SWEET VENOM .ᐟ
PAIRING. jake x fem reader. GENRE. nsfw. REQUESTED? no. WORD COUNT. 3.9k. SYNOPSIS. your inexperienced virgin of a best friend, jake, tries to ask you for sex advice. WARNINGS. sub!jake, dom!reader, mentions of sex, alcohol & drugs, a little dialogue heavy, inexperienced jake, reader is the same age as jake, handjob, corruption kink, kind of dubcon (but not really). minors do not interact.
NOTE. this is my first sub!enha work. english is not my first language. please bear with me. send requests thru my asks please.
Jake knew he wasn’t really that much of an experienced guy when it came to sex.
Although he was smart, maybe only academically, he really did pride himself on being more on the intelligent spectrum. Top of his class, graduated valedictorian, and was voted most likely to become the president someday, Jake was an absolute unit.
But when it came to sex? He was a clueless virgin.
He was already twenty-two, almost a college graduate, and yet here he was, with absolutely little to no knowledge of how to "do the deed," as one might say.
In his defense, sex was never really a priority.
He spent most of his teenage years studying, being a high school scholar, and all. In the off chance that he wasn't, Jake was usually doing extracurricular activities or helping his folks out at home. He did have a social life, but most of the people he hung out with were co-academics, people who focused more on being a good student, the kind your parents would love for you to hang out with.
MORE UNDER THE CUT.
Enter you, his best friend.
The two of you really personify the phrase "opposites attract" as you and Jake could be no more different from one another. The two of you were friends since childhood, as your families were next-door neighbors for years.
If Jake was academically inclined, let's just say you weren't.
You were a bit of a rebel. From a young age, you'd learned how to sneak out of your house to attend a party you weren't allowed to attend. You spent your entire high school life defying your parents and hanging out with the wrong people. Most of your friends were delinquents just like you, and you spent most days skipping classes and drinking alcohol you bought from convenience stores using a fake ID.
Of course, Jake was the only proper friend you had.
Despite attending two different universities in college, the two of you would always make an effort to catch up whenever you were both home, mostly during summer breaks or the holidays.
Like now, for example.
It was summer break for the two of you, one of your last ones, since both of you were graduating in a couple of months. You invited Jake over, with the promise of some cheap beer you smuggled from your dad’s stash in the kitchen, and a whole semester’s worth of stories to share.
“—so, we were in the sidewalk, and a fuckin’ police car comes around the corner,” you were in the middle of telling Jake the story of how you almost got arrested for the nth time. He’s sitting on your bed with a bottle in hand, quietly listening to you yap.
You’re sat on a chair by the bed, facing Jake. You’ve also got a bottle in your hand, but unlike Jake, this one isn’t your first beer of the night.
You continue your story. “I start running away, and Yujin and the others start running away, but Mark was still pissing at the side of the road so we had to fuckin’ drag the fucker while he was peeing, seriously I couldn’t stop laughing.”
Jake laughs at your story with you, taking sips of his beer as you talked. You remember the day you taught him how to drink. He was a month away from turning 18, and yet you managed to convince him to try alcohol for the first time. You were proud of yourself that day.
The conversation ends and a moment of silence passes. You place your now empty bottle on your desk table, before crossing your legs and facing Jake once more.
“Sooo,” you began, dragging the last syllable. “How about you? What’s new in your life?”
This was the routine for you two. You’d talk about your lives, what you guys did during the times you weren’t together. Most of the time, Jake's stories would be about how he aced his recent exams or how fun their university's events were. Sometimes he'd tell weird ones, like the story of how mold grew in their communal kitchen, or when a professor got food poisoning and nearly shat himself mid-lecture.
Meanwhile, you're almost always telling him stories of your adventures, about the times when you nearly got arrested or even hospitalized. Jake would lecture you often, of course, but he never attempted to genuinely stop you. In a way, you knew he lived vicariously through you.
"Nothing much," Jake shrugs. "Just the usual shit."
You scowl, "You're no fun." You grab a pillow from the bed and playfully attempt to hit him.
"Whaaat?" He laughs, avoiding your blow.
