Popped Cherry (part 2)
Note.ᐟ.ᐟ.ᐟ.ᐟ: Good Girl is about an semi-established relationship between Jason and FMC. She's Roy's 18-year-old daughter, Jason is Roy's 38-year-old best friend, she's just the prettiest thing he's ever seen and it's hard to keep his mind when she's around. She's just such a good girl.
18+ (I have to say this), this has sexual content, like seriously.
Kinks or fetishes: Age kink, innocence, dom/sub variables, corruption, slight exhibitionism, dirty talking, experienced man/inexperienced girl, female virgin taking, perv Jason, gentle sex until the very end, big dick/little pussy, unprotected p in v but on birth control (wrap it anyway)
3,827 words. Female focused sex, female oriented pronouns when your talked about by others.
Read Part 1 before reading this, context is somewhat important.
By the time night rolls around you’re busying yourself in your room with preparing everything.
You’ve got candles lit on your desk and dresser, because yes you’re one of those people and it also means they can keep the light off to avoid suspicion. Your bed has a towel on the sheets so you don't stain or wet anything during... everything.
That poses too much risk tomorrow morning when you need to clean. How're you meant to explain away a large wet stain, or possibly off-colored stains on your sheets? You don't even want to try.
You lay down on your bed, bottom half on top of the towel, you’re wearing a nightgown with no panties on beneath, like he requested, and now all you have to do is wait.
Fiddling with the collar of your nightgown as you do, the little bows ribbon strings soft on your fingertips.
Meanwhile downstairs, Jason's nursing a beer, trying to act normal around Roy. He has no clue that Jason's about to defile his little girl upstairs—some part of him feels gross about it, and bad. But the other part, the perverted half, is thrilled about it.
He throws back the rest of his beer, his dick twitching in his pants. "Night." He calls out to Roy, receiving a 'night' in return from him. He makes his way up to your room, heart pounding in his chest.
When he reaches your door, which he only knows is yours because you painted shit on it—flowers, hearts, the like—raising his hand, he knocks softly on your door.
When you hear the soft knock at your door, you pause for a second, determining who it is knocking. Usually your dad would throw a goodnight right after for you, when it's silence you know it's Jason that's outside your bedroom door.
You shift around for a second, finding a good position on your bed, atop the towel beneath your hips, before trying to look casual.
"Come in." You say just loud enough to be heard but not any louder. You’re nervous but not as much as you thought you would be.
Jason twists the handle slowly, pushing the door open just enough to slide his big body through. He takes you in instantly—spread out on the bed like a damn buffet, tits pushing against your silk nightgown, hair spread out like a halo. His dick tents his pants.
"Jesus."
His first response to seeing you after slipping into your room makes your lips twitch with a smile, slightly amused. You didn't have many nightgowns that screamed 'hey I'm sexy' aside from this one, but even this one was a bit simple.
Nothing like some woman your age would wear to look sexy and hot, but whatever it works.
You shift slightly to sit up against your pillows more, making sure the towel beneath you doesn't shift. "Hi," you mutter softly, albeit a little nervously. Only just a little bit.
"You okay?" He asks softly, watching you carefully. You look nervous but not scared, your nightgown doing little to hide your body. "Do you still want this?" He adds, unbuttoning the top of his shirt slowly. He doesn't want to pressure you into anything.
His soft questions don't register at first, him slowly unbuttoning his shirt is quite distracting. You watch his fingers pull buttons free for a minute before looking up at his face when you register he's asked something.
His concern is sweet, and definitely appreciated.
You nod a little, lying back against your pillows slightly. "I'm okay and I still want this, I promise." You say softly, giving another small nod even if your words are enough.
You’re excited even if you're nervous, you want this.
You really want this.
He exhales slowly, relieved. Crossing the room in three long strides, he looms over your bed. "Fuck, you're cute." He grunts, reaching out to stroke your cheek. His other hand finishes unbuttoning his shirt fully, shrugging it off to bare his tattooed torso.
You lean into his stroking touch on your cheek, eyes dropping to his tattooed torso when his shirt's shrugged off. Some tattoos are cut through with old scars.
"Scoot back on the bed." He murmurs, his eyes locked with yours. "On your pillows."
Your eyes move back up to his when he murmurs directions for you, you plant your hands on your bed and scoot back more for him. You lift your hips to pull the towel beneath you up as well. Letting it sit beneath your hips again.
You don't want to be on your pillows because you'd rather keep things clean of bodily fluids as best you can. For obvious reasons.
He notices the towel but doesn't mention it, finding it actually kind of hot that you’ve thought this through. He kicks off his shoes, then unbuckles his belt slowly, maintaining eye contact with you the whole time. "Comfortable?"
