a first time for everything / jack abbot
summary: when jack finds out that you've never had an orgasm from sex before, he's determined to change that.
tags: smut, bigdick!abbot, too much dialogue and an attempt at sexual tension, use of sweetheart, baby, honey, angel, vixen, clothed dry humping, cumming from dry humping, licking his tip, teasing/just the tip, penetrative sex, unprotected sex, pull out method, cumming on your tummy.
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"and so, i've never cum from sex before."
you're not sure how you've gotten to this point in your conversation. you're also not sure why you've divulged such information to your gorgeous date, but you have a sneaking suspicion that it's to do with the fact that he makes you so damn nervous. especially when he looks at you with those teasing eyes, like he's ready to devour you, and you're pretty sure that you would let him.
"never, huh?" he questions, the corner of his lips turning up into a smirk. he looks like he's taken it as a challenge, and you have to resist the urge to cross your legs, let the movement give you some much needed friction.
"never." you repeat, shrugging and taking another sip of your drink. acting nonchalant though you are absolutely far from it.
"what the hell kinda guys you been sleeping with?" jack laughs.
"not the right ones apparently."
"you must've given up on men by now then, with that track record."
"i'm willing to give 'em one more chance."
it's forward, you're painfully aware of that, but the alcohol in your glass messes with your filter, has truths slipping past your lips before you can reign them in.
"is that right?" he responds, and his tone, the insinuation hidden behind his words, it makes you swallow in anticipation.
"yes," is all you manage to respond.
"so," he starts, moving in closer to you on the couch, closing the space between you until his knees are touching your bare ones, peeking through the hem of your dress. he tilts your chin up with a finger, looks right in your eyes. "am i right in thinking that that chance is for me?"
you're holding your breath, eyes flickering down to his lips. you can smell him when he's up close like this, and it's intoxicating. you want him closer.
"only if you'll take it."
jack remains slow, calm. he's an emergency medicine doctor, after all. but his heart's beating fast and the pressure seems to be building in his body, begging to be let out. he stares at you. asseses the rise and fall of your chest, the way your lips are parted in wait, and captures them slowly between his.
it's not the first time he's kissed you, but it's the first time it's carried such weight. hot and heavy as his fingers curl to cup the side of your face, breathing through his nose as his tongue strokes against yours. each movement is languid, calculated, contrasting with the heavy, rapid beat of your hearts. chest to chest.
it's hot and heavy, and he feels drawn to you. each movement of your lips against each other getting more desperate, until he's dragging you unto his lap, his warmth heavy against you. you let put a strangled moan as your clothed pussy rubs against his jean-clad bulge just right, and the sound has jack jerking up into your clit in a way that has you moaning again. the rough material of his jeans provides a pressure so delicious, it has you rolling your hips back into him. first, experimentally, and then with more confidence, as you take his lips back against yours.
"woah there, baby." jack chuckles through breaths. "someone's eager."
"ever since i walked into your apartment tonight, jack."
"good," he simply replies. "so am i."
you fall into him after that, taste him on your tongue. bite at his lips and soothe them with a lick. he lets you do as you please, circle your clit into his jeans, soak the material until they're dark with your juices. he eats up every breathy, sexy moan you cry just for him. push his hips up to increase the pressure, rub your clit with his thumb where he thinks you need a little extra push. and when you're close, he watches you with awe, loves the way you fall apart.
"that's it, baby. use me." he encourages, hands on your hips as he pushes you into him, harder, till you're cumming on his jeans, head collapsing unto his shoulder.
"and i didn't even have to touch you," he teases, as you come down from your high, though there's no real malice in his voice. his hand finds the nape of your neck to stroke soothing circles into your hair.
"that one didn't count, jack." you reply. "you need to make me cum with your cock."
"i did, didn't i?" he laughs.
"no, silly." you giggle. "with your cock inside me."
the phrase has him instantly pausing, flushing him with desire even stronger than it was. the image in his head is filthy and delicious, and he wants nothing more than to fuck you till you're speechless.
"is that a challenge?"
"if you want it to be."
"careful. i might take you up on that, sweetheart."
