Until Dawn 10 year anniversary is a great excuse for me to post this very cute art of Chris and Jess by @pixesos !! I commissioned them to draw my fave rarepair and I love it sm!!
Summary: Jess needs a ride home from a bad date, Chris’s apartment is nearby and she knows he has a car. She calls him, he answers. Maybe knights in shining armor actually wear glasses and beat-up converse? (no prank AU, they are both about 21)
Warnings: SMUT 18+, fingering, unprotected p in v, loss of virginity (Chris), mention of failed chrashley (I'm sorry), implied failed Mikejess (I'm even more sorry), I tried my best to keep them in character but y'know (crack ship and all). Kind of dom!Jess and sub!Chris if you squint.
A/N: I wish you could have heard the excited noise I made when I got this ask! THESE TWO UGH. loser boy x popular girl is my fave trope, I just love it. I love this, I hope you guys like it even though I know this ship isn’t everyone’s cup of tea.
The restaurant’s patio lights glowed too warm for how cold she felt.
Jessica Riley stood just outside the host stand, arms crossed tight under her chest, clutching her tiny purse like it was going to fly away. Her heels ached. Her lip gloss was fading. And the guy who was supposed to sweep her off her feet had spent the last hour talking about himself, his workout routine, and—God help her—his crypto investments.
She’d left before dessert, mumbling something about an early morning. she didn’t care if he bought it or not.
Her thumb hovered over her contacts. She’d already skipped past Mike twice—because no. And she couldn’t call Emily. she’d never live it down. Her stomach turned. She didn’t want to deal with a stranger driving a cab or an uber. She didn’t want to be alone, but she didn’t want to have to perform either. she needed someone who wouldn’t make this feel worse.
And that’s when she saw the name: Chris Hartley.
She made a face. “Oh, hell.”
Then she tapped Call.
Chris was mid–game download, wearing pajama pants with tiny UFOs on them, a spoonful of cereal halfway to his mouth when his phone rings. Jessica Riley’s name lights up his screen.
He frowns.
Is this a prank?
He lets it ring once more before answering.
“Uh—hello?”
“Hey,” Jess says, her voice tight and weirdly careful. “you, uh, doing anything?”
Chris blinks, “Um, no? Not really.” He looks between his game download and his cereal. “just… livin’ the dream. why?”
She sighs into the phone, “I need a ride.”
He pauses. “…y-you need a ride? from me?”
“Don’t make it weird,” she groans. “I’m near campus. That boujee restaurant on 5th. my date sucked. I don’t wanna deal with a cab, and you’re the only one I know who’s not out getting wasted or actively pissing me off.”
Chris rolls his eyes—even though she can’t see him. “Okay… wow. what an honor.”
“Chris.”
“Right, right. I’m coming. give me ten.” He accepts defeat embarrassingly fast.
He spotted her leaning against the brick wall, scrolling her phone, looking like a movie star waiting for a black car service, not like someone bumming a ride from a guy who’d spent the night arguing with a modder on Reddit.
She looks up as his headlights sweep across her. her eyes flicked toward the car—his beat-up Civic—and she gave a breathy, tired laugh as she walked over.
He scrambles to unlock the door.
“Hey,” she says as she gets in, smoothing the hem of her dress. “Thanks. seriously.”
Chris tries not to stare. She smells like perfume and wine. Her heels make her legs look like they belong in an ad. Her makeup was still perfect—except for her eyes. They looked pissed off.
“N-No problem,” he says, voice cracking a little. “I mean. you called, I answered. like Batman. If Batman drove a 2007 Civic with a busted AC.”
That earns a smile. A real one, small, but there.
“I’m taking you home, right?” He asks her, just trying to make sure.
“Yeah,” she says, clicking in her seatbelt. “I’m so over tonight.”
He starts driving, he knows the way to Jessica’s, he’s only ever been there with their friend group but he remembers the way nonetheless.
They sit in silence for a beat. Then she huffs. “I’m not sure he even liked me—every time I spoke it was like he was waiting for me to be done talking so he could talk more. Like I was his audience.”