You watch him slowly get undressed in front of you, his hands undoing his belt with slow movements like he wants you to see everything. Whether it's so you don't get nervous or not, you’re not sure.
You look up at him again when he speaks, his question making you smile slightly. "Yeah." You murmur softly, nodding a little. You almost feel like you’re dreaming, that he's not actually here about to pop your cherry.
But he is and you’re excited and nervous.
It's risqué and maybe stupid, he's older by two decades and your dad's best friend, but you want him regardless.
He lets out a soft sigh, pleased that you’re comfortable. He stands up, letting his jeans and boxers drop to the floor before kicking them aside. His dick is already hard and straining, precum leaking from the tip. He crawls onto the bed, settling between your spread legs.
You inhale deeply when he's nude before you, eyes roaming down his body. His dick is big like you figured it would be, he's big so of course it would be, but holy shit.
That's supposed to go in you.
You’re not so sure it would fit.
You lean up slightly when he settles between your thighs, fluid leaking from his dicks head, you nervously pull your nightgown off. You’ve never actually been naked in front of anyone.
You lay back down after dropping it off the side of the bed, trying not to focus on it as you settle down flat.
Well, fuck him, you’re gorgeous. Every inch of your skin is dusted with those fucking adorable freckles, your tits are perfect, capped with rosy nipples that are hardening under his gaze.
He settles his hips between your thighs, his cock throbbing against your mound. "Christ,"
His roaming eyes on your body make you nervous, the way he's taking you in. You can see the dilation in his eyes, and it's all it takes for you to feel more comfortable—he's attracted to you.
When you feel his cock settle against your mound you jump a little, a bit startled because of you focusing on his face. You look down, his thick and long dick looks like it'd never fit but you’re the virgin here, he's older and experienced and probably knows what works.
But still, Jesus. The thing's a monster.
He reaches down, spreading your thighs further apart to give himself better access. "You're so fucking tiny." He mutters, staring at your virgin pussy. It's a dusky pink and smooth, with a tiny little slit. He rubs the head of his dick against your entrance, applying gentle pressure.
The way his rough hands spread your thighs apart for himself makes you tingle slightly, and his muttered words make your cheeks heat up. The way he's staring at your pussy, like it's mesmerizing, makes you nervous but you don't move away from it.
Your breath shudders when you feel him rub the head of his dick against you, applying that gentle pressure and it makes for a weird but not unpleasant sensation. It makes you want to clench up but manage to stay relaxed, open to him.
Watching him nervously but not at all unwanting of it all.
He pushes against your entrance, applying a bit more pressure. His dick is leaking precum, making it easier for him to slide inside you. "Fuck, fuck, fuck." He grunts, his eyes locked on where you’re about to connect. He pushes harder, his tip popping inside your tight little pussy.
A sharp gasp leaves your lips when you feel the burning stretch of him inside your pussy, however little it is. It's a sharp sudden pain you hadn't anticipated but you know it's normal.
You bring your hands down instinctively to his large hands holding your thighs open, fingers curling around the back of his hands tightly. Your head drops back against your pillows, eyes closing as you focus on breathing and adjusting to the sudden intrusion into your body.
Your breasts rise and fall with your heavy breaths, brushing against your arms.
"Just breathe, sweetheart." He whispers roughly, pushing in another inch. Fuck, you’re so tight around his head. He can feel you stretching around him, those virgin pussy trying to adjust to his size. He squeezes your thighs gently with his hands, watching your face for any signs of discomfort.
His rough whisper accompanied by another inch of his dick pushing into you is met with a whimper—one of your hands drops down from his to cover your mouth. You don't want to be too loud and risk someone hearing.
Your eyes open and you look at him through your lashes, her brows drawn in a furrow. He's so big, which she anticipated but having it push into her pussy is a whole other thing.
It hurts, for sure, but her desire to have him takes priority. She tries to relax, taking deep breaths through her nose and exhaling out just the same.
Jason groans as he feels you tightening around him, those little gasps and whimpers going straight to his dick. Fuck, you’re doing so well taking him.
He leans down, pressing his forehead against yours as he pushes in another inch. "Such a good girl."
Your eyes close when he leans down, forehead to yours as he pushes in another inch of his cock. It almost feels like too much when you know it's not, the foreign sensation of being invaded making it feel that way.
His praise makes you feel like you’re doing a lot more than what you are, that you’re doing so good. You relax slightly, despite the ache of the stretch, and try to loosen your muscles up. Your eyes open and meet his gaze, it's as intimate as anyone can get with his forehead to yours.
And to think this man's your dad's best friend.
"Fuck, I'm so deep in you." He mutters against your lips, his hips pressing forward until his pelvis is flush with yours. He's bottomed out in your tight little pussy, his dick throbbing and leaking inside you.