"You never tell me anything!" You complain.
As much as you knew how much of a nerd Jake was, a part of you knew he wasn't that boring. You remember one summer, a few years back when Jake told you the story of how he nearly got into a fight with a senior from his university.
"There's nothing to tell!" Jake defends himself. Then, a pause, before his face contorts. “Okay, maybe there is something…”
“I knew it!” You yelp, climbing from your chair to the mattress. “Tell me.”
Jake, scratches his nape, looking visibly awkward. The boy barely gets embarrassed, at least with you, but right now his face looks the lightest bit of rosy, which intrigues you more.
“Okay, fine,” Jake submits. It takes him another moment to respond. “There’s this girl…”
“Oh my god,” you exaggerate. “Finally!”
“The hell you mean, finally?!” Jake exasperatedly complains.
“You never talk about girls with me,” you huff. “I was starting to think you weren’t interested in women.”
“I am interested, I just don’t talk about it,” with a roll of his eyes, he places the beer bottle on your nightstand. “And it’s really nothing!”
“Just tell me,” you huff, crossing your arms.
“Okay, fine,” Jake clears his throat, licking his lips in preparation. “She’s from the cheering squad—“
“Ooh, a cheerleader, you bad boy!” You taunt, playfully hitting him on the knee.
“Are you gonna let me tell the story?” He raises his brow, tired of your teasing.
“Okay, sorry, sorry. Continue.”
“I’ve kinda liked her since junior year? I don’t usually see her ‘cause she’s from a different program but last semester she was in my politics class,” Jake continues after a pause, “We sat next to each other, and we started to just talk, and she’s really cool…”
“Did you guys fuck?” You asked brazenly.
“No! Not yet—“
“Yet?!” You gasp. “So you have a plan?”
“I don’t know!” Jake was absolutely flushed by now, his face red as he buries it in his hands in embarrassment.
You try not to laugh at how adorable he was. Your other friends were usually as, if not more, shameless as you. Talking about sex, alcohol and even drugs weren’t a rare occurrence. But with Jake, it’s like everything you talk about flustered him.
“Do you want to?” You ask him after a moment. “To fuck her. I mean.”
Jake takes his face out of his hands, but keeps his head hung low. He starts fiddling with the fabric of his trousers. He once again gives you a shrug. “Maybe, I-I don’t know…”
You tsk. “There’s nothing wrong if you want to! What if this girl wants to get into your pants, too?”
Jake’s entire face grows even redder, if that were even humanly possible. He grabs a pillow from your mattress and buries his face in it, grumbling about something you couldn’t understand.
You gently pry the pillow away from his face. “Seriously, Jake. What’s wrong in trying to get yourself laid?”
“I dunno,” he huffs. “I never thought I’d ever want to.”
“All guys want to get laid at one point, even you,” you argue.
“I don’t even know how,” Jake complains. “Like… how to approach her, how to kiss her or what, it’d be so embarrassing!”
“Well, what do you wanna know?” You ask him. “You can always ask me.”
Jake’s eyebrows furrow. “Wouldn’t that be…”
“Embarrassing?” You fill for him. “I’ve known you since we were in diapers. Is there anything left to be embarrassed about?
“I guess not,” Jake pauses for a bit, as if he’s giving it some thought. “Okay, fine.”
Evening flies by, you and Jake have been in the same position for over an hour. He spent the entire time asking you (what in your opinion are,) basic sex questions. He started of by asking how to approach a woman, before leading more raunchier questions, like how to make out with a girl, and what to do when receiving a blowjob.
“You need to hold her hair up in a ponytail, like this,” you exhibit by taking all of your hair in your hands. “You try it.”
“What, on you?” Jake asks.
“It’s just hair, Jake,” you roll your eyes. “Go on.”
Reluctantly, Jake reaches out to take over, holding all of your hair in one hand. He’s gentle, trying not to tug too much in fear of hurting you.
“Good job,” you offer as praise. “You need to keep that grip while she’s sucking you off. Makes it easier for her to get her hair out of the way.”
