I have so many ideas I wanna write but writers block is truly fucking me over, like I go to do it and my entire brain just farts and I can’t think of anything.
𝐬𝐮𝐦𝐦𝐚𝐫𝐲: what happens when cynthia, jack’s beloved best friend, has a date with another man but doesn’t know how to go about intimacy with another man?
𝐩𝐚𝐢𝐫𝐢𝐧𝐠: best friend!reader x best friend!jhugh
𝐰𝐚𝐫𝐧𝐢𝐧𝐠𝐬: smut ; dry humping, fem!reader jerks him off, small teasing, penetrative sex, unprotected sex, praising, edging (?), both do no finish. comedy/other ; tz⁴⁶ jumpscare, mentions of tz⁴⁶ trade, practice sex trope, jealous!jhugh⁸⁶, one lewd thought, slight cliffhanger.
It was yet another unconventional summer day in California, the heat was unbearable and lingered in Cynthia’s upstairs apartment. Which embarrassed her as Jack was visiting for a couple of days, a man who was probably used to cooled apartments and vehicles.
Despite his claims to be fine with the temperature of her apartment, his body said otherwise. In a seek for coolness, they both retreated into the darkness of her bedroom. Sprawled out beside one another in a recharging silence, dreading the continuation of their day as Californian heat always tends to linger around for the after party.
Unexpectedly, Cynthia’s cellphone disrupted the silence with a reminder she didn’t want to see.
“A date?” Jack softly spoke
“Yeah” Cynthia sighed loudly “This guy was decent enough to get a second date”
“Is he decent enough for a full ride?” Jack jokingly asked
“No” Cynthia laughed “I wouldn’t even be into that considering how inexperienced I am”
“Do I mean nothing to you?” Jack sarcastically gasped with a hand pulled towards his chest
“What you’re referring to is different. We’re both into it and know each other well” She pointed out with a glance towards him
“Okay then what are you talking about” He questioned further
“Like basic foreplay, getting into it and transitioning onto the bed. What if I come on too strong? Or he does?” She then stood up, moving her hands around to show her contemplation
“That’s literally what you do best… and why I get so confident” jack admitted willingly
“Because we’re on a bed!!” She raised her voice in frustration
“Then let’s practice! Work out all the possibilities” Jack suggested
“Like you would even understand” She crossed her arms in huff
“I’m honestly trying to help you but if you don’t need it then fine” Jack sighed, marking the final seconds of his offer
“Fine” Cynthia sighed, giving into his short-lived silence
“Okay” Jack smiled
Cynthia trotted towards the corner of her room with an attitude, trying to ignore jack’s gleaming smile behind her. Assuming his position in front of her, hands already massaging the sides of her body, lips clasping onto the skin of her neck, body pressing against hers in just the right way. Jack was almost overstimulated by the amount of contact between them.
