#one day i will apologize for this incredibly self indulgent personal fantasy fic

[agentwhiskeypussyindulgence]

Whiskey Kisses (Agent Whiskey x plus sized Reader)

Authors Note: Hello!!!! If this looks familiar it’s because it is! This was written in the middle of my covid sickness back in January and I have not touched it since lmao. I figure it might be better to edit it a bit, and post it all as one rather than two separate entities since the second part was only separate bc I hadn’t written it yet at the time I posted the first one. I’m hoping that I’ve gone through and removed any glaring descriptors that will exclude folks but the one thing that remains is that this is a plus sized reader (gotta leave a little bit of me in there lmao!) This was/still is my first attempt at smut so I'm hoping I've read enough to get somewhat of a grasp on it ✌ Plot is the same, wildly incredibly self indulgent, Whiskey is as charming as ever and hopefully the new post will get some fresh eyes on it! Hope everyone enjoys~~

Word count: ~7000

Warnings: NSFW 18+ fem plus sized reader (a bit of body insecurity that is Very Brief), Daddy Kink, Loss of Virginity (including insecurity about being a virgin), Praise Kink, no y/n used, excessive use of pet names bc Whiskey is a menace,If I’ve missed anything please don’t hesitate to let me know!

The place smelt like smoke. That was first scent that hit you as you moved through the crowdto the bar, claiming a seat on the side nearest to the exit. This was your first time out and about in your new city and you weren’t exactly sure what you were here for. At the least you would get a good night of entertainment from people watching from your position at the bar. Maybe you would make a friend. That’s how it worked for people your age right?

It had been so long since you had to put yourself out into social situations that weren’t engineered to create bonds--this wasn’t school and it wasn’t work, the two places where you felt confident about your social skills. You feared you might be a little behind on friend making procedures. This was only your second week in town. You’ve moved from home because you knew you couldn’t stand one more day in your hometown. Moving back after college had been a great way to save up money, but you were tired of living with your parents and tired of the same small town views. It hurt leaving your folks and it hurt to leave your friends even more. But you knew that sooner rather than later they would be moving out into the world. That’s what was expected and you were terrified but immensely excited to be the first one in your group to make the leap.

Now you’ve found yourself here alone in a bar nursing some sugary drink that had been listed in chalk on the special board outside the bar. You didn’t mind being alone. In the past you’d learned to enjoy your own company —going thrifting on your own or heading to see a movie when everyone else was busy. That being said, you found being alone in a bar a much more harrowing experience. You didn’t usually spend much time alone in places where the drunken masses gathered. Parties, clubs, and bars weren’t usually your scene and let alone without your group of friends there as backup.

You were out to be social yet still hoped that your phone would serve as a good enough reason for no one to come up and ask for a dance. Sure, there were some attractive people in the bar tonight, but you were only on your first drink and didn’t have enough in your system to get yourself out on the dancefloor with someone you didn’t know. Not yet at least.

Your attention was pulled from your phone by a movement in your periphery, a silhouette passing behind you. It was a…cowboy?

That wasn’t who you were expecting to see. This wasn’t a country bar by any means and he stood out amongst the other patrons in their casual clothes. He kept a respectful distance leaving a seat between the one he chose and yours as if to not block you in. You stared, taking in his outfit, he seemed like the real deal. Cowboy boots with spurs, well-fitting denim jeans, and a Stetson seated on top of dark hair. Only thing out of place was his shirt. You weren’t a hundred percent sure what kind of shirts cowboys wore, but you weren’t betting on a nicely pressed dress shirt.

He looked young upon first glance, then you noticed the smile lines around the corner of his eyes and mouth. That and the way he carried himself, his essence, revealed that he probably had some years on you though that didn’t lessen the attraction any. He turned suddenly and you couldn’t look away; embarrassed as you were to be caught staring. Not when those gorgeous brown eyes met with yours. He raised a hand to the brim of his hat and honest to god tipped it in your direction with a smile and a quiet “Evenin” on his lips.

You cleared your throat and cradled your glass in your hands, fingers working to twist and turn it. “Evening…didn’t expect to see a cowboy in here tonight.” You take a small sip. “Doesn’t really seem like your scene” you finish, looking around at the crowd, all dressed differently but certainly no cowboys among them.

The stranger lets out a laugh and a smile lights up his face as the bartender works his way to your side of the bar. “Maybe not darlin but this cowboy is home anywhere he can find a beautiful lady and a whiskey, neat.” He says this last part to the bartender who you find standing in front of the two of you. He gives a nod at the cowboy and glances over at you and you notice your drink is almost empty. “Put this sweet thing’s next drink on my tab” he says with a wink in your direction and you can’t help but feel heat flood your face. This is the first time you’ve ever been bought a drink by a stranger at a bar.

You realize the bartender is waiting patiently on you and you panic. You had wanted to switch drinks after finishing this one off, tired of the sugar, worried over the hangover it might bring. “Oh! Uhm, whiskey neat also. Thank you.”

The stranger sitting close to you raises his eyebrows at your order, his eyes glancing between your own and the remnants of your sugary cocktail. You smile and give him a shrug “Buyers choice I suppose.”

He lets out a chuckle and holds his hand out across the empty seat between you. “Jack Daniels. Nice to meet you.” You give him your hand and your name and you watch as his eyes trail over you.

He smiles, as if he’s seen something he likes once his eyes have finished their exploration. You can’t blame him as you had just done the same thing. But you couldn’t help but be a little puzzled. You hadn’t really dressed with the goal of attracting attention to yourself tonight. You chose your favorite pair of light-wash jeans (you were told they hugged your curves nicely) and a band t-shirt with a light flannel on top. It was comfortable and you looked nice, but you hadn’t dressed to impress.