Chris risked a glance at her. “What a dick.”
“Right?”
Chris wants to say more, but he doesn’t know what. It wasn’t often he found himself alone with Jess, he wasn’t sure how to proceed. So he just says:
“He’s a—He’s an idiot.”
She smiles at that and relaxes a little in the seat, they fall into silence but it doesn’t seem to bother her, she looks comfortable. The radio buzzes softly filling the silence; Something acoustic and forgettable.
“Thanks again,” she says, quieter this time. “Seriously. you didn’t have to come.”
Chris shook his head. “Not a big deal.” He finds himself saying. When he wants to say ‘of course I came—you called.’
She turns to look at him, really look. His profile lit faintly by the dashboard. Soft jaw, freckled nose. Slight flush in his cheeks like he couldn’t believe he was driving Jessica Riley home.
And maybe she couldn’t believe she was glad he was.
Chris pulls up outside of Jessica’s house within a few minutes. A cute two-story house—classic suburbia. He knew she lived there with only her mom, who was a flight attendant.
“aren’t you going to walk me to the door?” She says mostly as a joke to break the tension.
“Oh—I mean—yeah I can just hold on a sec—“ he leans over to start tying the lace of his beat-up converse, awkwardly leaning over in his car.
Jess blinks. His shoes aren’t even tied??? He left the house for her so quickly he didn’t tie his shoes? For her? For the girl in his friend group that he never really even talked to outside of the group chat…
“You left the house without trying your shoes?” She asks softly, uncharacteristically.
“you sounded upset” he shrugs.
like its not a big deal. Not a big declaration, just the truth.
Something shifts in Jessica’s brain, like a switch is flipped, or maybe a big overhead light has been turned on and Christopher Hartley is standing under it.
She watches him as he finishes tying the other shoe, fumbling a little now that he realizes she’s staring. His cheeks have gone pink, the way they always do when someone compliments him or laughs too hard at one of his dorky jokes.
But this wasn’t about a joke.
This wasn’t about being funny.
This was about the guy who dropped whatever he was doing to come get her. Who showed up with untied shoes and no questions asked just because she sounded upset.
And suddenly—suddenly—Jessica Riley was looking at Chris Hartley like she never had before.
Not as the awkward sidekick. Not as the friend-of-a-friend.
But as someone warm. Safe. Reliable.
And, weirdly… cute as hell.
Something about him, fumbling with his laces, unconsciously being adorable was driving her crazy. The gears in her brain were already turning.
He finishes tying his shoes and His eyes meet hers as she was still staring, he adjusts his glasses. “What?” He asks.
“Can I ask you a personal question?” She says bluntly.
“Uhm… yeah?” Chris shifts uncomfortably in his seat, he didn’t know where this was going.
“When’s the last time you had sex?” She blurts.
Chris’s eyes widen, he makes a surprised noise that sounds like a laugh and a cough mixed together. “W-what?!” He sputters.
Jess blushes but her eyebrows furrow, she purses her lips and doubles down. “You heard me, Hartley” she says sternly.
Chris feels small under her gaze, which is silly because he’s twice her size. “Why do you need to know?” he asks incredulous, trying to seem mysterious.
“I’m just curious!” She shrugs, throwing up her hands a little. “I had sex 5 months ago. there… now tell me” she urges him.
Chris is still blushing furiously, so confused, not sure if this is the wind up to a punch line but something about the crease in her brow tells him it’s not. He can’t quite believe he’s having this conversation so he plays along.
“Well it’s, what? September? So that means…” he starts counting his fingers, mumbling indistinctly… “so yeah if it’s September then… never…” he finally says shrugging.
Jess blinks… once, twice, then too many times. “Wait. What?”
“Don’t make it a whole thing…” he starts, ready for Jess-style teasing.
“You’ve never—?”
“Nope” he starts fiddling with the hem of his flannel nervously.
“But didn’t you and Ashley date for like a hot minute?” She raises an eyebrow.
