your first time with jean was not what you were expecting. at all.
you had felt the overabundance of insecurities wash over you the moment he was bare. his broad shoulders, thick neck, sharp collarbones, ginormous pecks that you couldn't help but to stare at, all leading down to his chiseled abs and trail of hair that lead a path to- woah.
you felt yourself breathe out once your eyes landed on the piece of appendage. there was no way that was going to fit inside of you. but jean always had his way with things. he was going to make it fit one way or another.
you couldn't tear your eyes off of him and every time your eyes flickered to another portion of his body, you felt like closing in on yourself. your arms crossed and your thighs pressed together as tightly as you could manage, wishing your bra and panties could magically just become superglued to you so you wouldn't have to take them off. you didn't want him to see your body anymore, not if his looked like that.
he must've noticed your doubt because he cups your jaw and tilts your head up to make you look into his eyes.
"what's wrong, love? you feeling okay?" he asks softly. you nod and give him a fake smile, the best one you can muster, but he sees right through it. he sits up on his knees, the plush of his ass digging into his heels, as he looks down at his body before back into your eyes. "is it my body? is something wrong?" he asks warily.
god. you wanted to sob. how could it be his body? does he not see the difference?
"please, don't think that it's you," you say quietly, your voice cracking as you feel your eyes cloud over.
"then is it you?" he questions, scoffing lightly afterward. "you must be crazy if you think something's wrong with your body." he leans forward again and places his hands on your knees, running his palms up your thighs and rubbing his thumbs along your hip bones, "you're so fucking beautiful, baby. can you not see that?" he asks softly, his eyes worriedly looking into yours.
once you shake your head and feel a tear glide down your temple, his entire expression falls into one of sadness. had his little baby been insecure this entire time?
he reaches forward and wipes underneath your eyes, his lips pressing against your forehead, your nose, and then your lips.
"i think you're gorgeous, love. so, so, so fucking gorgeous. you're so pretty. even if you don't think so, i want you to know that i love everything about you. you don't have a single flaw on your body to me," he says while caressing your waist and hips.
you nod and sniffle, your eyes flickering back down to his appendage, only to notice that he's not hard anymore. you look to the side and loosen up your limbs, still feeling dejected, but for an entire different reason now.
you can't believe you ruined the mood and made him so upset to the point where his hard-on went down.
"do you want to wait, y/n? are you not ready yet?" he asks calmly. you immediately look back into his eyes, one of your hands reaching out to clasp onto his forearm.
"i'm ready," you mumble, "i'm just... nervous?"
"you're a lot more than nervous right now, baby," he chuckles gently, his laugh soothing you. you nod and gulp before looking back down and then into his eyes. he catches on and shakes his head, "don't worry about that. it won't take me long to get hard again."
you nod and give him a small smile before playing with the hem band of your panties, trying to hint for him to take them off of you.
"you want to continue?" he asks for reassurance.
"yes, please," you say softly. he smiles and kisses your lips as his fingers dance up your sides before motioning for you to arch your back so he can unclip your bra, then he tugs along the straps and pulls away from your lips so he take the piece of clothing off of you.
you shiver once your nipples are exposed to the new temperature and he tosses your bra onto the floor before attaching his lips to yours again.
he slowly trails his lips down your neck to the swell of your breasts. your breath hitches and he shushes you before wrapping his lips around your left nipple. a soft gasp escapes your lips as he gives a particularly harsh suck and then moves to the other one.
"jean," you breathe out, wanting him to go faster and touch you where you seem to be needing him the most right now. he hums and looks up at you, coming up to kiss your lips before you mumble, "need more." you can feel your face heat up once you say that and he chuckles softly. what you mumble next wipes the grin right off of his face. "wanna touch you... please."
"let's get these off first," he says while hooking his fingers into the waistband of your panties and swiftly pulling them down your legs. you watch him with anticipation and when he goes to trail kisses down your stomach, you whine. "be patient, baby," he coos against your pubic bone.
"wanna touch you, jeanie, please," you whimper while gently grabbing his hair.
"let me make you feel good first," he says before kissing your inner thigh.