The drinks arrive and Jack raises his glass in the air and tips it in your direction. You hurriedly grip yours and do the same, smiling at the clink of meeting glasses.

The whiskey stings your lips, chapped from your habit of nervously biting at the soft skin in new situations. You don’t often drink whiskey and you attempt to school your face into something neutral, trying not to cough, as the smoky alcohol burns its way down your throat. A burn that you find yourself enjoying mere moments after it passes. You over at Jack who doesn’t avert his eyes when you catch him staring at you, an amused expression on his face. If he noticed your brief grimace that came with your first sip of the whiskey, he was a true gentleman and kept it to himself.

“Is Jack Daniels really your name?” Taking him in with an incredulous look. Who the hell is named after a whiskey brand? Or who uses it as a fake name and then orders it at the bar? Sighing with a smile, he nods. “It was a name before a brand, sugar. Plus, now all my friends can call me Whiskey. You can too if you’d prefer.” He finishes with a wink.

Setting his glass down he doesn’t give you time to react beyond your surprised stare. “So. What’s a beauty like you doing all alone, stuck here talking to an old man like me?” You let out a laugh and look at him incredulously. Confirmation that he was older but you wouldn’t have thought to call him an old man. He’s really laying on the charm thick though. You can’t say you’re mad at it.

“I’m new to town.” You reply. “Figured after a week of unpacking and organizing I deserved a night out on.” He gives a grin. “I don’t know about the other fellas in this joint, but I for one love an independent woman.” Grinning you take another sip from your glass, the burn still there but less aggressive. “Well we all have to learn to be independent one way or another right?”

Humming in agreement he meets your eyes with a smile and doesn’t look away. Cheeks continuing to burn away, you give a smile back. This much undivided attention on you is new territory. But you’d be lying if you said you weren’t reveling in it.

“So what do you do when you’re not out wooing the ladies at the bar? You a real cowboy?” You ask, giving him another once over. As a general piece of knowledge from living in a town with some farming areas you knew that genuine Stetsons and real leather boots didn’t come without a hefty price tag. And he certainly didn’t look cheap.

“I’m an agent for a secret independent intelligence agency.” He says this with no hesitation or humor in his voice. Simply a flat reply. You raise your brow at him and snort into your glass. “And now that you’ve told me you’ll have to kill me right?” Jack takes your joke in stride “I don’t think I would ever deny the world a beauty like yours by killing ya darlin”

He swirls his whiskey in his glass as you blush. “Really though I work on the board for Statesmen Distillery. We’re based in Kentucky.” You smile with a nod, taking another sip from your glass “Well that certainly explains- well just about everything about you. How’d you find yourself here then? Need a vacation?”

This line of questioning leads you and Jack chatting back and forth about nothing and everything. He asks about your family, the move, how you found yourself moving from your hometown all by your lonesome. He tells you about his job, the boring meetings, how he really enjoys spending time on his ranch, watching the sunset. (He pulls out his phone at one point, showing you a picture of a calf that you can’t help but coo at, directing baby noises at the phone in his hand. He seems endeared by this.)

You had always had a hard time talking to people you didn’t know, keeping to your same group of friends because of this reason. With Jack though you didn’t feel any lulls in the conversations, no awkward silences. You couldn’t remember the last time it had been so easy to have a conversation with someone.

As the two of you finish off your second round of whiskeys, a slow country song begins to play from the speakers. Most of the crowd looks confused at the shift in vibes from the DJ booth. The DJ in question points towards the corner where you and Jack have been sitting and winks; odd to pander to the one cowboy in the crowd. You’re not going to complain though, and it seems, neither is Jack. “Tennessee Whiskey. Just like my namesake.”

He hums in appreciation before he stands, holding a hand out to you. “Would you like to dance darlin?” You’ve never been much for slow dancing, but you knew you’d be kicking yourself with regret if you said no. You place your hand in his as he leads you out onto the dancefloor. The music swirls around the two of you and you feel your nerves spike, hoping your hands aren’t sweaty, that you don’t step on his feet and praying to whatever god is out there that you can keep the rhythm. But as he gently tugs you closer into his embrace you feel any apprehension disappearing you’re your mind.

You find yourself looking up at him, dark and beautiful brown eyes meeting yours. You take a risk and lean your head against his shoulder as you sway, taking in a deep inhale of his scent. It’s beautiful, not too strong. You can smell the whiskey on his breath and you wonder what cologne he uses. It’s something oaky and fresh and the combination is enough to intoxicate you even further.

“Sugar…” the pet name comes out as a whisper from above.“I’d be doing myself a disservice if I didn’t ask if I could kiss ya right now.” You pull back looking up into those eyes that you could get lost in. He’s leaned in close to you now, his breath dancing across your lips. You part them to respond and you knew you would be doing yourself a disservice if you didn’t say yes.

Wordlessly you nod and can’t help the sigh that escapes you as he tilts his head and his lips meet yours.

It’s not your first kiss, but you can count all the previous ones on a singular hand. He’s gentle, his hawkish nose that you’ve found yourself enamored with brushes softly against your cheek as your lips dance together. You hum in contentment, bringing your arms up and around his neck, fingers playing with the hair at the nape of his neck.

He swipes his tongue across your bottom lip and it may sound juvenile but you hadn’t had much experience with tongue kissing. You part your lips anyways, following intuition, allowing his tongue access. The sensation is foreign but not unwelcome and you can’t help moaning, and his hold on your waist tightens as you’re pulled even closer against him. You spend a few moments in the middle of the dance floor in his embrace, tongues dancing together and thoroughly getting lost in him.

