#rich x michael | Explore Tumblr posts and blogs

britany1997 · 1 year ago

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Sunkissed

Pool Boy! Michael x Fem! Rich! Reader

Hope y’all enjoy this collab @misslavenderlady and I did based off a poll she did about a pool boy fic:) we did equal work on this fic so please interact with both posts equally!!! Writing with Lave is so much fun! She’s kind and encouraging and they deserve the love!!!

Warnings: SMUT minors DNI, brat/brat tamer, soft dom, thigh fucking, praise kink, don/sub dynamics, massage, nipple play, semi public sex, cum marking, aftercare

Working during the summertime wasn't something that bothered Michael. He wasn't really the type of guy to waste the days sleeping in or going to bonfire parties. There was an itch within him to keep moving, get some work done, tackle some chores or pick up an odd job. He simply couldn't keep still for long.

So in between his beach cleaning gig, he managed to find some clients who would pay him as a pool cleaner. People in Santa Carla who had their own private pools were quite generous with money, and that certainly motivated Michael to take on the jobs.

Being that he was an incredibly handsome young man with a hardworking, polite personality, he gained quite a bit of popularity amongst the ladies of Santa Carla. He paid them no mind though. He just wanted to get his work done.

Your parents had hired him to take care of the pool while they were in Aruba for the summer. Though he couldn’t deny that the vision of your bikini-clad, sunbathing form was a beautiful sight, he’d figured you’d be no different from any of the other girls that threw themselves at him.

He looked over subtly to see your nimble fingers flipping through the pages of Cosmopolitan while sipping a smoothie. He rolled his eyes to himself. Yeah, you weren’t any different. Michael unclipped his sunglasses from his shirt and slid them on before taking out a net to skim leaves and debris off the surface of the pool.

Little did Michael know that your eyes weren't on the magazine in your hands. Hidden behind your designer sunglasses, your gaze was right on the handsome guy. You used to think that girls crushing on pool boys was a laughable cliche. After all, your family has previously hired the most dimwitted guys who half-assed their work. Such a turn-off.

But Michael wasn't like that at all. He was actually a hard worker and put some real muscle into the tasks he was given. And he looked DAMN good doing it.

That perfect, glowing skin, those strong arms, and those eyes that were bluer than the water in the pool. You had a big, fat crush on the guy, and you were going to milk this for all it was worth.

"Hey Mikey!" you called out to him in between sips of your drink. "You missed a spot by the steps!"

A nonexistent spot that was chosen in an area where you could get a better view of his back muscles, of course.

Michael cringed at the nickname, but still headed over to clean the imaginary grime from the spot to humor you.

Your lips turned up into a satisfied smile as you watched his muscles ripple. You sucked down the last of your smoothie as you imagined what it would be like to suck on something else.

As Michael finished amusing you, the sound of your fingers snapping garnered his attention. He watched as a suit-clad man rushed towards you so that you could set your empty smoothie glass on his silver tray.

“Strawberry banana this time,” you ordered the man, “and no chunks, you know I hate that.” Your nose crinkled in disgust at the thought of a non-smooth smoothie.

Michael quirked an eyebrow, watching your little display while cleaning the sediment from the pool walls.

"You know, it's already unfair enough that he has to wait on you like you're a little princess. Do you really have to make him do it in that monkey suit?" Michael quipped.

Your pretty, red lips pulled up into a smirk. You angled your sunglasses downward to watch him more carefully.

"I'm not the one who assigned the uniform, honey. But by all means, don't feel pressured to do the same. You can wear whatever you want around here~"

All you could think about was getting him from a bathing suit to a birthday suit. You’d spent many days by the pool imagining that hunk finally showing you all of what he was blessed with. You had to find a good way to thank your parents for hiring him.

Michael pursed his lips, but before he could reply, your butler returned with your smoothie.

You took the cup from the tray, wrapping your full lips around the pink, swirly straw and sucking a bit to make sure it was to your liking, smiling as the flavors hit your tongue.

“Thanks, Jeeves, that’s all for now,” you dismissed him with a flick of your wrist.

The man gave a little bow before heading back into the house, you presumed to go and dust some of your mother’s beloved antiques.

Michael shook his head. “Is that even his name?” he asked.

“Dunno,” you replied, shrugging your shoulders, “not my job to know it.”

Michael crossed his arms over his chest. You pouted as your view was obscured.

“You’re a real spoiled brat you know?”

Your jaw dropped at his boldness, but you quickly regained your composure. “Didn’t know you had that in ya Mikey,” you teased. “Whatcha gonna do about it, spank me?”

The Emerson boy was no dummy. He knew exactly what you were trying to do. You liked playing around with boy toys without any consequences. Well, that would never fly in everyday life. All the struggle and humbleness his family experienced helped him realize that.

He was going to make certain you learned a lesson about the real world.