At the mention of Ashley, Chris stiffens, his face turning a crimson color, she was going to get this story out of him, he could already tell. “Can we change the subject?” He tries
“Oh god… what happened?” She asks, a devious little smirk forming on her face.
“No—cmon, we’re not doing this—“ Chris groans, covering his face with his hands,
“Spill, Christopher” she demands.
Chris peaks through his fingers at her like a guy that’s hoping he’s going to be struck by lightning any second; but he folds like a cheap lawn chair. “It was gonna happen. It was supposed to happen. We were… making out… and stuff. Clothes were coming off, things were heating up—and I, uh—” He clears his throat. “I crossed the finish line before I even started the race…”
Jess stares.
Then she howls in laughter.
“Oh my God, Chris!”
Chris groans loudly. “I hate you. I should have let you walk home in those ridiculous heels”
“You came in your pants?” She giggles
“I was really nervous!” He blushes, the tips of his ears are pink.
“I bet you were, poor thing” she says, but it doesn’t sound mean like he expected. Her eyes meet his again.
She takes a second to get her giggles under control, smiling at him fondly.
“Walk me to my door and I promise not to tease you about it anymore?” she smirks at him.
Chris grumbles something unintelligible and he opens his car door, helping Jess out onto the side walk and he shoves his hands in his pockets, walking beside her up to her door.
When she gets to the door to unlock it, Chris tries to tell her bye, he tries to turn on his heel and leave but she catches his sleeve. She doesn’t know how to say what she wants so she just says “come in” in a way that tells him he doesn’t have much of a choice.
He looks surprised but he obliges, trying to keep his eyes off how perfect her legs look in that dress.
She pulls him into the house, flipping on the lights, they’re alone. No one is home, the house in quiet.
Chris looks around, he’s only been there a couple of times.
The house smells like her, the ceiling in the main room is tall and the whole place is tidy.
“Uh… what are we doing?” He asks her.
Jess doesn’t know how to tell him what she really wants with him right now. She doesn’t know how to tell him “your safe and awkward presence has seduced me and made my ovaries feel like they’re going to explode and I’m not ready for you to leave yet”
“Let’s hang out” she shrugs, pulling him into the living room.
“Hang out?” He looks at her skeptical “you and me?” He scoffs.
“Yeah. I’m having fun with you” she says truthfully.
He rolls his eyes “yeah, having fun making fun of me and making me feel like a loser-virgin”
Jess stops for a beat, biting her bottom lip and toying with the hem of his sleeve.
“What if you were just a loser?” She offers.
“E-Excuse me?” he raises an eyebrow, offended.
She bites her bottom lip nervously.
He’s not getting it.
“What if we fix the virgin part? Tonight. Here… now.” She offers, her heart in her throat.
Chris almost squeaks in surprise, but he holds it in. “What?!?” He nearly shouts.
“Shhhh” she gets close to shush him, even though it’s clear to both of them that no one else is home.
“We could.. you know… we could have sex… you and me.” She says softly, pushing him to sit down on the couch.
Chris hits the cushions with a gasp, looking up at Jessica like she’s a goddess that just offered him eternal salvation.
He blushes, he’s going to embarrass himself again. He’s going to embarrass himself in front of Jessica freaking Riley and she’s going to tell EVERYONE.
“J-Jessica…” Chris breathes.
“Have you ever thought about it?” She asks, her voice thick with arousal, her eyes dark as she stares down at him, stepping in between his legs.
“Have I ever thought about what?” He asks, knowing what she means but his brain won’t let him believe that this is actually happening.
Chris stares at her. Blonde hair spilling down her bare, freckled shoulders, lip gloss a little faded, eyes way too bright. Her legs were so close, soft and smooth and absolutely impossible to ignore, and now she was leaning toward him like she knew exactly what she was doing.
“Have you ever thought… ever fantasized about fucking me?” She asks breathless.
Chris grips the couch cushions by his thighs so hard his knuckles are turning white, the soft skin of her legs is rubbing against his jeans with how close she is, her dress is so short he can almost see her panties. He’s fighting so hard not to touch her.