He pulls back for a moment and you’re thankful he made the decision because you hadn’t even noticed the fact that you still needed air. You cringe at the whimper you let out as your lips detach, you hate at how pathetic you sound, hate that you instinctually go to chase them. It doesn’t seem like Jack cares though, he’s gazing down at you, bringing up a hand to rest on the side of your face, a thumb coming to sweep across your bottom lip before swooping down for a second kiss. This one is much more brief. “How would you like to ride home on a real cowboy?” he murmurs against your lips.

You freeze up at his question knowing exactly what he’s asking. Your eyes going wide as you try to stammer out excuses that won’t reveal your true hesitation. This particular insecurity doesn’t come up a lot but you’re never sure how to breach the topic of your virginity whenever scenarios like this pop up.

Jack pulls back, a concerned look growing on his face at your muttering. “I’m sorry if I overstepped, doll. It wasn’t my intention to make you uncomfortable. We don’t have to do anything other than sit around here all night. I’d enjoy any time spent with you.” His eyes met yours and they were so kind and soft and you felt your heart melt a little at his crooked smile. You had just met him but you made up your mind to tell him the truth so he wouldn’t walk away from the night feeling terrible.

You always make up something else and run before you can embarrass yourself further. Your younger years are supposed to be your “prime” and you know in your mind that it’s completely normal for you to still be a virgin. That being said you have always felt like it was some kind of barrier blocking you from ever truly being comfortable with romantic entanglements.

You sigh as another song picks up. You’re both still holding onto each other and swaying to the beat and you open your mouth to give this man some peace. “Jack I… listen you’re incredibly attractive and I love a cowboy, I really do. And you didn’t make me uncomfortable! I just-” you chew on your lip again, thinking if there was a better way to say this before deciding on just getting it over with so you can stop wasting his time.

“I’ve never…been with anyone like that before and I as much as I wanna save a horse and ride a cowboy, I know a lot of people don’t want the virgin burden on them so I completely understand if you want to find someone else for the night so you’re not wasting your time.” It comes out rushed and in one breath, you’re avoiding his eyes not wanting to see the disappointment that might radiate from them. When you finally looked up, he was still staring at you with those gentle eyes, it was too much for you and you cast your eyes back down.

In an instant you found his hand gently holding your chin, lifting your gaze to meet him once more. “Hey. Look at me. You ain’t got anything to be embarrassed about darlin’. And you’re certainly not a waste of my time. Far from it. Ain’t nothing wrong with being inexperienced.” His eyes crinkle with a smile directed at you and you grin back feeling relief wash over you. This is honestly the best one of these conversations.

“Now listen,” he continues “if you just wanna dance and drink the night away, I’m thrilled to get to know you more.” You nod waiting for the ‘but’ you knew was coming. “But if this is something you want to try and I’m the fella you wanna try it with, well then-” He leans down, voice dropping and breath dancing along your ear “-daddy will take care of you.”

He studies you then, gauging your reaction at his phrasing. He knew it was a bold move but hoped that it would pay off. And lucky for both of you it does. Your eyes widen and you let out a short gasp as you bite at your bottom lip. The term he used sent a spark of arousal directly through you and in that moment you know that Jack is exactly who you need to come home with you tonight.

You give Jack a nod and he caresses your face with his large calloused hand. “I need to hear you say it, sugar.” And fuck it if that doesn’t get you feeling all warm inside. “Y-yeah” it comes out shaky not purely from nerves but also through the adrenaline you can feel coursing through your body. “Take me home Jack.” He practically beams at you, pressing a quick kiss to your lips and tugging you back over to the bar so he can pay the tab. You didn’t walk in here expecting to leave with someone tonight but you’re the furthest thing from disappointed as the two of you rush out the doors.

--

You both make your way through the bar's exit and you find yourself standing in front of a vintage Ford Bronco, Whiskey holding the passenger door open for you. You smile and slide into the seat. “Such a gentleman. But you know, this isn’t the car I was expecting a fancy distillery man to own. But it does feel quite fitting.” You muse as he takes his own seat and starts the engine, the radio on low crackling to life. “It’s my pride and joy” he hums, gently patting the dash. “Anything could happen to me as long as my baby here is safe.”

You laugh at the man’s love for his car until the chuckle is cut off by Jack’s hand coming to rest on your leg. His touch is gentle, and he drags his palm up from your knee to your upper thigh and back down again. He glances at you from his periphery “This alright darlin?” You nod as he resumes his movements, tracing inscrutable patterns with his fingers whenever his hand pauses in its path.

You feel the telltale heat of arousal begin to pool in your stomach. You’re not unused to that. The new and exhilarating part of the scenario tonight is that you have someone else to take care of it. Someone other than your hands and your well-used vibrator. You’re thankful that the drive back from the bar to your apartment is short. If it was any longer than the ten minutes it took you might actually explode.

Jack pulls up and you direct him to park in the spot next to your own car. One that looks far worse than you usually find it when compared to the well taken care of Bronco next to it. Jack, continuing to be the gentleman he’s been all night, opens your door for you once more, grabbing your hand as you sling your purse over your shoulder and make your way towards the front door. The elevator ride up to the 5th floor is rife with palpable tension and you almost melt at the gentle circles Jack makes with his thumb on the back of your hand as it sits entwined with his.

The moment the two of you cross the threshold of your doorway you expect everything to begin at once, all passion and clashing lips. You find yourself surprised when you’re not immediately pressed against the door and ravaged like in the movies, and you see Jack take in your living room.

Luckily everything had gotten sorted in your first week and the only thing to indicate a new occupant were the stack of boxes in the corner that you needed to take to the recycling bin behind the building.

His eyes trail along your bookshelf, scanning the titles bookended by little trinkets and tiny figurines you had gathered from gifts and mall vending machines. He admires the paintings on your wall, all excellent purchases from the local Goodwill you thought.