Michael let the net fall from his hand, the cleaning device splashing loudly into the water below. Curiosity rose within you as he stepped closer to your spot. Soon enough Michael was hovering over you, seeing you down while he slipped his glasses down and gazed at you with those piercing baby blues.

"No. You're gonna apologize for being a little brat."

You nearly choked on that last sip of smoothie you had. Your head was spinning at that statement.

"Excuse me?? Who the fuck do you think you're talking t-"

"Stop that!"

Your words were cut down with a mere raise of his voice. To your own surprise, you felt yourself tremble beneath him. Between his height over you and the booming sound of his words, you were suddenly feeling quite small compared to him.

"Bad girls don't get what they want. Only good girls do. So," Michael began. In one swift motion, he grabbed the glass in your hand and effortlessly plucked it out of your grasp. "you're gonna be a good little lady and apologize for your behavior. It's the only way you're getting this back."

You sat up on your lawn chair in shock. Your mouth opened, then closed, then opened, then closed again. It felt like one of those novelty-singing fish your dad had hanging over the fireplace at your winter chalet.

While you didn’t want to give in, you also wanted your smoothie back…and despite yourself, Michael kind of made you want to be a good girl. You cleared your throat before speaking.

“I’m sorry,” you whispered.

Michael scoffed and leaned forward. “What was that?” he teased.

You huffed at him. “I said, I’m sorry… Michael, I’m very sorry.”

He smiled and handed you your cup. “Good girl, I knew you could do it,” he leaned forward to kiss your cheek and pat your head softly.

You gasped as your cheeks turned bright pink at his touch.

If Michael had noticed your embarrassment, he didn’t let on. When he pulled away from your cheek, he picked up his net as if nothing had happened and returned to his work.

You laid back in shock, that was not how you’d expected the day to go. Your blush deepened as you realized your bikini bottoms had dampened and not from the pool water. You liked being Michael’s good girl.

Lost in your own thoughts, you missed Michael’s smirking face as he shot you subtle glances. He could tell you’d never had anyone tell you what to do your entire life. He’d enjoy being the first. Hmm, maybe you were different.

Although your mind was swimming with confusion and flirtatious thoughts of Michael, you still had enough focus to go about your routine. Every day the sun was out you got some tanning done before doing laps in the pool. By the time Michael was finished, it would be perfect for your swim.

Until then, you were going to get that gorgeous summer glow that would be the envy of all your other rich friends.

With a deep breath and a shake of your head, you reached under your chair to grab hold of the trusty bottle of tanning oil you preferred. You gave it a hefty shake before holding out your palm to take some in.

"What do you think you're doing?"

Michael's voice stopped you in your tracks. If the smoothie stealing hadn't shocked you before, this certainly did.

"What??"

The curly-haired boy tsked while shaking his head in sheer disappointment. He crossed his arms over his strong chest as he eyed you once again.

"You're going to get skin cancer with the stuff. You better put on sunblock or you're gonna turn into a raisin, little lady."

You pouted and whimpered without even thinking, the pink tinge returning to your cheeks. “But I don’t have any sunblock,” you admitted.

Michael sighed overdramatically, “what am I gonna do with you?” he lightly scolded before running to his bag.

“We can share mine,” he told you. “Lay down for me.”

You scrambled to do as he asked, laying out on your stomach on the lawn chair. Though you couldn’t see him from your position, his lips were curled up at your obedience. You were a quick learner.

“That’s my good girl,” he purred as his hands skimmed the small of your back teasingly.

You could only bury your face deep against the chair so he wouldn't catch the deeper shade of blush on your face. He was already making you feel so flustered, yet his fingers were only touching a small part of you.

"Better get rid of this so I don't make a mess."

Before you could even think to ask what he meant, your ears were greeted by the sound of fabric being scrunched before something was tossed to the side of your lounge chair. A tiny squeak fell from your lips as you caught sight of Michael's shirt on the ground.

There was no way this was happening. Your pool boy was going to rub sunblock on you while half-naked. The more you thought about it, the wetter your bikini bottoms got.

"Gotta get a good, thick layer of this on ya, okay?" Michael spoke, slathering the cream onto his palm. He rubbed his hands together to warm it up some. "Don't worry. I'll be gentle."

“You don’t have to be…” you whispered to yourself more than anyone, but he smirked all the same.

Michael began to knead the sunscreen into your shoulders and back softly. He was almost as good as your massage therapist. You made a mental note to offer him that position when his pool cleaning gig was up. You wanted to keep him around for as long as possible, no matter what.

When Michael finished with your upper half, he moved to your legs, running his fingers up and down your calves, coating your skin. As his hands began to drag up your thighs, you felt yourself grow warmer and it wasn’t from the sun. It took everything in you not to moan at his gentle caresses.