"after," you whimper while giving his hair a gentle tug.
"okay, sit on my lap?" he asks softly. you nod immediately as he helps you sit up, you switch places with him and he grabs your hips as you move to straddle his thighs. you sit down against his thighs and he grabs your chin between his index finger and thumb, pulling you closer to his face so he can kiss you. when you pull away, you trail your hands down to his stomach, your fingers brushing against his happy trail. you look down and bite your lip, his dick seeming bigger now that you were closer to it. you look at where it reaches to your stomach and feel your gut twist. it was above your belly button. you breathe out and then notice his stomach contort as he chuckles. "you just gonna stare, baby?"
"that's not gonna fit, jeanie," you whisper.
"hm?" he hums while lifting your head up. you gulp and shake your head, happy that he didn't hear you, before he speaks again. "it will fit inside, i just may not be able to push in all the way, that's all. 'nd that's why i gotta make you feel good first, so it goes in nice and easy. don't wanna hurt you, y'know?" he says softly while tucking your hair behind your ear.
you nod and look down before placing your hand in his, "teach me."
he breathes out once he moves your hand to wrap around his length, so you give an experimental squeeze and he grips your hips tightly.
"ah, don't- don't do that," he groans when you do it again.
"does it hurt?" you ask while loosening your grip.
"no, it doesn't. just don't want to cum before i'm inside you," he says shakily. you nod again before slowly starting to move your hand up and down. you seemingly focus on the tip and watch his stomach tense up as he bites back a moan.
"does that feel good, jeanie?" you ask curiously.
"yeah- fuck, real good, baby."
you bite back a smile and nod, but your breathing stops when you feel his fingers glide along your soaking slit. you grip his bicep with your free hand and look into his eyes.
he gives your nub a gentle flick with his index finger and you keen forward, a short "mmpf" leaving your lips. he focuses on your clit, circling his fingers clockwise around it as your eyes close.
he moves his free hand from your hip to your fist around his cock, guiding you to keep stroking him—you didn't even know that you stopped.
"m-more," you moan quietly. he kisses your nose before pressing his middle finger against your fluttering hole. your eyes shoot open and he looks into them as he ever so slowly pushes it inside. your mouth falls agape before you whimper and grip onto his bicep tighter. "jean," you whimper, your eyes squeezing shut at the foreign intrusion as he continues pushing it in.
"you're okay, baby," he coos, pressing a kiss to your forehead before guiding your head into the crevice of his neck. you grind your hips forward once his palm presses against your clit and breathe out. "there you go, that didn't hurt, did it?" he asks.
you shake your head and continue stroking your fist around his cock. your hand on his bicep moves up to wrap your arm around the back of his neck, leaving him to run his fingers through your hair and then rub your back once he begins pumping his finger into you. you let a choked out gasp escape your lips before a soft moan does and you can feel him grin against your neck before he begins placing kisses on the juncture where it meets your shoulder.
he pumps his finger a couple of times, feeling your wetness smother his palm and run down his wrist, dripping onto his thighs below. slowly, he pushes a second finger in and a breathy moan falls past your lips. you pull your face out of his neck to look into his eyes, your lip caught between your teeth as the pleasure gradually builds up. he makes a 'come here' motion with his fingers and your mouth falls agape.
"that feel good, pretty girl? you're drippin' onto my lap," he grins softly, his lips closing to press a kiss to your nose before his free hand comes up and cups your jaw, his thumb smoothing over your cheekbone.
you can't help but nod as the look he's giving you seems to add to the pleasure. your mind's beginning to turn to mush and you grow with embarrassment when your ears catch the squelching noises coming from your pussy. you tear your eyes away from his to look down and your breath gets caught in your throat. you knew you were wet, but you didn't think it was that bad.
"see how wet you are for me?" he whispers into your ear, his teeth moving to nibble on your earlobe before he lifts your head back up to look into your eyes again.
you whimper as your eyes gloss over, the ball of his palm can't seem to stop knocking against your nub, and it's driving you over the edge.
"you okay, baby?" he asks once he notices the look of plead in your eyes.