“Have I ever thought about it?” Chris scoffs, his gaze hardening a little. “Are you kidding me?” He breathes.
Jess holds her breath for a second and Chris leans forward.
“Jessica you are the prettiest girl I have ever seen… what do you think the answer is?” He says lowly.
Jess lets out a breath she didn’t know she was holding and she smiles, bashful, so unlike her to seem shy. Especially when it came to something Chris Hartley said… oh my god what is happening.
“So you do wanna have sex?” She says with a smirk.
“Jess… of course I do…” He breathes. “But I…” he stammers, he’s not able to tell her what he’s afraid of, he can’t get it out.
But she knows. She knows he’s afraid of a repeat of the Ashley situation, and she knows he doesn’t want pity, so she thinks on her feet. She’s resourceful like that.
she settles into his lap, straddling him, her legs bracketing his and she tries not to moan at how big he is under her, his lap is the perfect seat. Before Chris even has time to react she says:
“You’re gonna touch yourself, get off, and we’re gonna fuck once you’re hard again” She says like it’s easy as pie. Like she just solved his finishing-too-fast problem flawlessly.
Chris chokes on air “You want me to… t—touch myself???”
She nods.
He starts shaking his head no, furiously.
“Jessica… I think I’ll die of embarrassment if I have to jerk off in front of the prom queen.”
“What if I moan in your ear while you do it like a bad porno?” She asks, biting her bottom lip with a smile.
He has to hold in a whimper. “Then i’ll—I’ll just die, you’ll have to skip the ambulance and call the coroner.”
There’s a beat, she’s thinking.
“Okay what if I do it?”
“HUH???” He sputters.
“I’ll give you a handjob” she says bluntly, a determined glint in her lust filled eyes.
“You can’t….” he stammers.
“You don’t want me to?” She asks, disbelieving.
“O-of course I do!!” He breathes “But we cant—it’s agaisnt the laws of nature for someone that looks like you to touch me” he gestures to himself weakly, “we’re going to throw the earth of its axis and cause the icebergs to melt faster than they already are, we’ll be responsible for the end of the world!” He exclaims, completely on edge, he’s still gripping the couch, not touching her.
“You’re a loser” she giggles.
“Precisely!” He exclaims.
“I want you” she says lowly, looking at him through her lashes.
“Are you concussed? Drunk? High? On ketamine or some kind of sex pollen from a bad hentai?”
“What the fuck is hentai?” Jess raises an eyebrow.
“Nevermind” he shakes his head, trying to take a breath. “Jessica… I’m so confused… what is happening… I didn’t even know you felt like this about me.” He says earnestly.
“I didn’t either. Not until tonight” she admits.
“What changed?” He asks, timid, vulnerable.
She pulls back just far enough to look him in the eyes. Her voice was a little teasing, but there was real heat behind it now. Real want.
“I dunno I just…you’re real” she says, sliding her hands under his shirt, fingers splayed across his warm chest. “Because you dropped everything to come get me with your damn shoes untied. Because you’re honest—you’re yourself. Because you look at me like I’m a goddess and because…”
He blinks a few times at her explanation, his chest feels like it might explode.
Her smile curves as her fingers dip lower.
“Because you’re so easy to ruin, Christopher.”
Chris whimpers, full-body and overwhelmed.
“I’m—I’m really nervous Jess” he whispers.
“Let me take care of it,” she runs her perfectly manicured finger nails over his broad shoulders. “You’ll come fast.. who cares? I’ll have you hard again in 5 minutes” she bats her eyelashes at him.
“God… I don’t doubt it” He breathes, but there’s not humor in his voice, only desperation and raw desire.
Jess was grinning now, but her heart was fluttering, full-on spiraling into territory she hadn’t expected. Because Chris wasn’t smooth-talking her. He was being honest. Embarrassingly, adorably honest. And weirdly? That was… doing something to her.
Something low and hot and alive.
