, “You needed this,” he says before crashing into you. Both men pause as sounds you’ve never made before scream out of your lungs.
Giving you a grace period for you to adjust to just how incredibly full you feel. Stretched out in the most perfect way, and getting to have and feel Ransom finally. He fits so perfectly inside you. You’ve never doubted how he is made for you. He even feels just as much pleasure as you, just feeling how different this is. It’s overwhelming. Blinding. Makes you feel as if you’ve ascended to heaven.
Everything in your body ceases to stop functioning. You’re just there. Existing for nothing but pleasure. Obviously for them, but what you feel is like a religious experience. Floating in the air with the most beautiful high encasing your body.
“There she is,” Ransom coos down to you. “I thought I’d lost you to the pleasure,” what is he talking about? You’re just feeling. “I think you blacked out for a minute. Just kept saying my name, but barely.”
“Mmm.”
“Cockdrunk,” Andy is just a vessel. A tool to add to the fun. If it wasn’t for the severe amount of fullness you feel, you wouldn't know he is even there. All you care about is Ransom. Head rolling around on your shoulders. “Alright, let’s flip. You just lay there, and take care of your girl, while I fuck her.”
“You want that, baby? You want Andy to fuck you.”
“You.”
“You’re too far gone, baby. Yeah, we’ll switch,” you want to cry as Ransom pulls out of you. Already reaching out to him as he lays down on the bed. “Come on. C’mere,” it’s Andy that helps you move over to him. Guiding you to sink over Ransom, and you start kissing on his beautiful face. “I know. I know.”
The last words you remember as Andy slams into you, and you scream. Fuck it feels so good. So full. So very full. If you could float out of your body, and watch this experience you would. The world doesn’t exist. It’s just nirvana. You try and ground yourself with the touch of Ransom, because he is perfect. Rubbing over your face. Whispering your name because you forgot.
Andy’s movements are harsh and about him getting off; Ransom is about you and him. So sweet. So perfect. So in love with him. You didn’t think you could love him more, but a man willing to have another man in your bed because you’ve fantasized about it is the perfect man. “Ransom!”
“I know, just let go. Come on two cocks,” his hips drive up into you, and you collapse on his chest. Incoherently saying his name. “Come,” he whispers into your ears, and rockets go off in your body. Shooting endorphins and pleasure to every nerve ending as your body seizes up. This is it, the true escape of the world, and absolute bliss.
“She’s. So. Fucking. Tight,” Andy grunts, thrusting into you so hard your body lurches forward. “So. Fucking. Good. Ugh!” Growling behind you as his movements become irregular. “Right. There!” It’s like everybody’s body is synchronized. Your walls flutter around their cocks, and they each shoot warm ropes of thick cum into your body, and you’re buzzing. A high like no other.
Long weeks are meant for going dumb, and what better way to escape than this. Andy pants behind you, while Ransom’s fingers softly caress your body. His lips ghost over your skin, and you feel yourself start to drift. Feeling so comfortable and exhausted from the week.
“I thought I was supposed to come in,” you relax on top of Ransom’s body, soaking up the afterglow of his release. He feels so warm inside of you. His cum right where it belongs. He wasn’t ever going to waste a drop again.
“Shh,” Ransom says softly as Andy pulls out of your body.
“No, you said if I set up the cameras, that I could fuck her mouth,” Andy rolls his eyes, grabbing a camera off the tripod and points it at your used holes. “Oh, yeah, don’t forget the money shot. But you wanted all her holes to be dripping in cum. It was a gift before you propos…”
“Jake! Shut up!” Jake Jensen mumbles something under his breath. You nuzzle into Ransom more before you drift off to sleep. You’ve never felt more satisfied. “Yes, next time I’ll make sure she’s airtight, but we got to ease her into it. And besides…”
“We know, Drysdale,” Andy hands Jake the camera before going to his clothes, “You’re marrying the girl, but she is okay with being used from time to time. Did you even know she was interested in Jake before her journal?”
“Nope. Why would she be into him?”
“I’m right here, and I am lovable!”
“Alright, go on. Next time I’ll| make her watch herself being used first. Maybe over some sweet buns,” Ransom gives a little chuckle to Andy. “There there, sweetheart, these men are going to leave, and I’m going to give us a bath. The rest of the weekend is about you. You’ve had such a hard night.”
No. It was almost perfect. Almost.
Masterlist
@tis-thedamn-season @marveloustaylortot @pono-pura-vida @peaches1958 @seitmai
@smile1318 @andydrysdalerogers @cjand10 @midnightramyeoncravings @kmc1989
@pandaxnienke @donutloverxo @whiskeytangofoxtrot555 @bambamwolf87 @rogersbarber 
@harrysthiccthighss @distractingbeth @musingsfromthemitten
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Photo
Want to smooch your angry super handsome face @hrdanon
Also let me wear that sweater and nothing else 😉
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CHRIS EVANS in Knives Out (2019).
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