You knew Michael’s hands were likely calloused from all the hard work he did, but his feather-light touches felt so soft. His fingers skimmed the hem of your bikini bottoms as he continued to rub the sunscreen into your skin. Though you hadn’t thought it was possible, you could feel your face burn even hotter.

You moved to flip onto your back, but Michael splayed a hand on your back, keeping you pressed into the chair. “Be good and still for me. Okay, honey?”

God, he really was a dream. The way Michael was on top of you and giving orders was driving you wild. You couldn't stop yourself from nibbling just a bit on your bottom lip.

"O-Okay," you stuttered. When he decided he was ready, he flipped you onto your back, causing a gasp to leave your lips. You didn’t dare to say anything, you still wanted to be his good girl.

The way the rays of the sun shined down on his sculpted body looked too perfect. Your eyes watched carefully as he spread another coat of sunblock onto his hands. He started with your stomach, massaging the area as he had done with your back. Once again, the lulling comfort of relaxation fell over you thanks to his touch.

You didn't have a worry or care being like this with Michael. He was so firm, yet so gentle with you. Now that he could see your face, that was far more clear to him.

The moment of peace was only interrupted when Michael took hold of your thighs.

"Wh-What're yo-"

"Shh shhhh, don't be scared, honey," Michael cooed, his soft words contrasting with how he threw your ankles onto his shoulder. "I gotta get all of those special spots on your skin~"

You followed Michael's orders and kept still and silent. While you were internally freaking out, he was casually rubbing sunblock along the length of your perfect legs. He pushed himself closer to you, his hips grazing the special spot where your bikini bottoms were.

When he finished with your legs, he leaned over you, his brown curls falling around his face like a halo.

He moved even closer, the curve of your ass rested on his thighs while your legs were still slung over his shoulder. You opened your mouth to speak but he shushed you.

Michael glanced down at your right hand, resting by the side of your head, and moved to lace his fingers with yours. Your heart warmed at the feeling of your hands pressed together. There was something so sweet and intimate about how he held your hand.

His other hand fiddled with your bikini top, pulling gently at the strings. “Now that I’ve done your back…” he traced a finger over your collarbone, “do you want me to do your front?”

You almost couldn't believe this was happening. Not too long ago Michael was rolling his eyes at you while scooping leaves out of your pool. Now he was offering to strip you down and get extra handsy with the sunblock.

All those times you acted like a spoiled princess seemed so stupid now. Why would you keep misbehaving when you could give in and let Michael treat you like a good girl? Like HIS good girl.

"Yes, Michael," you whispered.

With his striking baby blues focused on you, he pulled the string of your top. The fabric slipped off with ease, revealing your breasts to him. Even with just a glance at your body, you could see the hazed look of lust take over on his face. It made your skin burn hotter than ever.

"Perky little thing, aren't you?" He cooed. His fingers glided down your chest and over the nipples presented before him. The heat of his body contrasted with the coldness of the lotion, toying with your sensitive spots quite a bit.

If that didn't make you whimper with lust, the feeling of his erection poking your thigh certainly did.

You shouldn't have been surprised, given he was a hot-blooded man enjoying a shirtless lady underneath him. Then again, you were more than happy to find out he had an impressive size. You couldn’t remember the last time you enjoyed yourself with a guy.

“Hmm,” Michael hummed, faking concern.

“What is it?” you asked with a pout, worried you’d done something wrong.

“The sunscreen, it’s not gonna stay on here,” he said as his fingers skimmed over your nipples once more. “Too wet.”

“What?” your brow furrowed in confusion, “How are they-”

You couldn’t finish your sentence when Michael’s mouth sealed around your breast. You gasped and arched your back into his mouth, loving the feeling of his tongue swirling around your nipple. The hand that wasn’t clasping his found its place in his perfect brown curls. When he’d finished toying with you he pulled back.

“See? Way too wet,” he told you with a wink. You could only mutter a flustered ‘mhmm’ in response.

Not wanting to keep you waiting, Michael dove right back in, continuing his work with your other nipple. He let out a soft groan around the flesh, clearly aroused by how you felt in his mouth. Instead of swirling his tongue again, he sucked gently, stimulating you quite a bit.

"Ooooh god~" you sighed. The grip of your fingers in his hair grew tighter as your arousal got stronger. You were dripping wet for Michael at this point. Your brain was completely clouded while your body took in all of the pleasure.

"You taste so good, honey. Makes me want you even more than I already do."

Now you were REALLY hot and bothered. Michael's voice sounded so husky and hungry to you. The more he toyed with you, the stronger your need for him got.

"Michael," you whimpered out.

"Hmm? What's going on, honey?" he smirked, playing dumb with you. It only made you even whinier.

"I need more! Please….please don't tease me…."

Michael laughed softly to himself. He dragged a finger down your abdomen, making your stomach muscles clench. “You wanna feel me in here?” he stroked his finger over your clothed pussy lightly.