She leans in to kiss him finally.
It isn’t sweet. It isn’t soft. It’s curious and hungry and a little reckless, like she’s testing a theory and liking the results a lot.
Chris doesn’t move at first. too stunned. But then his hands find her waist, and his mouth opens under hers, and he makes this helpless little sound in his throat that goes straight through her.
When they pull back, they’re both breathless.
“I can’t believe I’m making out with Chris Hartley on my couch,” she murmurs.
Chris blinks up at her. “Yeah well, I can’t believe you want to.”
She giggles and then She leans down and kisses the corner of his mouth, then his jaw, then lower, dragging her lips down the column of his throat while her fingers play with the fasten of his jeans.
“Jess—” he breathes, voice cracking again.
“Shh.” She nuzzles into his neck, lips moving slow. “I’ve got you.”
She pulls back, just enough help him get his flannel over his arms and then to yank his t-shirt over his head, and her breath hitches.
Because yeah—he’s not shredded like Mike, but Chris is broad-shouldered and solid and real. Soft in places, warm and freckled, muscles wrapped in a little comfort. He’s the kind of body you want to sink into, want to touch. And Jess is suddenly aching to get her hands on all of him.
“You’re way hotter than you let on,” she murmurs, eyes dragging over him.
He flushes, squirming. “I’m literally not.”
“You literally are,” she corrects him, nails dragging gently down his chest just to feel him twitch. Her pupils dilating as her eyes rove over him hungrily.
“Am I—am I seriously turning you on?” He blushes, feeling so hot he thinks he might burst, literally and figuratively.
“Seriously.” She nods “You’re all shy and squirmy, but sexy and—fuck—you’re so hard I’m going insane” she rocks her hips on him with a gasp, feeling how hard and thick he is under her ass. “I’ve never been with anyone who has been so affected by me… I dunno if I wanna go back” she whispers.
she leans back in to kiss him—hard. Chris lets out a moan that he barely manages to muffle against her mouth, his hands gripping her hips now like he couldn’t not touch her.
She reaches down, getting his fasten undone, tugs his jeans and boxers down just far enough to free him, and her breath catches.
His cock springs free, standing at attention, hard and thick, flushed at the tip, his blonde pupic hair at the base, he’s pretty.
“Oh my God,” she whispers. “You’re big.”
Chris makes a sound between and squeak and a groan “You don’t have to say that—”
“I’m not being nice, Chris. I’m being serious.”
She wraps a hand around him and watches his soul leave his body. His mouth falls open, brows pulling together like it physically hurts to be touched like this.
“Jesus Christ—” he whines.
“Can I ride you?” she asks breathless, too eager, pumping him slowly, twisting her wrist just to watch his whole thigh twitch, completely wanting to skip the plan to make him cum with her hand first, she needs him too bad.
“I—yep—mmhmm,” Chris says, already sweating.
Jess leans back, just enough to shove her panties to the side, letting her dress bunch around her waist. She lines herself up, slow and steady, eyes never leaving his face.
“Tell me if I’m going too fast,” she says softly.
Chris can only nod, breath hitching as the head of his cock meets the slick heat of her.
She notches his head at her soaked entrance, they both feel how tight the fit is going to be and they gasp.
She takes a steadying breath and then, lubricated by pre-cum and her own slick she sinks down on him—Chris whimpers.
“Oh God—Jess—”
Her mouth drops open too. “Shit, you fill me so good.” She whines.
He squeezes his eyes shut like he might shatter. “I’m gonna embarrass myself”
“No you’re not,” she whispers, kissing him, rocking her hips slow and deep. “You’re doing fine. Just let me feel you.”
Chris is panting now, hands gripping her hips tight, trying desperately not to move too fast, not to lose it. But she’s so wet, so tight, and every little moan she makes goes straight to his cock.
Jess starts rolling her hips, slow at first, then a little harder. She holds his face in both her hands, watching him unravel beneath her like she’d earned this. Like she wanted every twitch, every breath, every shattered sound he made.