“Is this good?” Jack breathily questioned, his hands now molding themselves into her sides
“You really think he’s gonna do this?” Cynthia laughed at his actions, suddenly making Jack shy away
“I mean I would… but show me what you think he’s gonna do” Jack huffed at her acknowledgment towards his rushing
“Not everyone is as confident as you” Cynthia sighed as she swatted towards the empty spot next to her, wiping a bit of sweat from the top of her forehead
“How could anyone be confident when they’re around you?” Jack half nodded with a smirk, assuming a better position in front of the girl he was blatantly flirting with
“Is that a compliment?” Cynthia’s tone changed drastically as a smile crawled onto her lips, lightly guiding Jack’s hands towards her waist
“Obviously” Jack rolled his eyes playfully, sliding himself closer to her
“Woah back up there” Cynthia lightly guided him to a much safer distance, offending a desperate Jack
“You really think he’s gonna be this far?” Jack sassily questioned, wondering if the girl in front of him even knew what happened during this part of a date
“I’m picturing this” Cynthia starts with Jack moving alongside her “We enter the apartment and have a drink, then with a subtle move we go to the bedroom, start making out, then land on my bed with me on top” A huff escapes her mouth as they both collapse onto her soft mattress
“Why not him?” Jack further questioned
“Shut up and let me continue” Cynthia sighed “Then I would you know… straddle him and get it on” she awkwardly gestured as she remained on top of Jack
“Get it on? Oh my gosh you’re so inexperienced” Jack chuckled at her imaginary scenario, covering his eyes playfully
“Shut up!! I just… don’t know what to do! Like what do you do with a man you’re barely interested in when you’re craving intimacy?” Cynthia questioned into the air as Jack wouldn’t get it, he never could
“Ask your guy best friend for advice instead of asking him to help, I guess” He stated in an annoyed tone, adjusting his upper body to be supported from his elbows
“I’m being serious, Jack” Cynthia laughs as she grasps her face in her hands, unnoticeably putting all her weight on the man beneath her
“Me too!” Jack rebutted “It doesn’t hurt to ask”
“I-“ She sighed deeply “Let’s just practice a bit more”
“Fine by me” Jack smirked as the position they were in was anything but an innocent way to start practicing intimacy
“How would I know what he likes? Or what if he doesn’t like this position? Or the way I do things?” Cynthia began to spiral
“I can guarantee you that majority of men would be so into this” Jack’s smile grew as his hands started to wander around her muscled thighs
“I feel like you’re speaking for yourself, again” Cynthia’s skin rippled with goosebumps at his action, how was he so smooth with his movements?
“I’m not” Jacks smile faded into a genuine gaze, showing such vulnerability in his eyes that affected Cynthia deeply
“Okay… so we’re here. I’ll pin his arms back and just move, are you okay with that?” Cynthia faintly asked as she grabbed onto Jacks large hands
“Anything’s okay if you’re doing it” Jack replies happily
Cynthia replies with a smile towards his flirty response, taking it lightly, as if her girl best friend is complimenting her on a night out. Another knife in Jack’s chest as the reminder of their situationship extends its contract. Though, it had seemed to be begging for a transfer, especially with these special ‘practices’ Cynthia had always asked for.
So it wasn’t a surprise that the crack of amusement in her smile was apparent. Pinning the man’s hands just above his head, worried that if she had pinned them far enough he would end up with the smell of her deodorant in his nostrils for days. That was the only thing she cared for, really. The long strands of her brunette hair covered them like a curtain, entrapping them in the heat of their breathy exhales from the small jolting pleasure of Cynthia’s light grinding.
A mumble of directions were escaping from Cynthia’s mouth, as if she’s living out her imagination word for word. Grinding down harder and vigorously by the second, distancing herself farther from the image of herself with another man. Whispers of Jack’s name echoed in the small space between them, a burning desire unlocking within. Cynthia ultimately lost control over herself as the reality of her situation had hit like a truck.
Jack took this opportunity to ease her erratic breathing and grinding. Massaging her thighs that flexed with each dig, back that rose up and down from her deep breaths, and hands that twitched with anxiety.
Cynthia wanted Jack, badly.
Now, she didn’t know how but in this moment she just wanted him. The overwhelming truth of her feelings just washed an unbearable desire for closeness. Which ultimately resulted in her stripping on top of him, showing a side of confidence he’s never seen.
“Are you sure about this?” Jack questioned wearily as her confidence blinded her
“Yes, it’s all I want right now” Cynthia embarrassingly nodded frantically
“Okay” He mumbled “Okay…”
Everything had felt like it was in slow motion. Like they were two main characters in a romance movie finally getting it on after countless scenes of bickering and forced hate. Pushing their sweat ridden bodies together in harmony as they tried to kiss away some of the desperation.
It had killed Jack inside to move so slow but it was Cynthia, his lifelong crush. Even though they had done this before, this time was different. The tension in the air was thick and each kiss felt like a confession of love. Their touches were more mature and measured, pulling more than grabbing, it was harmonious. Moving one another in all the right places, it was heaven. Such a pleasurable experience that heightened their arousal to the max, like they had eaten natural aphrodisiacs.