“Okay,” Jake supplies. He’s taking all of this pretty well, despite being a little conscious. You’re not all that surprised, seeing as this is Jake. You give this man any type of instructions and he’ll follow through with no issue.
He drops your hair as you pull away. Both of you are still sat on your bed, facing each other.
“Anything else you want to ask?” You pry.
“Um,” You can see Jake swallow, probably hyping himself up to ask you a specific question. “About the, um… the actual,, thing…”
“What about it?” You ask.
Jake takes a deep breath. “You’ve just been teaching me about like, other stuff, what about the actual sex part?”
Granted, you’ve just been teaching him about the basics, kissing, foreplay, blowjobs, but you never really thought you had to teach him about sex.
Jake really was that innocent.
You let out a puff of air. “I don’t know what to tell you, Jake. You just kinda.. y’know, put it in.”
Jake’s face scrunches in distaste. “Won’t it hurt?”
“For her, yeah maybe. ‘specially if you’re packing. Haven’t you like.. watched porn before?” You ask, genuinely curious.
Jake shakes his head. “No. I told you, I never thought I’d be interested in this.”
Poor Jake. You sigh, trying to think of something that can provide Jake any assistance. You can make him watch porn now, but knowing how inaccurate those are, it’d probably be more of a disaster to make Jake watch. A quick Google search could help, but written instructions for something so… complicated would probably also provide little to no help.
Just then, you get an idea.
“You know what,” you begin. “Why don’t I just show you?”
Jake blinks. “Huh.”
“Let me show you how to have sex. It’s easier that way, and you can pretend it’s just practice.” You say.
If there was a world record for how fast a person can turn red in a blink of an eye, Jake would have won it by now. It takes a moment for the cogs in his brain to load, and for the words to make it past his mouth. “I-I… are you serious?”
You nod. “Absolutely serious.”
Jake, absolutely gobsmacked by your suggestion, just stares at your face. “Won’t it be…”
“Embarrassing?” You repeat your earlier response with a smirk. “I told you already, there’s no need to be embarrassed with me.”
After a few seconds of thought, Jake nods his head.
Moments pass. You’ve taken the liberty to tidy up the bed a little before your… endevours with Jake begin. He’s now sat on your chair, nervously fiddling with his fingers.
You finish gathering all of the empty beer bottles in a corner by your door. You stack the pillows neatly by the headboard, before sitting in the middle of your king-sized bed, facing Jake.
His head is still hung low, but every once in a while he glances at you. When you’re finished tidying, he gives you an awkward look.
You pat the space in front of you. “Come sit.”
He follows, climbing on the bed and sitting adjacent to you. He’s still awkward, but you can tell from his face alone that he really wants to learn.
“You sure you want to do this?” You ask.
Jake nods, and you see him anxiously fiddling with his fingers again. “I do.”
“If you want to stop, you just tell me, okay?” You expressed. Jake nods again.
You scooch forward until both of your knees touch, before leaning in close to grab Jake by the neck, pulling him into a kiss. You can feel the heat from his skin through your fingers, and yet his lips feel soft against yours.
He’s gentle with it, but it takes a minute for him to relax and sink into the kiss. Soon enough you feel him slouch against you, his hands ever so lightly gripping your shoulders.
You knew you weren’t his first kiss, but he still lacks the experience to take the lead, so you run your tongue against his bottom lip, before slipping it in his open mouth.
He freezes, unsure of what to do, and before any of you can act, Jake accidentally bites down on your tongue.
“Ah, shit,” you hiss, pulling away in pain.
“S-Sorry—!” Jake tries to apologize.
“It’s fine,” you laugh. “But remember to be ready next time.”
Jake nods, and you lean towards him again. Jake expects another kiss but you go for his neck, lightly kissing the expanse of his skin.
“Always start slow,” you teach between kisses, “Don’t rush into it.”
Jake gives a small nod, letting you kiss your way back to his lips. This time, he’s much more relaxed, and he doesn’t bite when you slip your tongue in. He hums through the kiss, unconsciously leaning in for more.