You grunt and your hips jerk slightly when he bottoms out in you, his hips pressing flush against yours. His words are dirty but they send a tingle up your spine nonetheless.
You exhale deeply, eyes dropping off him to look down where you’re flush together, albeit curious. You were almost a little surprised he fit entirely inside you with how he looked compared to you.
The pain slowly trickles away after a few minutes, something else replacing it that makes your skin feel sweaty. Your eyes flicker back up to his, a little unsure what the fuck your feeling in your belly right now.
He watches you carefully, seeing the slight change in your expression. Your body is less tense, those pretty tits rising and falling faster. "Do you still hurt?" He asks roughly, his hands sliding down to cup your bottom, spreading your cheeks slightly. That delicious pussy contracts around his length, making him hiss.
When his hands, rough and calloused but gentle in a way, slid down to cup you and spread your cheeks slightly, you couldn't help your reaction. It made something inside you get brushed against and it felt like a frisson up your whole body.
Your breathing quickens slightly but at the sound of his hiss your focus recenters onto him, did you... hurt him somehow?
"No. Are you okay?" You answer his question and ask one of your own, your brows furrowed in concern.
"Fuck, yeah I'm okay." He growls, squeezing your ass cheeks. The feeling of that tight little pussy wrapping around him is incredible. Jason starts to rock his hips slowly, his dick sliding in and out of you just an inch or two.
You go to respond to his growled words, despite the squeeze his hands have on your ass, when his hips start to move and it's like a white sheet goes over your vision for a solid second.
The sensation is entirely new and mind blowing. And a bit painful too.
Your back arches just a little and you choke out a moan before quickly covering your mouth with your hand again—god forbid your dad comes to investigate a weird noise coming from your room.
Not when it just got good. Toe curling kind of good, a feeling you never knew could even exist before now.
"Fuck." He hisses, feeling your small hands muffling your noises again. He hooks his arms under your thighs and wraps your legs around his waist, opening you up even more. He starts to thrust shorter, deeper strokes, hitting deeper inside you.
The new position has you feeling like you’re teetering at some kind of edge, leaning precariously toward falling. Your back arches more and your hand muffles the moans gradually growing in consistency. Your thighs shake against him, your stomach sucking in with each stilted breath you take.
Whatever he's hitting deep inside you has you seeing stars and feeling like you’re a buzzing, live wire. Your breathing picks up pace as your hips jerk with each slow thrust of his hips.
Jason can feel you tightening around him with each deep thrust, those legs trembling against his waist. Fuck, you’re close already. "That's it, sweetheart." He groans, "Let it happen. Come on my cock." He grinds against you harder, hitting that sensitive spot inside you relentlessly.
His words are filthy and vulgar and make you feel hot all over. You whimper and moan against your hand, muffling it as much as you can. His hard grinding hitting something inside you with an almost abusive accuracy that has you gasping in air against your hand covering your mouth.
Your legs tremble and your toes curl as you tumble off that edge he had you teetering on. Your head drops back and your eyes roll as you gasp sharply against your hand, gushing all over his cock.
He feels you gushing around him, that pussy clenching down on his dick like a vice. "Fuck yes." He groans, burying his face in your neck as he continues to thrust through your orgasm. He can feel his own release building, his balls tightening.
You take your hand off your mouth, opting out for burying your face in the crook of his neck when he leans down to yours. You gasps against his sweaty skin, body jerking with his thrusts as he chases his own release.
You whimper against his skin, arms coming around his shoulders, nails digging into the skin on his back as he fucks you damn near too sensitive. Your pussy convulses around him in pulses, whether to suck him in or push him out is beyond your comprehension at the moment.
"I'm fucking close," he whispers, his voice ragged against your neck. His hands grip your ass harder, fingers digging into the flesh. Each thrust becomes less controlled, more desperate. "Are you on birth control?" He mutters, barely able to form coherent thoughts as he feels his orgasm building.
His question mixed with everything he's doing to you, the hard grip on your ass, the desperate thrusts into your overly sensitive pussy, has it hard to form a coherent thought.
Your nails dig into his skin, breath fast and heavy against his neck mixing with whimper-y moans. Having to really think is almost a goddamn feat in this state.
"Jesus— yeah, yes. On birth control." You manage to get out against his neck, followed by a whimper punched out of your lungs by his thrusts.
"Thank fuck." He groans, hearing your confirmation. His thrusts become erratic, chasing his impending release. He buries himself deep inside you, his cock throbbing intensely.
With a final low groan against your neck, he comes hard, pulsing streams of hot cum deep into your convulsing pussy.