You had never had to beg for anything in your life, and Michael could tell. Tears started to well in your eyes and your lip popped out as you nodded.

He pretended to consider your request, “I don’t know honey, do you think you’ve earned it?”

Now the tears had started to roll down your cheeks as you knew the answer to that question, maybe you could convince him otherwise?

“Yes…yes Michael I’ve earned it,” you swore.

Michael sighed. “You were mean to your butler, you teased me…doesn’t sound like good girl behavior to me.”

“But- but I apologized! And I was so good just now! I- please Michael,” you begged for the second time in your life.

“Don’t talk back baby,” Michael scolded and your lips immediately clamped shut. “Still,” he considered, “you have a point, I guess you have tried to be good for me today…maybe I can give you something.”

You would have done anything for him. “Thank you, Michael! I’ll be so good, I promise!”

“Yeah? You gonna be good and take what you’re given,” he smirked.

“Yes! Yes, Michael! Whatever you want.”

He loved the sound of that. Even if Michael was acting stern with you, he was still a very giving and kind lover. He wouldn't let your pleading fall on deaf ears.

His hands moved gracefully, taking hold of each side of your bikini. You softly mewled from the sensation of a nearby breeze on your exposed bottom half once the last piece of clothing was discarded. Michael was left positively ravenous at the sight of such a wet, glistening pussy.

"Holy shit," he sighed, running his tongue over his lips. "God, I gotta show you what you're doing to me, baby."

It didn't take long for you to figure out what that meant. Far less gentle with himself than with you, Michael practically tore off his swim trunks. In mere seconds, his cock sprang out, thick and twitching with arousal.

Your mouth fell open and your eyes shimmered at such a sight. He was so impressive.

"Oooh my~" you said. "How'd you hide a big thing like that all this time?"

"I dunno. But I guess I can't help how it shows when I got you under me, honey~"

Michael took hold of your thighs again, gently touching them as he pushed his body close to you. Your perfect breasts pushed up against his toned chest while he pressed his forehead against yours. You could smell the gum on his breath and it made you feel positively desperate to kiss him.

"Listen closely," Michael whispered to you. "If you want to stop at any time, please don't be afraid to say so. I'll take care of you, but I need to keep you safe. Do you understand?"

Your heart raced from his words. Even when he was teasing, he was still so sweet with you. Michael sure beat all the arrogant trust fund assholes you’d messed around with in the past. He was a special guy.

“I understand, and I’ll tell you if I need to stop,” you promised.

Michael smiled down at you, “That’s my good girl,” he cupped your cheek before his hands gripped your thighs once more.

You bit your lip, “Michael?”

“Mhmm,” he stopped what he was doing and met your gaze. His lips pulled up into a smile at your blushing face.

“Can I have a kiss before you start? Please?” you asked.

Michael’s smile grew even wider at such a cute request. He was proud of himself for seemingly taming you into his perfect, good girl in less than a day. “Since you asked so nicely…”

He pressed a kiss to the tip of your nose before beginning to grind against your thighs softly. You gasped at the friction, he was barely touching you and you already felt like you could come apart on your lawn chair.

Before you could whine for a proper kiss, Michael ceased any teasing and went right in. His lips were perfect in every way. Warm, soft, and fit so well with your own. Never before had a boy made you positively melt from just a first kiss.

But Michael wasn't going to stop the passion there. He was a romantic at heart and wanted to keep you happy. With one hand caressing your cheek and the other grazing over one of your legs, he moved his body with yours some more.

"My good girl~" he groaned. The tip of his cock was pushed past your thighs, so achingly close to your cunt. He let each inch of his length through as well. The two of you each let out a moan as his cock brushed over your pussy lips, getting soaked with just a small touch.

"Keep your legs nice and tight for me, okay? I'm gonna fuck your pretty thighs like this~"

You nodded furiously and whimpered at his words. He smiled down at you. “You’re so cute like this, such a pretty girl for me.”

You beamed at his praise as you clenched your thighs tightly around him. His head fell to the crook of your neck and he moaned as you squeezed him. Your arms immediately gripped the lawn chair as your body felt overcome by the feeling of his cock brushing up against you.

“Do you hear how good you’re making me feel, baby?” he asked. “You’re being such an angel right now, holding me so tight. That’s my girl.”

You sighed blissfully, ‘his girl.’ He had you wrapped around his finger and you didn’t even care.

Michael rolled his hips into your thighs at a slow and steady rhythm, occasionally brushing against your pussy and making you see stars.

"Mmmh! M-Michael~" you sighed out for him. You hadn't expected this to feel so amazing. He didn't even need to penetrate you to get your body going. The way his cock pushed against your thighs and clit was just so perfect. Even if you couldn't have more, you still loved what it was now.

"Pretty little princess, arentcha~?" he cooed in your ear. Michael grabbed your hips tighter and thrust his hips at a faster pace. He tugged you upward a bit, letting your lower half lift from the chair.