"c-close," you choke out. he hums and slowly stops moving his fingers, causing you to whimper and shake your head.
"want you to cum wrapped around my cock, not on my fingers, baby," he says softly.
"okay," you squeak out.
he pulls his fingers out and your eyes grow wide as he brings his hand up to his mouth, his lips parting. he grins at you before placing his fingers on his tongue, his lips closing around them shortly after. you gasp quietly and watch as his lips suckle on his soaked fingers. and then he pulls them out and licks his lips while guiding your eyes back to his.
"gonna lay you down now, okay? wanna taste you properly and clean you up before we continue," he says softly. you nod and swing your leg off of him before moving to lie beside him. he crawls down into the bed and lays on his stomach, his arms wrapping around your thighs after he situates the balls of your heels touching his shoulder blades.
he kisses and licks along your thighs before he suddenly licks a stripe up your slit and you shudder, one hand flying down to tangle in his hair as the other grips onto his forearm secured around your thigh. you pull his head closer to you, dying to feel his tongue on you.
his lips wrap around your bud, sucking gently before he begins licking stripes up and down your open slit. his tongue dips in a few times as he needs to taste more of you, then he moves his lips to kiss along your thighs and pubic bone.
when he looks up at you, time stops for a little bit. you breathe out at the view of him. hair tousled and lips drenched in your juices. his cheeks are no doubt pink from arousal and you're 100% sure the tip of his cock is too.
"need you now," you whisper out, your hands grabbing ahold of his forearms.
he nods and moves to hover above you, leaning down to give you a short kiss before he leans over and opens up his bedside drawer. you watch with doe eyes and a heated face as he pulls a foil package out of the drawers and situates himself back between your legs. your hands begin to clam up and you gulp as you watch him open the package and roll the condom down his length, taking notice of how tight the rubber hugs the base of his cock.
he massages your thighs and leans down to kiss you again, but when you feel him rub his cock along your slit, you push him up by his shoulders to look down between the two of you.
"don't worry about that, 'kay? just look at me, baby," he says softly before placing a kiss on your cheek.
"is the rubber going to hurt?" you ask quietly, licking your lips while looking into his eyes again.
"it's possible with the friction, but i think you're plenty wet enough to where it shouldn't," he tells you.
"do you have lube?" you squeak out, "just incase."
"yeah," he breathes out before sitting back on his heels and leaning over to look into the drawer again. he pulls out a small bottle and snaps the lid open before squeezing a small amount in his palm. tossing the bottle back into the drawer, he moves his hand to fist his cock, spreading the lube as evenly as he can before he wipes his hand on the comforter. "good?" he asks calmly. you nod while chewing on your lip before he hovers over you again.
"if it does hurt, i want you to stop me immediately, okay? if you're hesitant on anything, tell me," he says softly. you let out a small, okay, before his lips are on yours again.
you can feel the head of his cock press against your hole and then it's breaching through. you pull your face away from his immediately, your head falling to the side, as a struggled cry leaves your lips at the burning stretch. his hand comes up to cup your cheek, pushing your head forward to look at you when you grip onto his biceps tightly. he pushes in a little bit more after searching your eyes for any sign of pain, but halts immediately when he notices your lips tremble and tears spring to your eyes.
"does it hurt?" he asks quietly. you can't speak as a whimper escapes your lips, your hands gripping onto his biceps tighter. "answer me, baby."
you shake your head and hum as you look down between the two of you. he isn't even halfway inside yet. you throw your head back and let out a shaky breath, your eyes looking into his as if you're scared, and he can see it.
"hey," he coos, "take a deep breath and tell me what's wrong."
you gulp before letting out a shaky cry when you open your to mouth to speak.
"do you want to stop?" he asks, concern lacing throughout his tone.
"no," you cry out.
"then why are you crying, pretty girl?" he coos.
"can't- 's too much," you whimper, "too big."
his heart swells with pride as much as he wouldn't like to admit it, but he quickly nods and caresses your cheeks before planting a gentle kiss on your forehead.
"i'm going as slow as i can, i promise."
you nod and lick your lips before moving your arms to wrap around his neck.