Having sex with Chris is different, it’s like she can see every fleeting emotion in his icy blue eyes, like he’s worshipping her and repenting for his sins all at once. He’s looking at her like she’s saved him but also like she might suck his soul out of him through his dick.
“You feel so good,” she whispers, kissing his cheek, his jaw, the corner of his mouth. “You’re so deep, Chris.”
Chris is whimpering now, burying his face in her shoulder. “Jess—I—I don’t know how long—”
“Doesn’t matter,” she breathes, grinding down, clenching around him just to hear the wrecked sound he makes. “I’ll get you hard again.” She reassures, she doesn’t want him to do anything but feel her.
He moans, shuddering, and then—completely undone—he cums.
It hits him like a wave, full-body and intense, his fingers dig into her thighs, forehead pressing to her chest as he rides it out with a hoarse, helpless groan. Hips pressing up into her as he spills inside of her.
Jess holds him through it, panting, flushed and lit up, grinding just a little longer until he twitches under her hands. He’s practically trembling as he takes shallow breaths.
When he finally blinks up at her, dazed and glassy-eyed, she’s grinning.
“You look so pleased with yourself” He says weakly, his big hands rubbing her hips over her dress. He’s taking shallow breaths.
“I am” she says grinning. “I took your virginity” she leans down to kiss him again, his mouth is hot, his lips are kiss-swollen.
“Thank you for taking it off of my hands” He laughs softly, still boneless.
“You know that means your mine now right?” She giggles.
He gives her a look despite his heart doing a somersault in his chest—because she can’t mean it like he wants her to.
He squeezes her soft hips, tries to smother his emotions with a joke; his specialty.
“You don’t want the responsibility of owning me,” he breathes a laugh “I eat a lot of cereal and I require a lot of screen time.” he teases.
“Mine.” she says in answer. She leans down to kiss his cheek, then the other, then the tip of his nose, then she plants a kiss on the lense of his glasses and he sputters a disbelieving laugh.
“Hey!” He says weakly.
She smothers his protest by another kiss to his lips, where she melts against him, rocking her hips slightly, feeling how hard he still is inside of her and she gasps.
“I’m—I’m not going soft” he informs her, bashfully.
“I can feel that” she says, her eyes sparkling. “Why? You came didn’t you?” She double checks—even though she knows he did.
“Y-yeah” He nods, “Really hard” he confirms. “I just—it’s not—I’m still hard” he finishes, blushing.
“It’s because of me then,” she says triumphantly, smug.
“It’s because it’s you,” he confirms, “it’s divine intervention from my ancestors.” he teases shaking his head, and he really thinks some higher power is making it so he doesn’t blow it with Jessica Riley.
“Don’t disappoint your ancestors then, Hartley” she giggles.
He pulls her in to kiss her and he gives her a tentative thrust up into her, it’s so wet, lubricated by his cum and her arousal. Jess gasps, a sharp and high pitched sound.
“Fuck” Chris breathes, wincing from the slight overstimulation but desperate to hear her make that sound again. “Tell me how to make you feel good?” He begs her, thrusting up into her again.
“Like that!!” She whines, “just like that.” She whimpers as his hips thrust up into her again.
The broken sound of Jess’s voice as he pleasures her is so addicting, Chris is scrambling in his brain to try to get her to keep talking—keep making noise. He keeps up his movements, fucking up into her at a practiced pace.
“You sound so pretty” he breathes, “please don’t stop making those sounds” he begs her.
As if she could stop with how delicious each snap of his hips is making her feel, his big cock bumping into the sensitive spot inside her over and over. She whines again, sharper.
She can feel the familiar warmth building in her lower tummy already, she’s so worked up. She takes one of his hands leading it to her aching clit, she leads his fingers to slide agaisnt her swollen bundle of nerves and she squeaks a whimper.
Chris nearly passes out right there, his heart beats hard in his chest as he feels her, the angle is a little awkward but he quickly adjusts so his thumb is sliding over her clit. He uses his other hand to pull her panties to the side more, groaning as he drags the lacy pink fabric to the side to get a good look at her cunt.