He brought his mouth to yours again, kissing you deeply while he fucked you. The precum dripping from the tip of his cock made your thighs and pussy so very slippery. He just made you so warm all over, and you didn't want it to stop for even a moment.

You wanted to touch him so badly, to wrap your fingers in his brown curls and pull, or to grip his toned shoulders as he fucked you, not so gently. But you knew better than to do anything without permission.

You managed to let out a breathy, “Michael…” between whimpers and moans. “Mhmm?” his tone has an almost condescending tinge to it, but you didn’t care. Maybe you didn’t mind being put in your place a little.

“Let me touch you? Please?” you begged.

Michael’s lips parted in shock. He had to hold back a snide remark about how the brat had already been fucked out of you, and he wasn’t even in you. Oh, but you were so vulnerable like this with your eyes glassed over and your supple lips pressed into the prettiest pout. Michael was a lot of things, but he wasn’t cruel.

He smirked down at you, not letting up from his pace, but moving closer to your clit with each thrust, a little reward for asking for what you wanted. “Where do you wanna touch me honey?”

He shifted his weight to support himself with one hand, while he grasped your hand sweetly with the other.

"I won't lie, I've been wanting to touch this body of yours all summer," you admitted.

Michael seemed to enjoy that statement quite a bit. He was a humble guy, but it was still nice to get his ego fluffed up a bit with compliments.

"Then, by all means, enjoy yourself~"

He kept up the motions of his rocking while he allowed you to do as you wished with his body. Your manicured fingers traced over the dips and curves of his muscles. You couldn't help but squeeze his pecs and abs. It turned you on seeing someone so perfectly sculpted and toned above your writhing body.

There was no hiding the fact that he felt the same way about you. Even when you were acting like a spoiled brat, you were a very SEXY spoiled brat. One with a gorgeous figure to caress and cherish as he pleased

His heart swelled with pride as you touched him softly, your eyes always searching his face to ensure you weren’t taking too much or being too greedy.

He leaned down to whisper in your ear, “You’re being so good for me, sweetheart. Think you deserve a reward~”

You gasped as his thumb brushed across your clit. You could have cum right then and there. He began to move his thumb in soft circles, pulling gasps and moans from your perfect lips. It was the most beautiful sound he had ever heard.

“Love how you touch me, baby,” Michael purred into your ear, “Needed to return the favor.”

You whimpered beneath him, totally intoxicated by the pleasure he was giving you. “I’m close,” you admitted, blushing.

He sighed happily, your words music to his ears. “Then be a good girl and cum for me ok?” Michael patronized, feeling how much you enjoyed his tone.

God, there was no holding back when he talked to you like that. The jolts of pleasure were rushing through your body, charging you up like electricity. With your hand gripping him tightly and your legs locking more firmly, you felt yourself get closer and closer with every second.

Michael wasn't far behind you. It was quite easy to catch up with how much you had stimulated him. He grunted and moaned as he fucked your thighs and toyed with your clit at a faster pace. He was dying to see that beautiful face make an expression of truly amazing pleasure.

"FUCK!! Fuck, Michael!!! Yes!! Aaah~" you cried out. Your voice echoed out into the California air as the orgasm hit your body with full force. If Michael's cock and fingers weren't soaked already, they certainly were now.

The sound of your pleasured screams triggered his own release mere moments later. Thick, white shots of cum splashed onto your soft thighs and stomach, properly marking you as Michael's girl.

He stared down at you and smiled to himself, God you were a pretty sight. He bent down from his arms to his elbows and laid on your chest, arms wrapping around you in a sweet embrace. Now you were covered with him in more ways than one.

Instinctively, your arms snaked around him and your fingers began to draw circles on his back. Michael smiled softly, enjoying the lovely sensation as he pressed wet kisses on your cheeks, your jawline, and your neck.

“You with me baby?” he asked as he tucked sweaty strands of hair behind your ear.

You sighed happily, “Yeah.” Your cheeks were a pretty shade of pink as you smiled at him. “I like when you call me baby.”

He laughed softly. “Can I tell you a secret?”

You nodded enthusiastically.

“I like when you call me Mikey.”

You could have melted right there.

Michael grinned as he began to push up from the chair, but your sudden, tight grip on his waist stopped him. He looked down at your pitiful pout.

“Gotta clean you up sweet girl,” he said as he stroked your cheek.

“Later, I promise,” you bargained. “For now can you just…hold me?”

His lips pulled up into a bright smile before he settled on top of you, laying his head on your chest. “For as long as you want, baby.” Your mom and dad may have been in Aruba, but you were in heaven.

Taglist❤️:

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lohstandfound · 2 years ago

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Jakob Dillinger and the Loves of His Life

A little fic/character study/examination of Jake's relationships with his friends. These can probably be interpreted however you please. Yes, this is already on AO3 and now it's here because I say so.