"w-want more," you tell him.
"are you sur-?"
"want more," you say more confidently.
he nods and looks down between the two of you as he pushes in a little bit more, a shaky moan leaves your lips and your thighs tremble.
"i'm gonna try to push in all the way, okay? don't clench so hard," he says.
you nod and bite your lip, looking down as he swiftly presses his hips forward, his cock filling you up to the brim, and you're not shocked when there's about an inch of his cock that won't fit inside just yet.
he lets out a strangled groan and his head hangs as your back arches and a loud gasp comes out of your mouth.
"d-daddy," you whimper. his head shoots up so he can look into your eyes and he goes to say something to you, but he can tell you didn't even realize what you just called him. he licks his lips and leans down to kiss you, one of his hands cupping your jaw as your lips move fluidly with his.
when you buck your hips up, he continues kissing you, but he slowly begins to rut his hips into yours. you gasp and he swallows them all as he moves languidly against you, the tip of his cock brushing against your cervix with each move.
"there you go, love. fuck-," he groans as he slowly starts to pick up his pace. you trail one of your hands up to his hair and the other moves to dig your nails into his shoulder blade. moan after moan falls past your lips, your mouth not closing once as his cock continues to brush against your walls.
"nngh, da-... jean- jeanie," you whine.
"you can call me that, baby. it's okay."
"daddy," you cry out when he hits a particularly soft spot inside of you.
"that's right, baby. tell daddy how good he's making you feel," he coos while giving you a gentle grin.
"agh," you suck in a sharp breath and shake your head, "can't."
"can't what, hm?"
"'s too much," you cry.
"you can take it, right? you're doing such a good job for daddy. my good girl," he whispers above your face, his breath hitting your face softly compared to the harsh thrusts hitting your cervix.
your hands fly down to your stomach, pressing down to help with the overbearing feeling of fullness. you can feel the tears gushing out of your eyes as your mouth babbles incoherent words at him.
"you feel that bump, pretty girl? look down at your tummy," he says, "look at how full daddy's filling you up."
you slowly crane your head up and move your hands, the reappearing bulge of his cock inside of your stomach shocking you as you bury your face in his shoulder and wrap your arms around his neck. he chuckles into the side of your neck and then groans deeply. you feel a sudden tug and gasp while dropping your head onto the pillow. your stomach churns and your legs spasm to close.
"you getting close, babygirl? gonna cum for me?"
"feels weird," you whimper.
"yeah? just let go, baby. you're okay," he says softly before pulling his bottom lip into his teeth.
you can feel the high, like an overwhelming burst of excitement that floods your body as your eyes roll back and a mantra of jean's name falls past your lip.
"fuck, baby," he moans and rests his forehead against yours.
you cry out as your back arches and your legs begin to shake uncontrollably, your pussy clenching his cock in a vice grip as he releases inside of you. your hands fumble to grip onto him, your nails raking along his back and finally seeking purchase in his shoulder blades. he winces and pumps himself inside of you slowly, coming down from his high as your legs continue shaking and tears continue slipping out of your eyes.
one of his hands moves to brush your tears away, pressing a gentle kiss to your forehead before you whine and nudge his nose with yours. he smiles and presses a kiss to your lips as you move your hands to cup his cheeks.
when you pull away, you lick your lips and look down. your body has calmed down and you can feel his softening appendage inside of you as your heart beats profusely, your chest rising up and down as you try to catch your breath.
"i'll pull out now, okay?" he says softly. you sniffle and nod before resting your head back against the pillows, your hands falling down onto your chest as he sits up and holds your thighs.
he pulls away slowly, and your legs drop down onto the bed immediately, your entire body beginning to shut down from how tired you feel.
"let me take this off and run a bath. i don't want you to sleep feeling all icky, 'kay?" he assures while moving up towards your face. you nod and he gives you another kiss before moving off the bed.
"i love you," you mumble quietly.
you can see him quickly turn around and come up to you from out of the corner of your eye. his face appears above yours and he leans down before enveloping your lips into a deep kiss.
"i love you too."