“Oh my god” Jack breathily sighed “You’re gonna be the death of me” He threw his head back
“Does that mean I’m your death wish?” A very noticeable ego boost ripped through her body, so much that she snaked her hand into his shorts, pumping him slowly
“Could be, I wouldn’t complain” A wide cheeky grin rose to his face as she continued her movements in his lower region
“Oh yeah?” She teasingly whispered
“Yeah” Jack nodded his head with confidence, reaching just beyond her in order to remove his pants
A massive shift of energy in the air caused them to halt their movements. Was this really happening? A confession without words? Could Jack or Cynthia speak up about this discovery? Or was this all an immense feeling of lust?
They couldn’t tell the difference, and that was the scary part…
“What do I do after this? With you… I’d uhm get off but nobody is exactly like you” Cynthia broke the ice with an awkward-toned statement
“For your pants, yeah, get off but then as soon as they’re off get back to your previous position” Jack instructed in a frazzled tone
“What about my underwear?” Cynthia asked in a concerned tone, slowly prying herself from his lap
“Some guys like it on, some don’t. Just feel the vibe i guess? I don’t know” Jack shrugged as his eyes remained on Cynthia, watching each movement like she wasn’t able to see him
“Your pants?” She questioned worriedly
“Is he staying the night?” A small bit of attitude had slipped from his mouth as he asked her this
“No” Cynthia retracted her body in as automatic response, staging her just above his left thigh
“Then he’ll be expecting to leave, this shouldn’t be anything more than shirts off and underwear” Jack tried to keep it simple, biting back the question of why she’s going on this date to begin with
“Okay” Cynthia nodded understandingly, resuming her position on top of Jack’s lap
Another stoppage of movement was brought toward Jack’s attention this time. The girl just centimeters above him was frozen in place for a couple of seconds, adjusting to this new feeling that just unlocked inside of her. One that shocked her so still she knew she was doomed. So he had brought it to her attention.
“Do you want to—“
“Do I immediately rock my hips or do I kiss?” Cynthia successfully interrupted him
“Whatever in the moment” Jack took in a deep breath, unknowingly clenching his jaw as he prepared for her to move like this is their first time having sex
“Okay” Cynthia slid her underwear to the side and rubbed the arousal of her cunt all over Jack’s erection
“Oh my… god” Jacks breath faltered with an exhale over the rolls of her hips, his large hands gripping the sides of her hamstrings
“Is this too much?” Cynthia breathily whispered, trying to conceal her satisfaction as much as possible
“No, it’s perfect… so… perfect” Jack’s voice drifted into a strained silence, fighting himself to remain a strong gaze towards her eyes
“Okay, let me know if it is. I’m gonna keep on going” Cynthia notified an air-headed Jack, who could only nod as his eyes rolled back
A miserable silence fell upon them with the slight interruption of Jack’s muffling moans. The bottom of his lips were becoming engraved from the pleasure shooting through his body. Another desperate attempt to cover up how he truly felt about the woman above him. It was hard for the man not to confess in this moment, Cynthia was looking ethereal, like an angel.
Soft shallow breaths were fanning against him as the thoughts of her having full control over him flooded his mind. The imagery in his head so deafening that she had to stop her movements in order to get his attention. Trying to resist the pulsing of desperation that laid in her core. Repeating herself with attitude.
“How long do I go for?” She questions with a balled fist
“However long you’d like, unless another man says otherwise” Jack replies in a soft tone, mentally eating himself up for mentioning another man
“And do I ask for protection now or before?” Cynthia belatedly asked
“Before all this” Jack answered in a knowing tone
“Okay… we don’t have too, it’s nothing new here” Cynthia said as if it was another day, throwing Jack completely off
“O-okay” was all he could manage
“You ready?” Cynthia breathily asks him as she steadies herself above him, pleading with herself to ignore the pulsing desperation beneath her, awaiting Jack’s answer
“Yeah” He responds in a daze of lust
Cynthia whispers a shallow acknowledgment before dipping her hand just below the two, grasping onto Jack’s erection. A sharp inhale cuts through the air between them from just a simple spike of pleasure. Vulnerability shines over the two of them like the sun, sheer embarrassment coating their faces as they both were hungry for this experience.