You shift from foot to foot not entirely knowing how to start things off. This is your first time and Jack is the one showing you the ropes so you hover next to your couch as he finishes his scan of the room, turning to you with a soft smile. “You’ve made this place feel homey already, sugar. I love it.” You beam back at him happy to explain your interior design choices but in a moment he’s taking two large strides in your direction. “Now, mind if we pick up where we left off in the bar?” He brushes his knuckles gently across your cheek as he waits for your response and in an instant you’re already reaching up to wrap your arms around his neck once more.

It’s cliché and you know it but when his lips connect with yours once more you feel fireworks. An explosion of arousal deep in the pit of your stomach as you grant his tongue entrance. The kiss isn’t rough but it is passionate. You had always had the inkling that you would find a tongue in your mouth invasive and gross and you are thrilled to learn that isn’t true. Or maybe it’s just because of the man you’re with. Jack seems like the type of guy who can make anything feel good and you can’t wait to see what he has to offer you.

Detaching his lips from yours you find yourself unintentionally pouting. He laughs at his before leaning down to latch his lips onto your neck and the pout disappears as a moan rips through your body as he begins to suck and bite up your neck. Jack is savoring every moment he spends kissing you, you can feel the restraint lurking behind every kiss. You can feel your legs turn into jelly and you’re grateful for the hands around your waist and the couch back behind you for all the support you certainly need right now.

As Jack soothes a bite with his tongue he moves his hands from your waist and places them under your ass instead. He tugs you forward, your balance unstable without the couch behind you. You feel his muscles get to work and suddenly you’re off the ground letting out a startled gasp. “Don’t worry, sugar. Daddy’s got ya.” Instinct kicks in and you’re wrapping your legs around his middle, groaning at the contact between your clothed core and his waist. You hadn’t realized how desperate you were for some friction until now and it hits you like a freight train. Dropping your head against Jack’s shoulder you hear his laugh from above you. “Hmm, someone’s impatient ain’t she?”

Lightheadedness consumes you, astonishment at his strength combined with his teasing giving you an incredible heady feeling. “Jack please…” you rub circles into the nape of his neck and you feel his breath huff into your hair as he groans in response to your begging.

Wasting no time he carries you to your bedroom and gently sets you down on the bed. He stands above you as you stare up with wide eyes. He kneels in front of you at the edge of your bed and reaches a hand up to begin to slip the flannel from your shoulders. The gentle touch of his hands sends a shiver up your spine, even through the layer of clothing.

Soon your shirt is off and he’s tracing lazy patterns on the swell of your breasts. He gently palms your boobs through the lacy fabric of your bra and drags a thumb across the raised material where your nipples are hardening underneath. You’re not sure how much longer you can handle the touches, gentle and tantalizing and just enough to leave you wanting more. You move your arms up and back to unclasp your bra, throwing off the side of the bed to be dealt with in the morning.

Jack’s eyes are trained on your breasts now, even more so than before. There’s a hunger there, a desire that you’re not used to seeing directed at you. He leans forward and cups one breast with his hand and secures his mouth over your peaked nipple. You groan in pleasure and press your chest further into him, despite there being not much more space to fill.

He drags his tongue across your nipple before sucking, repeating the process every few seconds. You’re pleasantly shocked at the little nibbles that are peppered across your chest once he’s had his fill of licking. You move your hand down to gently grip at the back of his head, pressing him closer. “Daddy please, keep doing that it’s so good!” He eases his mouth off, a pleased smile on his face. “Anything you want sweetness.” And promptly moves to the opposite breast, continuing his work.

Soon you’re left panting and hungry for his same talented touch in a much more sensitive place. You tell him as much through panting breaths and he wastes no time to start shimmying your pants and underwear off with your help. He stands for a moment, beginning to remove his own clothes, a pile of his country wear being left in the corner of your room. You admire his broad shoulders, the hair on his chest, slim waist with just a hint of a belly that you’d love to kiss. You follow his happy trail down eyeing the prominent bulge in his jeans begging to be freed.

As you lay on the bed spread before him, you’re overcome with the urge to curl up into a ball to cover yourself. You wouldn’t say that you’re unhappy with your body. You love your curves and your tummy. No you’re not insecure…not entirely.

Jack is a handsome man and you’re lying here wondering if this is what he wants to see. You curse yourself for letting your insecurities try and ruin your night with this handsome man who clearly wants what you want. You fold inwards on yourself only slightly, bringing your legs closed and positioning yourself more on your side than on your back.

Jack finally back at you from where he’s been stripping and glances over at you with a furrowed brow, noticing the change in position. “Sweetness what’s wrong? We don’t have to do this if you’re having second thoughts.” You shake your head so quickly that you almost make yourself lightheaded. “It’s not that. I just-” you pause trying to think of the right way to explain yourself without sounding incredibly pathetic.

But it seems like Jack can read your mind. Before you can even continue to draft your thoughts, his brow straightens and an incredibly soft look crosses his features. He stands from his spot and kneels in front of you on the bed. “Doll, you are one of the most gorgeous creatures I’ve ever had the pleasure of laying my eyes on. I just wanna make you feel good. Will you let Daddy take care of you?”

You can feel the heat bloom in your body and you nod as you release a shaky breath that you hadn’t realized you were holding. Jack smirks at your reaction, pleased that you’re less in your head.

He stands and holds you by your hip, urging you to rotate onto your back. Once you’ve done so, he grabs your ankles pulling them apart and down so your legs are dangling off the bed. He kneels on the ground in front of you once more and you see that his eyes are dark with lust. You feel dizzy, knowing that you’re the one having this effect on him. He lifts one leg over his shoulder, and then the other; finishing by sliding his hands under your ass and tugging you closer.