Your head drops back slightly with a choked gasp when he pushes himself deep inside you, the searing heat of his cum filling your pussy and lower belly with warmth and a weird sensation of being full.
Your body tenses for a second before going lax, your legs sliding off from around his waist and your hands dropping low on his biceps instead of his back. You let your eyes close as you try to catch your breath, cunt pulsing in time with your heartbeat.
You just lost your virginity to your dad's best friend, and damn was it phenomenal.
Jason holds you for a moment, his heart pounding in his chest. Once he's sure you’re okay, he carefully pulls out of you, his softening dick making a wet sound as it leaves your pussy.
You shivers when he pulls out, the sudden emptiness feels strange after all of that work just to get him inside you.
He grabs a few tissues from the nightstand and gently wipes you clean before tossing them in the trash.
You exhale slowly, thighs twitching when you feel him wipe you clean, it was a sweet gesture though. You relax again, thinking about everything that just happened.
Your lips curve up into a little grin as you giggle a little bit, your hands—faintly shaky from your orgasm—coming up to cover your face and muffle the noise slightly.
The situation had a sense of surrealism to it.
"Shush... your dad will hear." He whispers, gently removing your hands from your face with a soft smile. "What's so funny?" He murmurs, studying your bright eyes and flushed cheeks.
Your innocence just got fucked away, and God help him, he loved every second of it.
He's not wrong so you bite your lip with a smile, letting him gently remove your hands from your face. You take in the soft smile on his, he looks relaxed that way.
It's a look that suits him, you think.
You just gave your innocence away to your dad's thirty-eight-year-old best friend, a man twenty years your senior. It's filthy in some way, but it was so good, and he was so sweet with you.
"Nothing, just happy." You mumble softly, tilting your head a little against your pillow to look at him better. Quite content with everything despite all the risks.
He chuckles softly, reaching out to tuck a stray lock of hair behind your ear. "Happy, huh?" He murmurs, his eyes softening as he looks down at you. "Well, that makes two of us. Though I have to say, corrupting my best friend's little girl..."
Your smile softens a little when he tucks a stray lock of hair behind your ear, the gesture sweet. His eyes softening when he looks down at you is like the cherry on top.
You snort quietly at the idea of him corrupting you, maybe defiling but he didn't ruin you. You’re still the same person, he just... opened a very pleasuring door.
"Please, corrupting?" You say with a humorous tone. Your hand sliding to one of his, fingers curling around three of his own. "Stay with me tonight?" You whisper questioningly.
He squeezes your fingers gently, a thoughtful expression crossing his face. Your innocent request tugs at something deep inside him, a protectiveness he never knew he had for you. "You want me to stay?" He murmurs, a small smile playing at the corners of his mouth. "What if your dad finds out?"
Your dad is probably sleeping downstairs, oblivious to the fact that you just lost your virginity to his best friend.
He's got a right to be concerned, if he is, about your dad finding out about what he did. It's not you he'd be mad at in the end. But your dad and him have been friends for decades, he probably knows that man's schedule like his own.
Plus, he literally sneaks around for a living.
You give the fingers you have in your grasp a small squeeze with a soft smile. "I'm sure. And you probably know when he wakes up, just sneak out to the guest room before that." You say quietly with a small shrug of one shoulder.
He nods slowly, considering your words. You’re right, he does know Roy’s routine like the back of his hand. And the guest room is right next to your bedroom, making it easy for him to sneak out before Roy wakes up. "Alright, deal."
You grin when he agrees to stay, happy as can be. And if he thinks you'll be letting go of him after tonight, he's dead wrong. But you'll be careful, you’re not stupid.
You won't risk whatever you’ve got by being reckless because you want things.
You shuffle to give him room on the bed, tossing the towel you set down before you did anything—now slightly wet with prior activities—off the bed before pulling the blanket down. "Come on, mister." You beckon, patting the spot next to you.
Jason smirks slightly as he slips under the covers beside you, the heat from your bodies mingling comfortably. Despite the gravity of what you’ve done, there's an easy, almost innocent feeling to curling up next to you. He pulls you close, tucking your head beneath his chin.
You sigh in contentment when he pulls you close and tucks you beneath his chin, relaxing immediately into his warmth. He's like a big furnace; you could curl around him and be warm forever.
You settle for a leg over his torso, snuggling close. Your eyes close and you settle down, letting the exhaustion of everything settle into you and lull you into a quiet calm and drifting slowly off to sleep. His warmth and the comfort of having him there helps speed things along.
He smiles softly as you throw your leg over his body possessively. His mind registers this action—it's territorial. Like a damn cat.
He pulls you closer, one hand slipping down to cup your bare backside. His mind races with thoughts, most of them centered around you and what you both just did.
It's not long until he let himself follow you and drift off to sleep.