SugarDaddy!Jay x SugarBaby!Reader
Jay absolutely adores his precious girl. You are his pride and joy after all. After finding out that the stress of school is becoming a lot, he decides to spoil you with a trip to a beautiful pool house that he bought especially for you.
Jay is in his 30's and Reader is in her 20's.
CW: Unprotected sex (wrap it!), dom!Jay, extremelysub!reader (reader is DOWN BAD when she's horny), explicit language, fingering, age gap, exhibitionism(?) (Jay fucks reader on the balcony in front of a somewhat busy city), oral sex (both M and F receiving), slight nipple play, breeding kink, rough sex (kinda), degradation, pet names (sweetheart, babe, baby, etc.), daddy kink. MDNI!!
!This is purely fictional! This is not based on the character(s) actual personality!
✿ - Just two years ago, you were a random girl attending an impressive university, trying to pay your tuition off by working a measly diner job. You could barely afford a basic sweater, let alone tuition. That was until you met Jay. You first met Jay at your job. Smiling so sweetly at him, taking his order with a polite tone even though you were tired and hated your job. Jay could swear up and down that he fell in love at first sight. He believed you were the most gorgeous girl he had ever laid his eyes on. A girl like you didn't deserve to work at a crappy diner. No, you were far too gorgeous for that. You deserved to be spoiled like there's no tomorrow. Jay decided on that very day that he'd ask you out, that you'd never want for anything in your life. Since that day, your life had changed drastically. You quit your job, went from wearing worn down sweaters and not being able to keep up with tuition, to wearing designer and having your tuition paid off completely. You practically milked him dry, but it was all worth it just to see the pretty smile on your face. But even though Jay said he loved spending large sums of money on you, you couldn't help but spoil him back in different ways. You cooked for him, baked, did his laundry, and you even helped tidy up his office at home. Jay appreciated everything you did to keep him satisfied, but what he loved even more was the sex. God, your cunt was the most perfect hole he'd ever sunk his dick into. Whenever he could, he'd fuck you until your legs gave out or his dick went completely limp. Your pussy felt like heaven to Jay, and he couldn't get enough of it. You were so compliant too, so willing to please him like it's the only thing you know. So when Jay found out that school had you stressed out, he wanted to reward you for being so good to him, both in and outside of the bedroom, and settled on buying a pool house for the two of you. You practically squeal like a panicked piglet when Jay announces the fact that he's buying you a pool house for whenever you want to relax and get away from your problems. You pack a few of your things, your body oozing with excitement. You couldn't wait to sit by the pool, swim in it with Jay while drinking whatever drink he mixed up for you. These past few days had been so stressful for you since exams were coming up. You'd been spending more time on campus instead of spending time at Jay's penthouse. Your shoulders were tense, your bag filled with books on different topics, and whenever you were with him, you'd spend a large portion of your time on your laptop. You were grateful for this sudden trip, finally able to spend time with your sugar daddy relaxing near a beautiful scenery.
✿ - Jay loads in all your luggage, claiming that "pretty girls like you shouldn't have to do that when a man is present." You simply couldn't ask for a more perfect man. He closes the trunk, opens the passenger seat for you to get in first, and walks over to the driver's seat. He gets in and turns the car on, the engine roaring to life. Jay pulls out of his penthouse parking lot and drives towards the destination. You entertained yourself for a while on your phone before you started to get bored of it. You tossed your phone to the side and turned your attention to Jay.
"Jaaay, I'm so bored. Entertain me."
You whine to your beloved sugar daddy. Jay keeps his eyes on the road but responds with a simple,
"We're almost there baby, be patient."
You huffed, slightly annoyed that he wasn't paying much attention to you. You started to conjure up ideas on how to get him to focus on you without distracting him too much. A playful grin grows on your face when the perfect idea pops into your head. You remove your seatbelt with a soft 'click' and lean over to Jay. Jay looks over at you with a confused expression and furrowed eyebrows.
"What're you doing? Put your seatbelt back on, sweetheart."
You ignore his command and begin rubbing his bulge through his sweats. You could hear Jay's breathing become unsteady and you felt his thighs tense under your arm. You could feel him start to grow more and more prominent in his sweats, exposing his large size.
"Babe. Come on, I'm driving. I could crash."
"You'll be fine. Just keep your eyes on the road!"