Any potential embarrassment is immediately banished from your mind as you feel his breath against your wetness. He wastes no time, flattening his tongue and licking a broad strip up from your slit to your clit. Your eyes widen at the sensation and you let out a loud gasp as he does it a second time. His tongue licks at your folds before his lips settle on your clit.

Immediately, as if they had a mind of their own, your hips try to buck into his mouth. Desperate for more pleasure, more of that tongue on you. You feel Jack grin against you and he wraps his arms around your waist to keep them still. “Woah now sugar, calm down.” He’s only removed his mouth a few inches, the hot breath teasing you with its closeness makes you want to writhe on the bed. Jack must feel the tension in your hips because he chuckles. “Don’t worry, Daddy’s gonna give you what you need.”

His mouth is on you again, alternating between swirling patterns on your clit and filling you with his tongue. The noises coming from his mouth as he works you closer to pleasure are filthy and you’re about to comment when he pulls back for a moment. You let out a ragged breath and sit up a bit, wondering why he stopped. He takes a thick finger and drags it up through the combined wetness of you and his spit. It teases near your opening and you groan as your want for more sparks once again.

He chuckles at your expression. It’s not a mocking one, you can tell with the way he’s looking at you, the softness in his eyes like he’s the lucky one for sharing this with you. He’s not away from you long. That same finger is entering you now and nothing has ever felt this good. You didn’t realize how different it would feel with fingers that weren’t your own. Yours always felt too methodical, his felt magical.

“You’re sweeter than honey. Did ya know that?” you’re glad you managed to open your eyes as you look down at him popping that same finger into his mouth, sucking it clean. You know you must look ridiculous, your eyes blown wide with lust and jaw hanging slack and open in shock.

You feel yourself clench tightly as Jack moves to slide a second finger in. His free hand reaches up to hold your hip, his thumb moving in calming circles along the skin there. “You gotta relax sugar.” He moves his head back to your clit, speaking directly into you. “I want ya to feel good. Just relax.”

You do your best to follow his instructions, taking a breath and focusing on his hand on your hip and his mouth on your most sensitive area. Feeling your muscles relax, Jack grins into you. “That’s a good girl.” And the praise makes you shudder. He moves a second finger through your folds gathering the pooling slick and slides them into your entrance. You can feel his fingers thrusting inside you, taking breaks to scissor outwards stretching you out in the most delicious way. The fingers curl, finding a spot you’ve never managed to find in your years of exploring your own body.

You throw your head back against the covers as you let out a wanton moan, eyes clenched shut in pleasure as he continues to stroke that sweet spot. You’re so lost that you don’t take notice of a third finger slipping in as he picks up the pace. You’re panting now, breath coming out rapid and hot as your chest heaves with the labor of trying to keep some semblance of calm as the man between your legs wrecks you. Between his fingers thrusting into you and his lips sucking at your clit you can feel your orgasm rushing up on you like a speeding train. You reach a hand down, hoping Jack doesn’t mind as you grab onto his hair letting out a breathless “Jack I’m gonna-” you can feel him nod slightly, groaning at the pressure of your fingers gripping onto his hair and the vibrations finally do you in.

You feel yourself clenching again, this time due to the amount of pleasure running through your body and your legs close gently around Jack who works you through your orgasam, only letting his fingers slide from you once you go limp against the sheets. He gives you another broad lick for good measure and you whimper from the overstimulation, not being able to form words yet.

He rises from his kneeling position and crawls onto the bed, one knee between yours, the other bracketing your leg. You stare up at him with glossy eyes, tracing over his slick mustache and chin. Reaching up, you circle your arms around his neck and bring him down for a kiss, slow and passionate and you moan into his mouth as you taste yourself, sweet and tangy, on his tongue. “You ready for more sugar? We can stop here if you need you.”

You know it’s the bare minimum, really, but you can’t help but be moved by the constant check-ins from Jack. It means a lot to you that he’s looking out for you every step of the way.

Not much for words for fear of getting to emotional, you reach over to your bedside table and pull the drawer open, fishing out a bottle of lube and a condom. You hand both to Jack and correctly reads this as an answer to his question. Looking down, he raises a brow in amusement. “A pink condom huh? That’s new.” Biting down on your tongue to hold back a laugh, you shrug under him. “They were free at the last pride I went to. Gotta stick with the thematic rainbow colors right?” He laughs with you ripping the foil open and rolling the condom onto his cock and you’re glad the two of you can laugh in the moment.

“Now sweetness, I’m gonna need you to relax again, alright? Daddy prepared you with his fingers but as you can see sugar, his cock is much bigger.”

Your eyes trail down his body and he was right. His cock was much bigger than his fingers and much bigger than the dildo you had made yourself comfortable with. But Jack has been patient and gentle all night and you’d be lying to yourself if the thought of him inside of you didn’t set a fire coursing through you.

His words sent heat right through you down to your core, you might have been overeager but his tone had you spreading your legs for him with a wink, a bold feeling suddenly overcoming you since your first orgasm. “I’ll relax daddy. I’ll be good.” His smile is blinding as he grabs one of your pillows and helps you settle it under you, lifting your legs to bracket his own hips.

He notches his cock at your entrance and your breath catches in your throat. He was right, it’s much different than his fingers. More filling, more intense, but just as pleasurable. The pain and pleasure intertwine and set your nerves alight. He inches in slowly, giving your body time to adjust to his size, the entire time he’s praising you, pressing kisses to your face, neck, and chest. “That’s a good girl. Taking me so well. That’s it sugar, keep breathing. You look gorgeous under me like this.”

His praise pulls you into his orbit further. Sooner than you expected you feel his hips make contact with your ass and you realize with a moan that he’s fully in you now. He remains still and bent over you, kissing you deeply, your fingers tangled in his hair. The stillness is agonizing, you need him to move and move now.

