Chapter Tags: smut, flirting, teasing, seduction, role playing (kinda), daddy kink, “first time” vibes, handjob, blowjob, fingering, cunnilingus, p in v, marking
Chapter WC: 2244
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“Oh shit, I think I’m a little drunk,” you giggle, putting an extra slur in your voice. You laugh even harder when Jeff catches you in his arms on your less than graceful descent from the bar stool. You grip onto his shoulders and look up at him through your lashes, letting your giggle die slowly. “I urm, shouldn’t really go home alone like this.”
“No, I don’t think you should,” Jeff agrees.
“You know, you’re pretty handsome.” You clap your hand over your mouth like you’ve confessed something you shouldn’t have, and watch Jeff’s cheeks turn a deeper shade of pink.
“And I’m also old enough to be your father, sweetheart,” he reminds you with a chuckle.
“Well, you know what they say about older men… all that experience,” you smirk, reaching up to play with the open collar of his overshirt. “And little old me hasn’t got any. I need a man like you to show me how it’s done.”
Jeff scoffs softly, looking around the bar.
“C’mon, I’ll get you a cab,” he offers, taking your hand and leading you out of the bar.
You pretend to shiver, prompting him to give you his jacket, and smile warmly at him when he wraps you in it.
“Thanks,” you whisper, reaching up on your tiptoes to kiss his cheek.
His beard scratches your lips, and the slight burn it leaves behind on your skin only turns you on. You’ve never truly understood your attraction to older men, but Jeff is really scratching that itch right now.
“You know… when I finally lose my virginity and find a guy to show me all the ropes, I hope it’s a guy like you, then I’d be a very lucky girl.” Jeff chuckles, looking away almost bashfully. You bite your lip, smirking as you keep your arms wrapped around his neck. “I mean… if you’re interested?” you prompt. Jeff isn’t quite like other men, usually by now they’re jumping at the chance to show you all the things you’re missing out on, wanting to take care of you. They don’t normally need this much persuasion.
“You’re pretty drunk, darlin’, I don’t think you’d be thinking these things if you were sober.”
You’re far more sober than you’re making yourself out to be, which frustrates you, because it means you’ve been playing it too drunk. Usually, men prefer that. You sigh softly, thinking on your feet.
“Okay, I’ve got a confession,” you admit. “There wasn’t a guy checking me out earlier, I just wanted to sit with you, because I thought you were really hot.”
Jeff’s eyebrows raise, and he smirks slightly. “Oh really?”
“Yeah, and honestly? I was kinda hoping that tonight would be the night. I mean, I shaved, I painted my nails, put a pretty dress on… and I know we’ve only just met, but I really want it to be you.”
Jeff smirks, shaking his head in disbelief as he glances around you. You wait patiently, until he finally says: “We should get a cab.”
You moan at the feeling of Jeff’s beard scratching down the delicate skin of your neck, your hands reaching up to grip at his shirt and push it down over his shoulders. Jeff shrugs it off and you quickly reach for the hem of your dress, pulling it up your body and dropping it to the floor.
“You’re eager for someone who hasn’t done this before,” he notes, smirking against your skin.
“You’re really turning me on, I can’t wait to feel you inside me,” you pant, dragging your nails softly down his back. “Will it hurt?” you ask, prompting him to look up at you.
“No, I’ll take it easy, promise, darling,” he smiles.
“Okay,” you nod, kissing him again. “But I think I’ll be able to take it,” you whisper against his lips.
You sit up completely, rolling you both over and straddling his waist, grinding yourself down into the growing bulge behind his jeans. Jeff rocks his hips up into you, making you whimper and writhe.
“I’m so wet for you, Daddy,” you whine, leaning down to run your lips across his neck.
“Daddy, huh?” He chuckles, cutting himself short with a gasp.
You reach between the two of you, undoing the buttons on his jeans and pushing your hand inside.
“Fuck, Daddy, you’re so big.”
You only get wetter at the thought of him being inside you, but you feign nervousness anyway, jerking him softly, and not giving it your best.
“Am I doing it right?” you ask, “can you show me?”
Jeff smirks softly, gently encouraging you to sit beside him. He pushes his jeans down, letting his cock lay free on his stomach. He’s long, with a decent thickness, and your mouth waters. You want to bend down and take him in your mouth, but a virgin wouldn’t be that eager to suck cock, and that’s your role tonight. Jeff guides your hand towards his length and wraps your fingers around it softly, encouraging you to move your hand up and down.
“Like this, baby,” he hums.
“That feels good?” You check. Jeff nods, throwing his head back into the pillow and closing his eyes. “Can I… try using my mouth?” you ask timidly.
This prompts Jeff to look back at you, smirking. “Like I’m gonna fucking say no,” he laughs.
You smirk in response and shuffle your hips further back, lowering your face towards his body.
You look up at him through your lashes, seeing that his eyes are a little darker than before. He’s starting to lose himself in this now, the more you’re pleasing him, and soon you’ll be able to drop the innocent act and beg him to ruin you like you’ve been desperate for since you first laid eyes on him. Fuck, you’d even let this guy take your number, let him make you his late night booty call while you’re stuck in this town for school, and he hasn’t even fucked you yet. You just know he’s going to be good from the way he grips your hair – the way he’s kissed you. You smile softly as you stick your tongue out and begin to lick up his length, slowly wrapping your lips around his tip. You suckle for a moment or two, and then let go.
“Is this right?” you check, tapping his head softly against your lips as you wait for his response.
“You wouldn’t think you’re new to this, baby girl,” he gasps.
You smirk harder, sucking him down again, getting a little more confident as time goes on.