Beads of sweat balled at the sides of Jack’s face, how could he be so nervous? This is just a casual thing best friends do for one another, right? Friends help friends in all ways! Right?
A strained sigh was released from the depths of Jack, silently expressing his frustration of where their friendship lies. Are they friends, friends with benefits, dating, talking? He could not figure it out. Jack’s mind was spinning a thousand miles per hour, until Cynthia made her move. A bobbing sink into pleasure island— sighing with relief as every ounce of anxiety released from both of their bodies.
Cynthia’s body quivered through the stinging pain of being stretched out. A mountain of questions dissipating from her mind as Jack’s pleasure-filled eyes drowned into her pleading ones. Still breathless, Jack adjusted himself, pushing himself unintentionally deeper into her.
"Oh fuck" Cynthia shushed beneath her breath as the butterflies in her lower stomach rattled
"You okay?" Jack whispers in a tone full of worry whilst his hands clasped onto her hips firmly
"Yeah... I- uhm, do I start slow or do I go at a normal pace?" Cynthia questions as a way to segment away from her slip up
"Yeah! Or at the pace of everything happening" Jack was snapped into reality once again, this was all for someone else
The taste of jealousy tainted Jack's tongue like unwanted pickles in a sandwich, why couldn't it be just them? Why did they make up excuses or create useless favors just to be like this? Unknowingly creating a closer bond that could be their demise.
Besides all the complicating details of their entanglement, Jack's soft and raspy voice fills the room with encouragement. Kneading away at the stiffness of her hips, lightly guiding her to a rhythm that would be easy to keep. Staying with this guide until he felt like she didn't need it anymore. Meeting her hips with gentle thrusts, not knowing how this would affect her.
Cynthia, who was already intoxicated with lust, was falling into a deeper level of lovelust. The line of being 'just friends' becoming thinner and thinner the more they continued on with this favor. Yet, it had felt so relieving the two of them did not want to stop.
Jack was the first one to crack, gliding the palms of his hands up her back from her hips. Following the natural curves of her body until he reached her shoulders, grasping them as if he were deprived of touch for decades. A silent plea for him to take over, not because she was doing terribly, he had just wanted more. Pulling her to his chest as the gentleness of his thrusts transitioned into rough ones. A change Cynthia was not fully prepared for.
This whole situation has made him extremely jealous and unhappy, which translated into his thrusts. Jack wanted to make her forget about the guy, rethink the date, rethink her view of him. The only thing keeping him grounded were the noises coming from her mouth. Soft yet loud, pleasure-ridden not empty. If he got too lost within the situation, he would be done.
Yet, it was hard not to think about how their bodies were colliding. The way Cynthia's body was taking him so well, the way she let out little gasps with every thrust, the way her hands claw at the roots of his hair, the way her neck nestled into his. Jack's cock ached with a need for release. It didn't help that she was on the verge of an orgasm either. Meeting him halfway by grinding her hips down roughly, driving the message of desperation throughout the room. Becoming just a little louder in Jack's ear as the knot in her stomach tightened even more.
Out of nowhere, an overpowering feeling of closeness struck the both of them. Provoking a sloppy, passionate, and amateur kiss between them. Slowing down the harsh thrusts of Jack's jealousy into slow and deep thrusts, kissing to keep distraction from the throbbing pains of needing a release.