“Daddy!” you whimper, and you’d be embarrassed at the tone of your voice if you hadn’t felt him twitch inside of you. “Please move! Please, I'm ready for you to move.” He groans into your neck and obliges. He moves back, pulling out at a torturously slow pace and you feel his cock drag along your walls letting out a breathy moan. He pushes back in slowly too, continuing with this pace until you’re pulling at his hair again, whimpering and begging him to go faster.

“Alright darlin, you let me know if we need to stop now.” You eyes are trained on him as you nod, internally mesmerized at how much care he’s been taking tonight. You can’t say one way or another but you think it’d be hard to find someone to come into a bar hookup with this much gentleness.

“You’d be wonderful to tease darlin. You know that? I could listen to those noises all night, keeping you on edge. You think you’re begging now?” You clench at his words knowing that you were at his mercy, that at this point you’d let him do whatever he wanted as long as he kept cooing praise in your ear. “But tonight is about you, no teasin. Your wish is my command sugar.” He picks up pace and you can’t believe what you had been missing.

Your legs lock around his back bringing him in closer and you find yourself holding on, arms linked around his neck as he takes you on a ride.

What started off as a careful pace on Jack’s end, wound up pushing you to your limits. You didn’t think it would feel this good your first time. Maybe that’s what had kept you away for so long. But any fears had no place here as Jack rocked into you picking up speed with each thrust.

With one hand on your hip holding you steady, Jack leans down to start sucking a mark on your neck, pulling back to admire his handiwork in the form of a red mark that he knows will last a few days. In response your hands in his hair tighten their grip as you both let out simultaneous moans.

“Such a good girl for me.” Jack’s grunting into your neck at this point, his breath coming out hot and heavy, fanning across your skin. “Making me feel so good.” His thrusts are getting erratic now, losing rhythm. His hand dances across your skin, skimming across your chest before finding its way between your legs, thumb working small and quick circles on your bundle of nerves.

“You got another one in ya don’tcha sugar? I wanna see your face when daddy makes you cum.” You’re past words at this point only able to nod your head and moan in response.

With a few more powerful thrusts in tandem with the pressure on your clit you’re coming around Jack’s cock, head thrown back against the pillows with eyes rolling back in pleasure chanting his name.

Jack groans at the tightness around him and the expression on your face. He fucks you through your orgasm, removing his hand from your clit as he grips tightly onto your hips.

When Jack finishes, its with a shaky breath and a drawn out moan right next to your ear. And though you were on the verge of overstimulation so close to your last orgasm, the sound sent another pang of arousal through your body. You were definitely gonna store that away for later.

The two of you remain entangled for a bit. He’s softening inside of you as he gently peppers kisses to your forehead, nose and cheeks. You’re thoroughly exhausted, reveling in the attention and when he dips down you find yourself nuzzling into the juncture where his neck meets his shoulder. You worry for a moment that it’s too intimate for a bar hookup but immediately chase that thought off with a deep inhale, taking in the smell of sweat and sex and remnants of his cologne. It’s intoxicating.

Eventually he must tire of holding his body up so as to not crush you and he slides out of you slowly. You have to admit that you miss the fullness and only pout slightly as he stands from the bed, making his way into the bathroom.

When he returns the condom is gone and he has a damp washcloth in his hand. He kneels on the bed and begins gently wiping away the sweat on your brow, trailing the warm rag down your chest and between your legs. You can’t help but hum in contentment, not having expected this level of care after a one night stand. He balls up the rag and tosses it with expert aim back into the bathroom and you couldn’t care less where it lands. All you want is him back in your bed and pressed against you.

Words aren’t needed. Jack seems to read your mind and smiles down at you before crawling into bed behind you. You inch your body closer to his until you find his arms wrapping around your middle, tugging you close and eliminating the gap.

“Thanks for that Jack….that was-” you pause trying to find your words. “-that was fucking phenomenal.” You feel a huff of laughter against the back of your neck before feeling him shift positions allowing him to press another kiss to your temple. “I aim to please darlin.”

You close your eyes briefly before a pang of anxiety worms its way into your mind. “Will you still be here in the morning?” The question is quiet, whispered. Half of you wanting an answer and the other half hoping he didn’t hear as to not reveal yourself to be as vulnerable as you feel.

“Course I will sugar. I reckon–if you’re amiable–that there’s a few more things I can show ya.”

You’re giddy at the thought and can’t help but giggle. “I’d love that.”

You’re not sure where this thing between you two will go, but even if you only have him for one night, you know that it’s an experience you’re never going to forget.

[annacwrites]

the wip list

Alright, gang. Buckle up. This is going to be a long one, and at this point I can’t even bring myself to be sorry about it. I meant to put this off but then I started thinking about it, so here we are (at 1:05 in the morning when I have to work at 8:30, what am I doing?). 

I’m going to break this down in a couple of ways—fanfiction vs. original fiction, fandom (if it’s a fanfic), series/universe (if it’s in one), and then the individual books themselves (if I have the ability to do that, because quite frankly, for some of these I don’t because I have no idea what the titles are or where I’m splitting the story yet).

Also, “WIP” is an incredibly broad term here. In some cases it means I’ve already written the whole thing but I plan to 100% rewrite it (and haven’t started yet). In some cases it means I’ve written half of the thing but haven’t finished yet. In some cases it means I have it all outlined but haven’t started writing yet. In some cases it means I haven’t really touched an outline on paper yet but I have it all worked out in my head. Take the “in progress” part of WIP with a grain of salt.

(Putting this whole thing under the cut because it is so freaking long. I apologize if the read-more doesn’t work on your dash. Idk what tumblr is doing.)  