"so do it."
jack shakes his head with a smirk, top teeth grabbing unto his bottom lip. you're in over your head, and he knows you don't realise that. luckily for him, you like a little danger.
you squeal when he suddenly stands up, carrying you up with him. your arms wrap around his neck instinctively for stability, and his hands go right under your butt to keep you up. it takes practically no effort for him to carry you, and you can feel his defined muscles under his thin black shirt, and god, you're hungry for him. he takes you all the way to his room, kicking and nudging doors open and close because he refuses to move his hands from the plush expanse of your ass. you just laugh all the way there, beg him not to drop you, and he reassures you with a throaty, "wouldn't dream of it, honey".
in his bedroom, he lays you down slowly before taking your lips back into his. kissing down your neck at the soft, sensitive skin, and enjoying the breathy sounds that leave your lips. he loves this stage of relationship, the dates where you're still giddy and flirty, your first intimate moments where he can explore every new patch of skin, discover what areas make you moan and what you don't like. he scrapes his teeth against you, relishes the way you shudder, makes a mental note that you love it.
"jack," you moan when he takes his time, too much time, nipping at your decollétage. "n-need to feel you, baby."
he just chuckles into your throat, one that sends a chill up your spine. he likes how desperate you are, loves the breathiness of your words.
"soon, sweetheart. gotta warm you up first."
you're not sure what he means, but you're quickly distracted by the sound of him unbuckling his belt and unzipping his jeans, the wet spot of your juices starting to dry on the front. he looks like an absoloute wet dream as he pulls them down along with his boxers, giving you the perfect view of his cock.
and he's hung.
his cock is an average length, but thick. flushed pink tip, adorned with big, heavy balls at the base.
you sit up at the sight and take it into your hand, weighing it in your palm. stroking experimentally down the shaft and rolling his balls between your fingers. it's smooth and hot, and when a bead of precum appears at his tip, you look up at him through your eyelashes, asking for permission.
"can i?" you whisper, tension so thick in the room you could cut it with a knife.
"you can do anything you want to me, baby."
with that, you lick a stripe up his dick like it's a popsicle on a hot summers day. you flatten your tongue when you get to the tip to collect his precum in one sure swoop. the way you swirl your tongue around it and repeatedly stroke around the frenelum has jack struggling to hold in a moan, and a smile appears on your face at the sound of his pleasure. when you take more of him into your hot, wet mouth, sloppy and messy as his tip touches the back of your throat briefly, he immediately pulls you off of his cock. his face is flushed, eyelids drooping as he stares down at you. he grabs hold of your chin, examining your face, as he sighs.
"so fucking pretty."
then he's laying you down, hand supporting your head, positioning himself right between your legs. he brings a hand down to your puffy pussy, assesses how ready you are for him. you're so damn horny and you want him so bad, but when he slips two fingers into you and you hiss with need, he just pulls away with a slick hand.
"we need to get you a little more ready, baby."
"what?" you say, frustrated. "no, jack, i'm ready, please just put it in-"
"have a little patience, sweetheart." he soothes. "trust me. i know what i'm doin', angel. don't want to hurt you."
that shuts you up quickly, flushed and shy with your own desperation. you watch as he wraps his hand around himself, and almost cry with glee when he lays it back down on your throbbing clit.
"f-feels so good," you cry.
"i haven't even moved yet, baby." jack laughs.
then, he's rubbing himself back and forth on that little bundle of nerves, the direct friction after way too much waiting makes you incredibly sensitive to touch. you quickly become a moaning mess under his movements, pussy dripping with even more slick. he rubs faster and harder, your juices making it easier for his cock to slide against you. he's panting and grunting on top of you, enjoying every minute of you, and with all the excitement and pleasure, his tip accidentally catches against your sloppy entrance.
"fuck!" you both moan out, the teasing making you desperate and sensitive, begging for more.
"god, jack, you gotta fuck me. please. i can't." you beg.
"i know, i know. just a little longer, sweetheart." he reassures, stroking your hair lovingly. secretly, he just fucking enjoys teasing you and himself, and he loves the way you beg.
he starts to rub against you again, but now that you've felt the tip of his cock inside of you, it isn't enough anymore. you need more. but you stay obedient, pliant, listen to his instructions. lay with your clit throbbing and your pussy leaking as he grinds into you, waiting. until his cock presses into you again, this time, not pulling back out. pausing until he's as deep as his frenelum in your wanton pussy.