His head falls back with a groan, then he quickly picks it back up—not wanting to have his eyes off her for too long.
“Holy fucking god” he breathes “you’re so beautiful” he says, his eyes trained on her wet, swollen clit as his thumb glides over it gently, reverently.
Jess is getting squirmy and loud—even louder than she was before.
“Mmm fuck—Chris that’s good—that’s so good!” She whines, rocking her hips on his cock and his hand.
“Yeah? Are you gonna cum like this?” He gasps. He’s not even trying to sound sexy, he’s genuinely asking.
“Yes!! God yes!! Don’t stop!” She whines, throwing her head back, her blonde hair cascading around her shoulders and back when her head tips. Her eyes screwed shut in pleasure.
Chris keeps going, feeling his own orgasm build again from everything he’s feeling and seeing, her body bouncing on top of him, in this little dress she wore to impress someone else…
and he’s the one she’s riding.
He’s the one making her feel like this. That thought alone is sending him hurtling towards his second orgasm quickly.
He’s gasping now, and when he feels her start to squeeze him he groans.
“Jess—Jessica—I need you to cum, princess—please I need you to” he begs her, letting the term of endearment slip out naturally.
That word coming from him does it.
Princess.
Because she knows he doesn’t mean it in the way she usually gets it. It’s usually condescending, meaning she’s high maintenance or too much. But she knows he means it reverently—worshipful. Like he wants to serve her. And that does it for her.
“I’m cumming!!” She cries as her walls clamp down on him in quick pulses. “Oh fuck—I’m cumming!”
And she does, she soaks him with her own release as she cries his name.
Chris whines her name like a prayer, feeling her cum around him is melting his brain, his whole body stiffens and he lets go again, leaning forward to bury his face in her tits as his cock thrusts up into her in a jerky, uncoordinated desperation. Shooting his spend inside of her for the second time tonight.
“Fuccck” he groans softly into her cleavage.
She wraps her arms around him. Petting his hair gently. Her fingers carding through his slightly damp tresses as her body trembles with the aftershocks. She holds him for what feels like forever, but is probably only a few minutes.
“That was amazing, Chris” she breathes.
He can’t help it, he feels a little smug, a little prideful for making such a beautiful girl fall apart like that.
“Pretty good for a virgin?” He asks hopefully, angling his head up to look at her.
“Actually very good for any guy that’s ever touched me—ever.” She scoffs a little laugh.
He smiles lazily, planting an open mouthed kiss on the swell of her breast.
“You’re seriously not as smart as you think you are if you think I’m letting you go after that performance.” she says teasingly, kissing the top of his head in return.
“I don’t want to go anywhere” He says into her tits. “This is the best night of my life” his voice is muffled by her soft skin.
“Good” she holds him closer. Jess only has one thought floating around in her head:
I wish someone would body swap Mike and Chris so I can see a ChrisJess version of the snowball fight kiss and then I wish someone would body swap Ashley and Jess so I can see a ChrisJess version of the chrashley kiss. BUT ALAS, I don’t know how to do that and I am the only ChrisJess shipper left in existence i think
If you saw me post this and delete it, no u didn’t
Like imagine they start dating and they’re just total and complete opposites, but it’s kinda the best.
Jess coming into Chris’s room when he’s trying to work on code for an app and she sits right onto his lap while he’s in his desk chair, breaking his focus.
“Jess…” he breathes, a little exasperated because he was right in the middle of a sequence he was so focused on.
She leans forward, her face close to his computer screen, pretending she understands exactly what he’s doing. “Hmmm.” she says thoughtfully.
“Oh yeah?” He asks her teasingly, his hands coming up to rest on her waist, he’s not even looking at his screen anymore, just where her ass meets his lap. Her jeans are so low cut he can see her white lace thong peeking out above her waistband and he averts his eyes quickly back to watch her look at his monitor so he doesn’t get too worked up.