Jake Dillinger and Chloe Valentine were best friends in middle school. They did almost everything together. They were a force to be reckoned with. Jake was the one who fell first, getting flustered and nervous at the thought of his best friend. In freshman year, he wrote a poem. It was dumb, stupid, and honestly not even good. But he stuck it in Chloe’s locker. The next day, they were joined again at the hip as the newest and sweetest couple at Middleborough High School.

Chloe believed that she was destined for popularity, so she dragged Jake and Brooke with her. Chloe Valentine and Jake Dillinger became the queen and king of Middleborough High School. Middleborough’s ‘It’ couple then started to crumble. Fights and arguments and breakups and makeups and relief and stress. And they weren’t happy. Chloe had her claws dug into Jake, and Chloe was wrapped around Jake’s finger.

Chloe and Jake had a fight on Halloween, before the fire. Then Chloe and Jake were no more.

Chloe and Jake were bought together because of some dumb robot pills in the beaker of the school play. Chloe and Jake decided to make up.

They talked, and they talked and talked and talked. They missed each other, they missed being close, and they couldn’t imagine not being together. But being together wasn’t good for them. (Rich and Brooke both begged them to stop getting back together because why would they want to hurt themselves like that?).

Chloe and Jake decided not to date again, but they are almost joined at the hip again. There’s an understanding between them, a deep and unconditional love for their first love. They were still tied together, but no longer with a heavy chain. It was something softer, more gentle, more flexible. Chloe and Jake would never describe their relationship as romantic. In fact, Jake once said their relationship is basically a divorced couple who are still really good friends.

…

Growing to love Brooke Lohst was not part of the plan for either of them. Sure, maybe Jake wanted to get to know Chloe’s new best friend, but Chloe’s new best friend avoided him like the plague. So Jake never really got the chance to know Brooke one-on-one.

He noticed things, though. When Brooke was their third wheel. Or when he was the third wheel, particularly during trips to the mall to carry their things. He noticed Chloe liked to have control. He noticed Brooke was always in the background, always second best to Chloe.

The catalyst was their English class in Junior year. That is when they really clicked. Suddenly, Brooke didn’t avoid Jake as much. And Jake was always happy to hang out with Brooke. When she wasn’t with Chloe, when she wasn’t with anyone, Jake discovered that Brooke was bloody amazing. She was sweet, kind, fierce, smart, and determined. She had just as many goals as Chloe; she was more than just Cloe’s best friend.

Jake liked seeing more of Brooke.

Of course, Chloe used to get jealous when Brooke and Jake would hang out. It was just inevitable back then, but that didn’t stop Jake from getting close to Brooke. And sometimes, he’d surprise her by taking her out.

“Yo, B!” Jake would call out to her.

Brooke would smile as Jake pushed his way through the crowds. “Hey, J.”

Jake would sling an arm around her shoulders and flash a grin. “You doing anything tonight?”

Brooke would respond with, “I think Chloe was-”

Jake: “I didn’t ask about Chloe. I asked about you.”

Brooke: “Oh, uh, no. I don’t think I have any plans.”

Jake: “Now you do. I’m taking you out tonight.”

The first time it happened, Brooke was confused.

Brooke: “What?”

Jake: “Oh, god- Not like that, definitely not like that. Chloe would be pissed.”

Brooke: “I don’t know whether I should be hurt by that or not.”

Jake: “I’m sorry, I don’t mean in, like, a romantic way. Not a date date. Because I don’t see you in, y’know, that way and-”

Brooke: “Jake, you’re rambling again.”

Jake: “Right- uh. A platonic date. Friend date.”

And so out they would go. Pinkberry, Sbarros, rollerskating. Those were usually the locations for their friend dates. It was nice. Pleasantly surprised at the discovery of the ‘real’ Jake and the ‘real’ Brooke.

Besides, Brooke always made awesome baking and was a super good cook; Jake loved being the test subject for her new recipes. Especially anything Italian.

Jake and Brooke grew super close, especially after the play. Brooke visited him a lot in hospital, and Jake always looked forward to her visits. She bought him food, books, missed school work, and caught him up on everything he missed. And they were both left without Chloe for a period of time. It was only when Chloe saw Jake and Brooke together did she realise how much she missed them, and how much she fucked up.

…

Jake and Jenna were unexpected. Jenna never really felt seen by anyone, and Jake was seen by everyone. Everyone would talk to Jenna to hear the latest gossip, wanting to hear the dirt on someone they knew or to hear the juicy news from within the popular kid circle.

But Jake was different. Jake didn’t care about hearing the latest news and gossip. (Okay, sometimes he wanted to know what was up, but he rarely went to Jenna for that). Jake spoke to her like she was a real human being. Jake and Jenna had always shared a lot of classes together, and Jake and Jenna were always competing for the top marks in those classes.