You reassure your sugar daddy, pulling down his sweats to grip his thick cock. You were practically salivating at the sight. It was the most beautiful sight you had ever seen. Jays flushed tip leaking with precum, his veins thick. You started off with kitten licks, teasing your poor lover. You could hear him groaning, his knuckles turning white as he grips the steering wheel. You giggle softly and take in only the tip. You sucked on it like it was the best lollipop on earth, despite the salty taste lingering on your tongue. You licked between the slit of his tip and you heard him hiss. Next thing you know, his hand is now pushing you all the way down, forcing you to take him all in. His hand keeps a tight grip on your hair and your head bobs up and down, taking in every inch of his length. Tears begin to form in your eyes, but you'd be lying if you said you weren't enjoying it. Seeing Jay so frustrated with your teasing that he lost it and slammed you down on his cock was entertaining to you. You continue sucking him off, your spit pooling all over his lap. He pulls you up by your hair, helping you catch your breath. You take his cock into your hand and start stroking it. You quickly take his length back into your mouth, desperate to help him find his release. It didn't take long until Jay's warm cum was spurting down your throat, coloring the walls of your mouth white.
"Fuck yeah, swallow it baby. Don't let it spill."
You, being the loving and obedient girl you were, complied. You took all of his fluid in and swallowed it without a spill. You sit up, a sweet yet sinful smirk on your face.
"At least give me a warning next time if you're gonna do that."
"Next time you should pay more attention to me."
✿ - You and Jay finally arrived at the pool house after hours of being on the road. The scenery was beautiful. The pool house was huge. It had a large balcony facing towards a beautiful scene towards the city, a large pool with a bar nearby. Jay carries your luggage inside while you explore the pool house. The building had multiple rooms, but you were guessing that you two would be staying in the biggest room. You guessed right as you walked into a room with a huge bed in the center of the room and a large balcony facing the city. The bedsheets were silk, there were roses laid down on the bed and floor. You smile cheerfully at the romantic gesture Jay had set out for you. Jay appears behind you, the heavy luggage in his hands. You walk over and go through the luggage, looking for the bag with your bikinis in it. You pull out your skimpy bikini and head for the bathroom. You strip all your clothes off and put on the tight bikini. You tie the bottom part of your bikini before moving to the top. You tried to tie it but ultimately failed. You call out to Jay through the bathroom door.
"Jay! Can you come in here please? I need your help!"
Jay finishes putting both his and your luggage down and heads for the bathroom. Upon entering, Jay stands there stunned. He sees you in your tight bikini. Too tight. He could feel his self control slipping as he scans your body even though he's seen you naked many times before. Jay continues to gawk at you like a virgin who's seen his first pair of tits until you wave your hand up in his face.
"My eyes are up here, pervert." You say with a playful grin plastered on your face. Jay clears his throat and makes his way behind you. He grabs a hold of the strings of your bikini, twisting them into a tight knot, ensuring your biking doesn't become undone. "Thank you baby." You kiss him on the cheek, adjusting your bikini. You grab Jay's hand, pulling him out of the room and towards the pool. ✿ - You sit by the pool, dipping your feet into the icy water, waiting for Jay to finish making your drink. He walks over to you, holding your drink, even went so far as to add a nice little umbrella as a cute accessory. He sits down next to you, dipping his feet right next to yours. You sip on your drink, taking in the scenery, a content sigh escaping your soft lips. You set your drink aside, focusing on Jay whose focus is towards the pool. You slowly slip in, the cold water making you shiver and your hairs stand up. You swim around in the pool, trying to get your body used to the cold water. You dip yourself into the pool completely. You resurface to find Jay staring at you with a small smile on his face. You smile back at him and swim back to the edge.
"Aren't you going to get in with me? It's soo boring being in here all by myself."
You rest your arms and head on his lap. He runs his fingers through your damp hair. You two sit in a comfortable silence, his hand still massaging your head. You grab his hand and pull him into the pool. Jay lets out a soft hiss as his body touches the water.
"Fuck, it's cold. Couldn't you wait till tomorrow? I heard it's gonna be hot."
"I wanted to swim now. I've been dying to get here since you told me about the trip."
He chuckles softly at the comment. He pulls you closer to him, his hands firm on your waist.
"Still think tomorrow would've been better. Plus, it's late and you were complaining about how tired you were on the way over here."
"Yeah, but now I wanna swim! Come on, we're already in here! Might as well have a little fun!"