When you pull away for air, you begin repositioning yourself on the bed. “You can sit in front of each other just like this, or…” you trail off, hopping off of the mattress and into Jake’s lap, “you can sit her on your lap.”
In this position, you’re looking down on Jake, and he’s looking right back up. His neck is craned, probably uncomfortably, but he’s looking at you with doe eyes, absorbing everything you’re doing and saying. His hands are on your waist, and you can feel the warmth of his body due to your proximity.
You find yourself clearing your throat, feeling your mouth dry a little. You try not to think too hard as you press your lips against Jake’s one more time.
This kiss is shorter this time, as you pull away to trail open-mouthed kisses from his jaw to his neck, your lips find their way below Jake’s ear, and you feel him shudder.
“You can give her a hickey, if she’s okay with that,” you whisper.
“H-How?” Jake mutters.
“Like this,” you hum before sucking the skin right below Jake’s ear, hard enough to leave a mark.
“A-Ah—!” Taken by surprise, Jake reacts. His hand finds its way to your hair, but he’s not quite sure if he should pull you off to make you stop, or push you further to let you continue.
You run your tongue at the spot, pressing a chaste kiss. Seeing the reddish mark, you smirk in pride.
You continue kissing his neck as your hands trail downwards, gripping the hem of his shirt. You pull away to tug it off of him, throwing it somewhere on the floor. Your hands continue down to his trousers, as you unbutton and zip them while you mark another lovebite by his clavicle.
Suddenly feeling self-conscious, Jake makes a move to hide himself in his hands, but not without you pulling them away. Instead, you push him forward, letting his back hit the mattress.
“Don’t cover yourself,” you mumble. “You’re gorgeous.”
Now even more embarrassed, Jake whines once he feels your hands running all over him, over his neck, his chest, his thighs. You toy with the edge of his boxers, aware of the bulge of his cock printing through the fabric.
Unable to help yourself, you take the palm of your hand and press it against his hard-on, humming in satisfaction as he jolts up.
“Oh—!” Jake yelps.
“Feels good?” You ask.
Jake nods fervently. You take the time to take off his boxers, watching his half hard cock spring from its confinement. You give yourself a minute to stare, watching as your best friend, flushed from head to toe, stares at you with such a debauched expression.
“I know I’m supposed to be teaching you,” you begin, wrapping a hand around his cock as you speak. “But I can’t stop myself.”
“S-Stop yourself?” He repeats. “F-From what?”
You never responded, instead you began moving your hand up and down Jake’s cock in high speed, watching as the boy begins shaking, eyes widening and mouth open in a silent cry.
“Wait— fuck!” Jake shouts, his hand reaching out for your wrist but not pulling or pushing you away. His thighs try to close themselves around you, but your other hand is quick to spread them open again. “Please, w-wait!”
You feel a little evil, but you can’t stop, not when Jake continues to make the prettiest sounds you’ve ever heard. The pace of your strokes don’t slow, and you begin to twist your palm at the base of his cock, watching as precum accumulates on the tip.
“Ngh, fu-uhck—!” Jake moans, back arching from the bed. His hands are gripping the sheets below him, eyes shut as the pleasure shoots through his spine. “Oh, [name], puh, please—!”
You raise an eyebrow. “Please wait, Jake?”
You half expect him to tell you to stop or at least slow down, but he doesn’t respond. His legs give out and you can see his eyes roll to the back of his head. A hand on his thigh alerts you that he’s still shaking, his face contorting in pleasure.
So, instead of being merciful, you continue teasing him instead, “Feels good, Jakey?”
He nods his head so fast you’re afraid he might get neck pain. Your hand continues to stroke his cock at a brisk pace. His precum is leaking everywhere, allowing for extra lubrication as you continue.
“S-So good—!” Jake replies, “Please—“
You’re not even sure what Jake’s begging for, and you doubt Jake does either. You continue stroking for another minute, before your pace slows to a halt.
“N-No, please—“ Jake whines, “W-Why stop…?”
“You’re here to learn how to fuck, aren’t you?” You tease as you begin ridding yourself of your clothes.