"fuck me, jack. you feel so good." you moan.
"trust me baby, i know." he says through gritted teeth, barely able to handle the way your walls pulsate around him. "let's stay here for a little bit, let you get used to me."
"no, baby, please, i really need you now." you cry.
he doesn't reply, simply leans down to capture your lips between his. strokes his tongue against you while you moan and moan into his mouth. he starts to move after a while. eases into you slowly, an inch at a time. your moans only get louder and louder, tears in your eyes as he pushes deeper and deeper, until he reaches the hilt.
your juices coat his cock, sticky, leaving a mess across your thighs and jack's too. he loves it. loves the way you're spread out in front of him, crying for him. pussy stretched out around his fat cock and weeping for more.
"take your top off, jack." you order when he's seated deep. you want to feel him completely, his skin against you too, and you feel so good that all you can think about is being as close to him as possible. he obliges of course, never pulling out of you as he wrestles his tight shirt off, leaving you with a delicious view of his muscle and slightly tanned skin.
you latch on to a spot on his neck when he bends back down, pulling out to the tip before thrusting back in, hard and fast. it's delicious the way he fucks you. thrusts languid and controlled though you know he's frantic and desperate too. you keep his skin between your teeth and your tongue soothing, and when he hits that spongy spot inside of you once, twice, thrice. over and over again at a bruising pace, you scratch your nails down his back in a way that has him hissing and moaning from the pain mixed with pleasure.
"you little vixen," he pants, taking your lips in a searing hot kiss. scolding you and yet worshipping you. "you. you are the sexiest woman i have ever met."
you flush and let him kiss you deeper. sloppy and wet till your saliva mixes. it all feels so damn fucking good. the pace of his thrusts, the way he drives into you, the weight of his body on top of yours. and he fucking loves the view. your gorgeous face, your tits with those perky nipples he can't help but take into his mouth and bite on. your pussy wrapped around him tight, pretty and glistening clit. your juices that drip down your thighs and coat you both, the salty sheen of sweat across your bodies.
"jack," you cry, as he grinds into that spot that drives you crazy again. "jack, touch my clit, baby. 'm s-so close."
"that's it, baby." he grunts, wasting no time in bringing his hand down to your painfully needy clit. the pressure leaves you arching your back off of his bed, chasing the friction.
you moan and babble, squirm as you feel the pleasure building and building, bubbling up in your tummy in a way that's much too overwhelming.
"s-so close, jack. please. d-don't stop."
"wasn't planning on it, sweetheart."
it's too good. too much. delicious and painful all at once. every stroke against you feels heavenly, and the feeling of getting closer and closer leaves your eyes rolling into the back of your head.
your gasping, moans turning silent as you descend into pure, white hot pleasure and cum. harder than you ever have on your own with your vibrator. the first time around any man's cock.
"fuck," jack moans as your pussy spasms around him, squeezing him, milking him for every drop of his cock. "gonna make me cum with that pretty pussy."
and then he's pulling out, your hand coming up to grip around his thick cock without him having to ask. he grunts and groans with every stroke of your hand, the perfect pressure around him. it feels so good, and you're so goddamn perfect under him, watching him pant and moan until he's releasing all over your belly with an exclamation of, "fuck!"
and then he's kissing you, sweat dripping, thanking you. it's sweet and comforting, a contrast from the way he kissed you rough when he was buried deep inside of you. he excuses himself to get a warm, wet towel to clean you up, and another one for drying, before laying next to you, your head on his arm.
calmed down from your high, you turn to jack, a mischievous smile on your face.
"i faked that orgasm, just so you know." you joke, eager to tease him. "so you've failed this challenge, dr. abbot." you giggle uncontrollably after, amused by your own humour.
"oh, baby." jack chuckles, looking down at you with adoring eyes. "i definitely felt you cum. all over me."
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a/n: wrote this while waiting to board my plane to go back home (i'm sad) (i'm horny)
your next jack abbot read your honour???



