✿ - You spent what felt like ages in the pool with Jay, splashing each other and playing Marco Polo. It was nearing two in the morning when you both decided it was time to get out before you guys caught a cold. Wrapped in your towels, you two make your way up to the large master bedroom, tickling and softly pushing each other on the way up. As Jay heads into the bathroom to dry himself off, you go out into the balcony to enjoy the scene before you. The city is bright and still somewhat busy. You rest against the rail, letting the wind blow into your wet hair. The scene was beautiful and you felt so peaceful. Finally freeing yourself from the stress of school. You hear the soft thuds of Jay's footsteps approaching you. He wraps his arms around your waist, resting his chin on your shoulder. You hear Jay shuffle slightly, feeling his soft lips plant wet kisses on your shoulder. He begins trailing from your shoulder to your neck, his hands roaming from your waist to your tits. He slips his hands under your top, groping your soft breasts as you let out tiny whimpers. Jay's mouth latches onto the soft skin of your neck, leaving a trail of hickies that start from your jawline and end at your collarbone. He dips his hands between your thighs, his fingers running through your wet slit. Jay let out a low groan, feeling you already wet with just a few kisses. He pushes his fingers into your cunt, plunging them deep into you. Your velvet walls clench around his fingers, sucking them in so well. You feel Jay grinding his own cock into your ass. He picks up the pace, fucking his fingers into faster and harder, you feel his fingers curl into your sweet spot. The pace, the friction, the soft groans right by your ear, all of it had you feeling overwhelmed with pleasure. Your soft whimpers become full blown moans, your legs tremble slightly and you could feel your eyes beginning to roll back. Your release was close. You knew, so did Jay. Just as you were about to cum, Jay pulls his fingers out.
"Jay! What the hell?! I was soo close!" You huff, clearly disappointed that Jay just deprived you of your orgasm.
"Relax babe. Couldn't just let my sweet girl cum on my fingers and call it a day. What kind of boyfriend would I be if I did?"
You open your mouth to complain or shoot a snarky remark, but the words get stuck in your throat as you feel Jay untie the bottom part of your bikini. He crouches down and instantly dives into your soaked cunt, devouring your slick fluids. You feel his tongue works its way up and down your folds before thrusting into your needy hole. Jay pulls back, his entire chin and mouth covered in you. He pulls his swim trunks down and slaps the tip over your entrance. He grabs the base of his hard cock, smearing the precum over your pussy before thrusting into you slowly. You moan softly, feeling every inch of him penetrate your walls. Jay moves slowly at first, but quickly picks up the pace, unable to contain himself any longer.
"Oh fuck, Jay! You're s'big baby!, ngh!" You moan out, desperately like his cock was your savior. Jay's grip on your hips becomes tighter. You feel a harsh slap! on your ass, the red blemish instantly forming on your bottom. He grabs a handful of your hair and pulls your head back.
"Yeah? You like when daddy stuffs you full of his cock? Love it when he fucks you like the little slut you are?"
"Yes, fuck! I love it when you fuck me, daddy! I'm your slut! Oh god, m'so close!"
Jay's hands travel over to your bouncing tits, rubbing his fingers over your nipples, pinching on them. You're so lost in the pleasure of Jay's cock, you're practically seeing cartoon stars. You quickly feel your orgasm building up once more. Jay lands another slap on your ass.
"Nuh uh, sweetheart. You don't get to cum just yet. You gotta beg for it. Beg daddy to let you cum like the good girl you are."
"Please daddy, pleasepleaseplease let me cum! Fuck, let me cum on your cock like the good girl I am!" You hear Jay groan behind you, his hips stuttering into you at a beastly pace.
"Gonna stuff this pussy full of my cum, give you a baby. You want that? You want me to make you a mommy baby?"
"Yes, fuck! Stuff me full of your cum! I wanna be a mommy! N-Ngh, I love you! Wanna be full of you, daddy!"
With two rough thrusts into you, you feel Jays hot release spill into your puffy cunt. He stands there for a minute, taking in the moment and not wanting to leave your warmth just yet.
He slowly pulls out of you, watching his cum leak out of your abused hole and onto the floor. He reaches over and kisses your temple.
"Fuck, you were amazing baby, I love you."
"I love you s'much Jay, thank you.."
He carries you inside to your large bed, his hands steady on your waist and thighs. He lays you down the bed gently and adjusts your pillow to ensure you're comfortable. He disappears for a moment and returns with a wet rag and a water bottle. He places the water bottle on the nightstand before turning to you. He spreads your legs, wiping off the traces of him gently. After he finishes cleaning you up, he kisses your forehead. He pulls back and gets into bed beside you, his eyes lingering on your pretty face. You chuckle and give him a soft peck on his pretty lips before snuggling close and drifting off to sleep. ✿-