Jake, both unsure of what to do with himself, but also at a trance, finds himself staring at your form. He can’t help but to stare at your breasts as you chuck your bra and the rest of your clothes to the floor.
“Like what you see?” You joke, positioning yourself back on his lap. Jake nods, breathlessly staring up at you.
You take some time to lean by your nightstand, blindly rummaging through your drawer for a condom. Once you finally found one, you tear the packet and grab the piece of latex, sliding the rubber down Jake’s cock.
“Usually, I don’t let guys fuck me without fingering me first,” you say as you position yourself. “But let’s say you’re an exception.”
You begin to sink down on Jake’s cock, eyeing the man’s face as it once again contorts in pleasure. You hiss a little at the intrusion, given that you weren’t stretched, but you were so unbelivably wet that Jake’s cock slipped in the rest of the way with no problem.
The two of you gasp once you sat with your ass flush against Jake’s thighs, feeling him fill you up in all the right places. Though he wasn’t the biggest you’ve had, his girth still had your eyes roll to the back of your head.
“Fuck,” you curse.
Jake couldn’t agree more. His hands shakily grip the sides of your hips as he tries to stabilize himself. The feeling of your pussy gripping down his cock was probably one of the most intense feelings he’s ever had.
You take Jake’s face in your hands and press your lips together in a messy kiss. Jake tried to reciprocate as best as he could, but feeling your cunt clench down on his cock had him feeling dizzy.
After a while, you pull away, “‘m gonna start moving.”
You don’t wait for a reply before you began moving your hips, grinding against Jake’s lap, throwing your head back at the feeling of Jake’s cock.
“O-Oh my god,” Jake has his eyes shut, his back against the headboard as he gripped your hips for dear life. “[name]—“
“Yeah?” You hummed, starting to pick up the pace as you bounced on his cock. “‘s good, hm?”
Jake nods, “S-So fuckin’ good.”
You continued to bounce on his lap, your hands gripping his shoulders as you do so. The feeling of Jake’s cock pushing in and out of you was so goddamn addicting, you’ve never had anything like it.
The coil in your gut was tightening with every thrust, like it would burst at any moment. You took a moment to look at Jake, who was now staring at your every move, mouth open as he kept making those delicious noises.
“F-Feels so good, oh god,” Jake groans.
“Yeah, Jakey?” You can’t help but moan, “You’re so fucking cute—“
Jake tries to shake his head, but he can no longer respond. There’s a tightening in his abdomen that keeps growing by the minute, his entire body is shaking, and his moans are growing louder at every thrust.
“You gonna cum?” You ask, bracing your hands behind you as you quicken your pace. “Gonna cum in me, Jakey? Gonna cum in my pussy?”
Jake cries out at the thought, hands returning to your hips. “Fuck, please, c-can I?”
You smirk, feeling yourself growing closer. “Please what?”
“C-Cum, please,” Jake gasps, trying his hardest not to burst without permission. “C-Can I— fuuuuck, cum i-in you, p-please?”
You hum, wrapping your hands around Jake’s neck and pulling him close, “Cum, Jakey.”
Jake’s moans grow loud as he bursts, cumming into the condom inside of you. It takes only three more thrusts before you’re cumming alongside him, your entire body shaking as you hold on to the boy.
A minute passes, then two. You’re both panting, trying to catch your breath. You gently move off of Jake’s lap, his cock slipping out of your cunt as you do so. You slip off the used condom, tying it before chucking it into the trash beside your bed.
Jake is already lying down, face up against the ceiling. You collapse beside him, still trying to catch your breath from your orgasm.
“That was…” Jake tries to say, but you just shake your head.
“Save your post-sex comments for your cheerleader girlfriend,” you tease, trying to ease the tension.
Jake turns to the side to face you. “I don’t think I wanna talk to her anymore.”
You eye him from the side, with an eyebrow raised. “You sure ‘bout that?”
Jake merely grabs you by the waist, pulling you close before burying his face in your neck. “‘m sure.” He mumbles.
You’re not too opposed to it, either.
NOTE. ngl this one kinda sucks but i decided to post it anyway. please do send in requests! thanks.
© dollesung 2025