Jeff either doesn’t care that you’re showing your experience, or he must think you’re a born natural, because he’s not questioning it, tugging on your hair, bucking his hips up into the back of your throat to make you gag. If it really had been your first time, you probably would’ve felt overwhelmed, but you can’t help grinding your wet, neglected pussy into the mattress beneath you at the very fact he’s just so dominant. Jeff must notice, because he smirks as he glances at your ass and then chuckles.
“C’mere,” he grunts, pulling himself out from under you, throwing you down onto the bed.
You squeal, and he grabs your legs and spreads them, licking his lips as he stares at the wet crotch of your panties. He reaches up for them, delicately dancing his fingers along the material before hooking his fingers behind the seam and pulling them to one side.
“That’s a wet pussy, sweetheart. Is it all f’me?” He smirks as he looks up at your face.
“I told you, I’ve wanted you all night,” you hum.
Jeff lets his fingers glide through your slick, and you begin bucking your hips against his touch, desperate for more, eager to tempt him to skip the foreplay and head straight for the main event. But apparently, Jeff’s a patient guy, because he teases your cunt with his fingers for a few minutes, pressing one inside you, only to drag it out slowly and tease a second in. He fingers you meticulously, like he’s searching for every sweet spot inside you. Your legs are shaking on either side of him, whimpers bleeding from your lips as the torture continues to get more and more gruelling.
“Please, Jeff, please fuck me,” you beg sweetly.
“Let me just have one little taste,” he hums, licking his lips and lowering his mouth to your centre.
You gasp for air, throwing your head back as his tongue glides through your folds, circling your clit and then lapping at your leaking entrance. Your fingers start to tangle in the slightly longer hair on the top of his head and you moan, biting your bottom lip as you try to ride his face.
“C’mon Daddy, fuck me,” you tempt.
Jeff sits back, licking his lips, and then leans over to open the drawer of his nightstand. He takes out a gold wrapper and tears into the packaging with his teeth, taking out the condom and starting to roll it down his length.
“So wet for you, Daddy,” you tease, reaching down to touch yourself as you wait for him, and Jeff smirks.
“Sure you’re ready? I don’t want you to be uncomfortable,” he tells you sincerely.
“I can handle it,” you reassure him, biting your bottom lip.
Jeff scoffs, but guides himself towards your entrance anyway, pressing against your opening. He takes it slow, like he’s afraid he might hurt you, but your cunt sucks him in like it was made for him, and he groans softly once he’s all the way in.
“Fuck darlin’, look at you taking me like a big girl,” he teases. “Didn’t think you’d manage me so easily.”
“Just because I haven’t fucked any real men before, doesn’t mean I haven’t had plenty of practise,” you lie, rolling your hips. “You’re about the same size as my favourite toy.”
“And how hard do you fuck this tight little pussy with that toy of yours?” He prompts, keeping himself still.
“So hard, Daddy,” you whine, “makes me cum so quick.”
Jeff throbs inside you at your words, and he shifts himself slightly, gripping the backs of your thighs before he starts to thrust. It’s soft and gentle at first, and he keeps a careful eye on your face.
“Harder Daddy, I can take it,” you promise. Jeff grunts, starting to snap his hips a little more purposefully, making you moan. “Fuck yes, Daddy, just like that, more please.”
It doesn’t take Jeff long to start fucking you mercilessly. You think the fact that you’re moaning and begging for more is helping him let go. Your nails are leaving red tracks down his back as he fucks you into the mattress and your pussy leaks around his cock, making the bed sheets wet beneath you. It’s been a while since a guy has fucked you this well, and you’re definitely letting him call you in a few days’ time. You roll over, straddling his waist, and you start to ride him, reaching up to grope your own chest, taking what you want from him as you get closer and closer to your release. Jeff grips your hips, digging his blunt fingernails into your skin. He doesn’t stay away for long, sitting up to hold your chest against his. Jeff begins biting at your neck, sucking at the skin and rolling his tongue over it.
“I’m gonna cum on your cock,” you gasp, resting your forehead on his shoulder as you feel your legs shake and you start to come undone.
Jeff holds you, moaning loudly as he thrusts his hips up and then stills.
You’re both still breathing heavily as you come down from your highs, and Jeff kisses your bruised neck softly.
“Fuck, I hope you don’t have some fancy job or somethin’,” he chuckles gently.
“Why?” you press.
“I marked you up pretty good, sorry, doll.”
His eyes dance over your neck, making you giggle. You love marks, and you know it’s going to wind Jensen up, which is already a bonus.
“It’s fine, I’ll just get you back,” you tell him quickly, biting into his throat.
He tries to stop you, but you suck and nibble at the skin as he laughs. You pull back, admiring the deep red bruise and smirk triumphantly.
“Fuck, my new boss is gonna hate that,” he complains.
“We’re not even even,” you scoff, climbing out of his lap.
You reach down for your underwear and start to get dressed.
“You don’t have to rush off, darlin’,” he tells you genuinely.
“It’s fine, I’ve gotta go, but I had a great time,” you tell him, glancing over your shoulder and smiling.
“Good.” He watches you dress for a moment and sighs. “You really don’t have to go, I mean, I know that was your first time and if you wanna…” You bite your lip, unable to stop smirking. “What?”
“Nothing, it’s just not how I imagined a guy being after a one night stand,” you shrug.
“Well I’m not most guys.” You pull your dress on and giggle.
“You’re definitely not,” you agree, leaning over to kiss him.
“At least take my number?” he asks.
You reach for your purse and pull your cell out, handing it to him. He types it in and hands it back.
“Thanks,” you smile. “I mean, for everything.”
You kiss him one last time and then see yourself out, for once hoping you’ll see the guy again.
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