Starting off easy—the fics:

Harry Potter: (JKR can fuck off with her transphobia and cultural appropriation and all the other stupid and fucked-up shit that she’s done/promoted but, as I said to my friends, she can pry my next-gen fanfics from my cold dead hands. Cursed Child is not canon in my life because I’ve never read it and I don’t care what nonsense she came up with.)

The “In Your Arms I’ll Stay” universe (Tedtoire/Scorose): 

The first fic in this universe is the first fic I ever finished. 110k words followed up by a ~137k word sequel. It is a disaster and a half but it’s also my baby and I fully intend to rewrite it one of these days. It is full of standard Tedtoire trope-y nonsense—best friends since childhood! two-year age gap! jealousy about other relationships! obliviousness!—and at 15 I thought it was a really good idea to try to turn it into a mystery too, which is a mistake that I have every intention of rectifying because it was unnecessary and I just didn’t know how to do drama and tension back then. 

Anyway. It will probably be two parts again when I rewrite it because one part per school year just works, yeah? We’re covering Vic’s fifth/Teddy’s seventh year and Vic’s sixth year/Teddy’s first year out of school over the course of these parts.

Within this universe we also have Heartbeat and Bone, which is a Scorose fic that I’ve written probably 75% of already but have no intention of actually finishing before I rewrite it. I want to get the stories in the right order so that I can get details straightened out, so Teddy and Victoire get the rewrites first and then I’ll be revisiting this fic. Also full of trope-y nonsense (and my continued acceptance of the headcanon that the Heads have their own dormitory at Hogwarts, because it’s just too much fun that way).  

some things were meant to be (Tedtoire):

Oh god, another fic with a cliché title taken from Can’t Help Falling In Love. I have zero regrets because it fits them perfectly.

This one is... half-done? I fully intend to finish it but I need to finish the outline first. It was my 2019 NaNoWriMo project and I am 100% just writing it for the lols (and because Teddy and Vic are like... my comfort ship where writing is concerned). I wanted to play with a different universe and change up their relationship and roles at school a bit, but once again... trope-y nonsense. It’s unavoidable with them. There is obliviousness everywhere. 

Star Wars: (it’s Reylo, okay? It’s Reylo. I don’t want to hear it about how the ship is ~so terrible.~ That is literally the furthest thing in the world from a hot take, you can’t say a single thing that I haven’t heard before, and I’m a grown adult and can do what I want. Bite me.)

looking for the map that leads me home (Reylo): 

Stole the title on this one from We Take Care of Our Own by Bruce Springsteen, because why the fuck not, right? 

To put it simply: musician AU. To put it a little less simply: he’s got a dead career, she wants to have even the slightest shot at one, Rose is the best, Poe’s a singing heartthrob, Finn is a love-struck goofball. You know, all that fun stuff. The entire thing is based on a playlist that I made and every chapter has a song that acts as its theme. I haven’t touched it since January 2018. I want to finish it eventually but it’s not really at the top of the priority list. 

There’s a few other fics from other fandoms that I’ve started and never finished but the odds of me touching them again are like... nonexistent, so I’m not including them here. I’ll update this post if anything changes on that front (but it probably won’t).

Now for the complicated part—the original fiction:

Maker’s Magic 

This is a trilogy (or at least, it’s supposed to be). This is also a rewrite of the first story I ever finished—the fantasy novel that I wrote for my first-ever Camp NaNoWriMo back in August of 2011, when I had literally no clue what I was doing at all and essentially stole the plot structure from The Obsidian Trilogy by Mercedes Lackey and built my own story around it. This is not a good way to write a piece of fiction that you want to publish, kids, but it is a damn good way to get your feet wet when you’ve never really written before.

I am reworking this story entirely from scratch. The characters are... kind of the same as the original story. Kind of. Maybe. I’ve changed a few names and merged a few people together and scrapped some others and entirely shifted the backstory of pretty much everyone, but... they’re definitely still the same, right? 

Basically, at this point the plot is really only similar to The Obsidian Trilogy in that we’ve got a trilogy, we’ve got some elves, and it’s your standard good vs. evil fantasy story (in its own unique fashion, of course). I’m still working out the details of this rewrite, but this is kind of the Holy Grail of all of my writing projects and the one that I’m most concerned about getting right, so I’m anticipating that I’ll be in it for the long haul on this one. I’m hoping I might be able to get a draft of the first book done this year, but... we’ll see.

(I also don’t want to give too many details about this project, ‘cause it’s the one that I’d really like to maybe publish one day, so...)

The Willow Hill universe

This started as a single story plus a standalone sequel set in the same universe, conceptualized when I was fourteen and missing horseback riding terribly (so yes, it is a story for all those Weird Horse Girls™ out there). I wrote a good portion of it, then deleted it, then rewrote the entire thing, then deleted it again a few years ago because I was no longer satisfied with the writing quality (after hitting top 100 on the Teen Fiction list on Wattpad way back when, so... I didn’t do too badly as a 16-year-old, but the writing still sucked). I’ve been promising a rewrite to my Wattpad followers since 2016 or something like that (2014? Whenever the hell it was that I deleted it the second time) but haven’t delivered at all.

I now envision this universe as a duology plus the aforementioned standalone sequel, except it’s not entirely fair to call it a YA duology in that the first book is definitely YA, but the second is more romance-y?

I originally just revealed the main character’s endgame relationship in the epilogue of the story, but I love both her and her boyfriend and their relationship so much that I decided that I’m going to be self-indulgent and write the story of them actually falling in love with each other, so that’s book two (so really, you don’t actually have to read book two to understand anything, I’m just writing it because I want to and it’s also kind of a present to anyone who read the original story when they were also a teenager and is now an adult who wants to read other stuff). 