“Yeah I see what you did there, that makes a lot of sense.” she says feigning interest, pointing at the sequence of code.
“Yeah I’m sure you’re captivated.” he rolls his eyes, but he can’t help but smile.
She looks back at him, getting an idea… and pulling his glasses off his face to put them on hers.
“Jessica!” He laughs lightly, his vision becoming immediately fuzzy
“Oh this is much better.” she lies, looking at the coding sequence again.
“Jess, gimme my glasses back?” He asks her, rubbing his eyes, trying to will them to see better.
She ignores him.
“How do I look?” She asks flipping her blonde locks behind her shoulder, giving him a model look while wearing his glasses. “Is it giving… sexy librarian?” She asks huskily “librarians are smart.” she says unsure of herself.
“It’s giving blurry-hot-girl in my glasses.” he says reaching for his glasses with a soft laugh “gimme those back.”
She pouts as he takes his glasses back from her.
“I’m bored, you’re ignoring me.” she whines a little, still giving him a pouting look.
“Sorry, princess,” he teases her “you have my attention now.” he breathes, adjusting his glasses and looking down to where his hands are holding her waist, squeezing a little, his fingers digging into her soft flesh.
where Jess makes Chris go to the mall with her and she makes Chris carry the really heavy bags while she carries a small bag with lipstick in it.
Paring: Chris Hartley x Jess Riley
Warnings: mention of barbie doll mutilation (LMAO)
A/N: wow this ask is SO OLD, I am so sorry. I love writing for these two but I feel like not a lot of people read it when I do, so I left it on the back burner for a while. But I love thinking about them!!! Loser boy x popular girl ship I love youuu
Chris, look!” Jessica chirped excitedly “Victoria’s secret is having a sale!”
Chris frowned down at where Jess’s hand had slipped from his to point at the pastel sale sign in the shop window. His other hand clutching about five shopping bags, all filled with various things for Jess. The only thing she was holding was a tiny Sephora bag with her new lip gloss in it (she wanted to help). He hadn’t gotten a thing from their shopping trip (hadn’t wanted to).
“The bra store?” Chris asked with a smirk, lame joke already brewing in his head, “you have like a million bras… and you only have two boobs” he finishes with a lopsided smirk.
Jessica’s blue eyes meet his, eyeliner wing sharp enough to slice the dumb smile off his face. She gives him an unamused look.
“That one was really bad… you’re losing it, Hartley” she shakes her head with a small smile threatening her lips, enjoying teasing him.
“Hey—no I’m not—I’m just… I’m tired from carrying all these bags—“ Chris motions to the shopping bags clutched in his hand.
“I told you I would carry some!” Jess laughs, reaching for the bags.
“N-no!—“ Chris swipes the bags out of her reach, “don’t you dare” he tells her.
“Then stop complaining….” She takes a sip from the iced latte she has in her hand. “You know, they don’t just have bras there… there’s like, lingerie and stuff too.” her eyes twinkle with mischief.
Chris’s eyebrows raise immediately, his head darts around, almost like he’s making sure no passerby is hearing what she’s saying “oh yeah?” He asks, his voice soft and low, like he’s shy.
Jess bites her bottom lip to keep from giggling at the nervous-boy look on his face. She nods.
“Have you ever dressed a Barbie doll Chris?” She asks with a teasing lilt, her arm hooking into his.
Chris’s brows furrow for a second, really considering her question:
“N-no—I never played with Barbies—well actually this one time Josh and I stole one of Hannah’s Barbie’s and we cut all her hair off and scrubbed her boobs off on the cement so she could be a dude—b-because our army guys needed a general, but I don’t think that counts” he answers seriously.
Jess’s smirk twists into a horrified grimace and she looks from the lingerie display in the window back to Chris, who was blinking at her expectantly behind his smudged glasses.
“Ooohhhkay I was going to say you were going to get to pick out an outfit for your Barbie doll—me—but on second thought I don’t think I want you anywhere near my boobs”
Chris shakes his head dismissively: “I would never scrub your boobs off.”