Jenna was one of the few people to see Jake as a regular human being. He wasn’t some stereotypical dumb jock heartthrob who threw parties every other weekend. Okay, maybe he was a jock heartthrob who threw parties every other weekend. But he certainly wasn’t dumb. Maybe just a little oblivious.

Jenna was Jake’s favourite study buddy. Even if their study sessions were less study and more just hanging out. Jake wanted to make Jenna feel seen and heard, and he was certainly doing a good job at that. He let her vent about her problems and tried to give her advice. They would hang out, they were friends.

Jake was a little less open about his feelings and problems, but Jenna was observant. She noticed the way his shoulders started to drop a little, she noticed that his eyes didn’t light up the same way they used to, she noticed that his smile seemed a little forced, she noticed the way he avoided certain topics, the way he screwed up permission forms for parents only for him to hand in the crumpled letter a few days later, the way he only seemed to let himself relax when he was at a party.

Jenna was the first person to see through Jake’s act. Even if it wasn’t the whole picture. Finally, Jenna was able to return the favour and be Jake’s shoulder to cry on.

Jenna Rolan was widely known to spread any and every juicy bit of gossip she heard, but for some reason, Jake trusted her the most with the secret of his empty home.

Jake and Jenna care deeply about each other. Thick as thieves. Always looking out for each other.

…

Christine Canigula and Jake Dillinger were like fireworks. After a semi-disastrous first relationship that had suffered Chloe’s attempts at sabotage, they got on surprisingly well for exes. Like the best of friends, Christine was the first person that made Jake show off his soft side.

Christine doesn’t take shit from anyone and was not letting Jake get away with what happened during their relationship. We had an angry Christine and an already apologetic Jake.

A week later, they were hanging out again.

Jake wasn’t lying when he spoke to Christine the first time. He was enamoured seeing her act, and he loved watching her on that stage. He always loved watching her during rehearsal. She was fantastic, mesmerising, even if the play was Midsummer Night’s Dream but with zombies.

After the disastrous Midsummer Night’s Dream with Zombies, Jake decided that acting on a stage wasn’t really for him. He decided he’d be Christine’s partner when she wanted to run lines with someone, and that was it. If someone told him he should be in the upcoming school show, he’d respond with, “I am never stepping foot on that stage. The only way I’m getting up there is if Christine Canigula herself convinces me, and she never will.”

But she always does. She is determined.

Like the time he helped Christine run lines for the proper version of A Midsummer Night’s Dream. A scene with Helena and Demetrius, to be precise. It was weird and difficult, and Christine was uncomfortable. Jake had already decided he wasn’t going to act. He missed the auditions. But he didn’t want Christine doing this scene with just anyone.

Three days later, Jake was cast as Demetrius.

Christine and Jake are like fireworks. Jake and Christine are a force to be reckoned with. They’re wild and fun and love each other dearly. They’re the mum friends of the group, despite the fact they need to be reminded to eat, sleep, and take breaks. Organised messes.

But, of course, they make sure the other take care of themselves. The star athlete needs to remember to eat, and the star actor needs to sleep, of course. They support each other just as much as they support their friends.

…

Jake Dillinger decided Jeremy Heere was a pretty neat person after a dance-off on Halloween. Jake had only known Jeremy as the weird, awkward kid in his grade that Rich liked to mess with. The guy who was friends with the headphones guy with the cool hoodie.

But now, Jeremy was pretty cool.

Of course, that Jeremy he got to know wasn’t exactly the real Jeremy. Besides, that Jeremy was an ass. Cheating on Brooke by sleeping with Chloe in his parents’ bedroom? Not cool.

(Although that isn’t the true story, that was just what Jake saw that night).

The real Jeremy is also pretty neat. Much, much better than before. They mesh surprisingly well. It took a while for Jeremy to warm up to the idea of Jake wanting to be his friend.

If Jeremy was being honest, he was always jealous of Jake. Perfect skin, perfect hair, perfect body, perfect face, perfect everything. He was envious, and Jeremy was an asshole, so why was Jake trying to befriend him now?

But eventually, Jeremy began to warm up to Jake, allowing himself to enjoy the other’s company. Jake wasn’t all cool and chill and intimidating as he thought. Jake was a massive dork.

The first time Jake saw Jeremy’s room, he was gushing over anything and everything. Jeremy was almost dumbfounded. When he mentioned it around Rich and Michael, Rich just said that’s how Jake’s always been, and Michael told him about the Donkey Kong high score.

Jake and Jeremy were a wonderful pair. They balanced each other nicely. They grounded each other, they bought out sides of each other they didn’t know they had. Jeremy could learn to let loose, have fun, and make a fool of himself because Jake would be right there doing the same thing. Jake could learn to be soft, gentle, quiet, to relax because Jeremy proved to be some sort of calming presence in Jake’s whirlwind life.