Book one is now about the teenage struggle of crushes and trying to figure out what it is that you actually want out of your life and what you value (I say “now” because it was definitely way more self-insert-y the first time I wrote it and it is decidedly not at this point). It’s also sort of a love letter to trainers who are amazing and the kind of person we should all be so lucky as to be coached by.

These characters are my comfort characters where original fiction is concerned since they’ve been bouncing around in my head for the last ten years or so, and I’m hoping I can get at least the first book rewritten in the next year-ish, partly because I’ve been promising it for so long, and partly because I just really enjoy this world and I want to get back to it again.

The Coffee Shop Chronicles

AKA, I lived in one coffee shop on my university campus for pretty much the entirety of my college experience and it was a very inspiring place to be, so this has less to do with coffee shop AUs and more to do with the fact that I met several of my favorite human beings on this earth over a vanilla chai latte and mutual sass with the baristas.

(One of said baristas is very near and dear to me and introduced me to another regular who is now a very good friend with the statement “You’re both sarcastic assholes. You’ll love each other.”) 

None of the characters in this universe are based on actual human beings whom I know, but I liked the idea of the campus coffee shop serving as this thing that tangentially connected all of these people to one another, much in the way that I am tangentially connected to god knows how many people via my barista friend. Essentially, the idea is that the stories in this universe are all standalone, but the characters sometimes cross paths with one another at Caffeinated, so it’s sort of... Easter-egg-y in terms of who pops up where in which story. 

Currently I only have two stories in this universe that are legitimately plotted out, but there is room for any number of spin-offs based on whichever characters show up in those stories (or don’t—that’s the fun of it being a coffee shop. The barista is the only reliable character). Those two stories are as follows:

Chance Encounters (title so totally subject to change, also stealing the terribly summary from the Wattpad draft that never saw the light of day):

For Bennett McGuire, things with guys just didn't seem to want to go her way. From the disasters that were her attempts at dating in high school to the problem that had been Elijah Becker, she hadn't exactly had the best luck. With all that in mind, it made perfect sense to swear off dating until she finished college—that is, it made sense until one frozen day in February when Gordon Evans walked into her life. After that, who was to say what would happen?

What’s Your Metaphor? (once again, enjoy the terrible summary from the Wattpad draft that never was. I am cringing reading it but also too tired to come up with anything better):

"What's the point?" 

It's a question asked widely, for all sorts of reasons, and it's one that April Hayes didn't know the answer to any better than anyone else. All she knew was that she had her plan, and she was going to stick to it, because it was the only thing that seemed to have any sort of logic to it in her life. The things she thought, the things she believed—well, they all fell before the plan, because she didn't have time to ask herself "What's the point?"

That is, she didn't have the time to know the answer—her answer—until one guy by the name of Drew Collier showed up and made her consider things that she had never even thought of before.

High Blood

Yinz can go read my WIP introduction post for this one. It’s a fantasy story. Just for the hell of it, here’s the summary from said WIP introduction post: 

At the age of seventeen, Thessaly of Averak had a choice—take the crown of her people and her place as her father’s heir, or set it aside to become one of the High Warriors, dedicated to protecting their people and the country that her long-dead ancestor Enred built after leading its citizens out of a long and bloody war. Amidst raids and famine at the borders, she gave up her crown to better serve the people that her family rules.

Ten years later, all is quiet. At least, all is quiet until Beca’s pendant is stolen by a thief who disappears into the night on the journey back from the summer palace, Tess gets herself stabbed, and the discovery is made that the rock-solid foundations of their family’s claim to the throne—and the peace that depends upon them—are laced with hairline fractures.

(I didn’t write anything to speak of for Camp NaNo July 2020 and actually wound up deleting my project for this on the NaNo site because my dad was hit by a car while cycling the Friday before the weekend when I was planning to write like... 30k words to catch up, so obviously I gave up on that plan (he is doing well now, thank you for asking). I’m hoping I’ll get around to this one eventually because this particular universe arguably has the most potential for having multiple stories set in it, fantasy-wise.)

Emerson’s Lights

Natalie Flynn has been best friends with Evan Acheson practically since birth. They've stuck together through thick and thin, from her braces in seventh grade to his jump to stardom as a singer-songwriter their freshman year of college. 

She’d do anything for him, but spending a week with him on tour involves a lot more than she bargained for, culminating in the turn of events that is Caleb Blake, lead singer and primary songwriter of opening act Emerson’s Lights, moving into her house for the better part of a month.

She always knew there would be complications being the best friend of a rock star, but this? This was one that she didn’t bet on.

(Aka, girl meets boy in a band trope. Yay.)

(NaNoWriMo 2020 project)

The famous musician story (this thing doesn’t have a title right now and I’m not even going to try)

Stupid, trope-y nonsense idea that I came up with for my own personal amusement and nothing else. I’ve written a few chapters of it but genuinely have no idea where this falls in the hierarchy of things that I want to get done. Long story short, she’s in grad school for history, he’s a famous musician in town recording for a new album, they meet in the library, she pretends she has no idea who he is, and shenanigans ensue.

And that is where I think I’m going to leave it. There’s four other stories that I can think of off the top of my head that I could theoretically add to this list, but they are legitimately just ideas right now so they can be added at a later date when they’ve manifested themselves a little more strongly. There’s also another quartet in the Willow Hill universe that I came up with in high school that could theoretically be added but I think I might just steal those character names and give them their own little world instead. We’ll see.

Basically, if you didn’t get the point from this list: I am working on a lot of things, and when I say I’m writing, it could mean literally anything on this list (or any of the other ideas that I have floating around). The stories/universe here are the most likely candidates for my time, depending on whether I’m doing a deep dive into my writing or just playing around with something fun, and hopefully (god, hopefully) I’ll be able to move one or two of these to a “completed works” list in the next year(ish). 

(Or at least, as complete as a draft ever gets before you start going in on it again.)