"Keep going, please- Jack" Cynthia breaks their kiss to whisper in his ear, sending goosebumps all over him
"I don't think I can" Jack was struggling to say through deep pumps of his cock in her
"Gosh- please, this feels so good" Cynthia continues to blurt out as Jack can barely find a string in his mind to hold onto
"I know it does but we can only continue if you-" Sudden banging on Cynthia's front door startled them from their moment
"What the fuck?" Cynthia whispers, still trying to catch her breath while also being frightened by the banging on her door
"I'll go-" Jack, once again, was cut off
"No, I got it" Cynthia waves off as she rose from her spot on top of Jack, covering herself with a random pair of boxers and a long hoodie
Just as Cynthia starts to creep towards her front door, another set of door bangs rattled her nerves. Cowering her into a crouch as she goes to lift the bottom of blinds up, until a familiar voice was heard.
"Cynthia open this door!!!" Trevor's voice boomed through the thickness of her security door
"Trevor?" Cynthia questions loud enough for Jack to hear
"Trevor?" Jack echoes as he shot up to dress himself
"What are you doing here?" Cynthia immediately questions as the brightness of the sun infiltrates the darkness of her apartment
"You won't believe what just happened, dude. I've tried to ring you like ten times!" Trevor exaggerates as one of his hands runs through his dirty-blonde thick hair
"I didn't even feel my phone ring" Cynthia lifts her hand towards her room where a perfectly timed disheveled Jack came out
"Oh! Dude what are you doing here?" Trevor questions as his curious eye scans him
"We were just..." Jack travels off as Cynthia shakes her head no "hanging out" he finishes
"What was it that you wanted to say?" Cynthia quickly snapped back to Trevor
"Oh! I was traded" Trevor dropped on the two of them
"WHAT" They both yelled in unison
"It's okay, it's to Philly" Trevor brushes off with a small gulp
"Are you sure it's okay? I mean... don't you love Anaheim?" Cynthia furrows her eyebrows as she rubbed his arm
"If you mean being targeted by majority of my coaches, no, I don't love Anaheim that much" Trevor sarcastically smiled
"Well dude, welcome to the east coast" Jack smiles as he goes to hug his best friend
"Oh dude, put on some cologne or something. You smell like sex" Trevor retracts in disgust, looking over at Cynthia who stood next to her couch nervously "And you're hanging with your girl, what a shame" Trevor jokes
"Excuse me?" Cynthia chokes at the remark of being Jack's girlfriend, causing Trevor's eye to study her
"Oh my- OH MY GOD. You two were actually?! I thought you guys were like siblings, ew! But like... finally" Trevor confusingly goes through the motions of piecing everything together
"Is that all you have to say?" Cynthia asks rudely
"How long?" Trevor points between them
"Ok- yeah! Get out!" Jack points towards the door, ushering him outside of Cynthia's apartment
"She asked!!" Trevor laughs as he's finally out the door "I'll see you two in a couple of weeks!" He shouts, referring to the monthly stay at the Michigan house
"Whatever you want to believe!" Cynthia shouts back as she shuts both of her doors
"He really just comes by as he pleases, huh?" Jack laughs at a frazzled Cynthia
"You don't even wanna know" Cynthia shook her head, completely thrown off her thoughts
"We don't have to go back to, you know, what we were doing" Jack lowers his tone into a softer one
"I don't even think I can get back into it without thinking about his loud mouth spewing our business" She sighs with solutions towards Trevor's habit of telling everybody's business but his "I just wish I could shut him up"
"You and me both" Jack sighs
"There's gotta be a way" Cynthia explored all the ways of shutting him up in her mind, until it became sexual
This wasn't because of what was just happening with Jack, the thought came up out of nowhere. And the longer she pondered on the thought of just sitting on his face, the more she craved it. Fully imagining a whole intimate scene with him. Then she realized...
What if she likes Trevor?
𝐧𝐨𝐭𝐞: my loves! hi!! it’s been so long since i posted and im so sorry. spring semester hit me like a truck and now im employed… i will try to get on with pato o’ward requests but for now, i hope you enjoyed! go ahead and request what you want! they’re open!
IVE BEEN WAITING TO WRITE FOR PATO!!! one-thousand percent yes. With Thomas Harley, yes!! I know a little bits of him but would be so down! As for Lian, maybe? Might just be platonic I’m not sure but most definitely!!