Jake thought Jeremy was pretty neat; Jake liked being around Jeremy a lot.

…

Michael Mell always remained a mystery to Jake Dillinger. Michael was a mystery, and Jake was Indiana Jones. Or Lara Croft. Jake quite enjoyed the Tomb Raider games.

They had more in common than they thought.

And they admired each other for very similar reasons. Or opposites. Jake admired how little Michael cared what other people thought of him. Michael wished he could care a little bit more like Jake. Even though Michael was determined not to like Jake at first. The guy was just too perfect, but goddammit, he’s just too nice.

It was such a surprise when Michael found out that the top score on Donkey Kong at the arcade he was trying so hard to beat belonged to the one and only Jake Dillinger. Michael was determined to change that.

However, Jake was good at everything. But video games were not one of those things. The few exceptions are Tomb Raider and Donkey Kong. And Michael was determined to beat Jake at Donkey Kong. Michael was the self-appointed video game master. So, Michael would set up tournaments for the two of them, and Jake was just happy to spend time with Michael.

He liked being around Michael. The guy just seemed to know how to make anyone feel better; he was funny, gave the best hugs, and smoking with him was always pretty fun. Not to mention he felt right at home with the Mell family. Michael’s mothers always welcomed him into their home.

Eventually, they grew from their mutual admiration and one-sided gaming rivalry. Michael Mell and Jake Dillinger were great friends. They helped each other grow. The one thing they always had in common was how much they cared about their friends. Jake and Michael are the kings at gift-giving.

…

Jake Dillinger and Rich Goranski. Jake and Rich. Rich and Jake. Soulmates. They are always meant for each other, no matter what way that may be. They’ve been through hell and back and still have each other.

Maybe their relationship was built on a lie. But that doesn’t change how they felt about each other before the play, before Halloween.

Jake would wake up some nights, or maybe he was already awake at odd hours of the morning, to a knock on his door. He’d open it to find Rich standing there, a bag over his shoulder, and doing everything he could to avoid looking at Jake as he asked to crash on his couch for the night. Without fail, Jake always let him in.

It happened more and more, and Rich was always worried he was being a bother, but Jake liked the company. It went from Rich asking permission to sending a warning, to just showing up and knocking, to letting himself in if the door was unlocked.

Eventually, Jake got Rich his own key. And, very slowly, Rich just seemed to move in. And it just felt right. Jake liked having Rich around, and it motivated him to keep the kitchen stocked. And Rich liked having his safe place.

Jake and Rich are more than just best friends. They are fiercely protective of each other. Rich would jump to defend Jake. He’s explosive and ready to fight to defend those he loves. Jake is more quiet, reserved. (Maybe it’s because he wanted to focus on his friends, or maybe it’s because he doesn’t know how to process his emotions, so they sit on the back burner. Even he doesn’t know the answer to that). His focus lies more on Rich while sending the coldest death glare anyone could receive. An angry Jake Dillinger was not something you wanted.

Something then switched. Halloween. Everyone had gotten out of the house, and Jake had made sure of that. But he scanned the crowds of people for Rich, only to find him absent. Before anyone, including himself, could stop him, he ran back into the burning house. He would be damned if he lost Rich. And he found him, lighter in hand and an empty container of gasoline.

Jake was not going to lose Rich.

Jake grabbed Rich, opened the window, and jumped. That was the last time he saw Rich for a while.

They next saw each other after the play. Jake was mad. So, so, mad. Rich had seen Jake mad at other people but never at him. He knew he deserved Jake’s anger, and Jake started asking all these questions, some of which Rich didn’t know the answers to. Or he didn’t want to say them out of fear of them coming true. But they’re yelling, screaming, crying. They are both hurt, so, so hurt.

But they feel better once the silence falls over them. It’s a slow movement, but Jake slowly moves forward in the wheelchair, moving closer to Rich. He hesitates before grabbing his hand and giving it a gentle squeeze. And Rich crumbles. He cries again, covering his mouth to muffle the sobs. Jake gently tugs him down into a hug.

It’s a start to rebuilding their relationship. One full of honesty and trust and love and care. They’re open with each other, they love each other, they care for each other. Maybe Jake doesn’t know the real Rich, and maybe Rich doesn’t even know who he is anymore. But they’re finding out together.

It’s Jake and Rich. Rich and Jake. How it’s always been and how it should be. Friends, brothers, soulmates.

…

Jake used to think that maybe he just wasn’t meant for a family. Destined for flings and temporary relationships and for keeping people an arm’s length away from his heart.

It took a supercomputer pill to make him realise that he did have a family, right in front of him. They certainly weren’t the family he was asking for, but it was the family he needed.

His favourite way to describe his family is that one Lilo and Stitch quote:

“This is my family. I found it all on my own. It’s little and broken… but still good. Yeah, still good.”

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