Utsui Takashi + Inexperience
Summary: Tips were good from regulars at the old bar you worked at, but they weren’t enough to pay your bills comfortably. Complaining to your coworker while a volleyball team is drinking, you catch the interest of an older gentleman, who gives you an offer to help your money situation.
Warnings: male genitalia, age gap, sugar daddy!au, alcohol, virgin!reader, fingering, blowjob, rimming, lube, overstimulation, condom, nipple play, ass eating/analingus, ass gaping
Another late night working, your feet ache and your arms are sore from constant drink mixes, but your pockets have a weight in them they don’t usually have from the day shift. Bags hang from your eyes, but you don’t let that dampen your mood when customers arrive.
“Welcome! What can I get started for you gentlemen today?” Your voice is chipper, a smile on your face as you shake a mix.
“I’ll take a White Russian,” one of them says, holding two fingers. “Two, please,”
“Sure!”
“Do you do Appletini’s? If not I’ll take some Amber Ale,”
“We do both! I’ll get you the Appletini,” you nod, then receive orders from everyone else. The last one to order is an older man, a smile on his face as you greet him.
“I’ll take a Mai Tai,” he says, sliding a card to you. “I’ll pay for their drinks,”
“So an open tab?” You clarify, taking the card, watching as he nods. “Any cause for celebration?”
“Just won a game. They’re looking to get smashed, I suppose. If they get rowdy, we’ll leave,”
“I appreciate that, sir. I’ll get right on that Mai Tai,” you say, taking the card to the register. There’s a small slot beside it that holds cards for open tabs, so you put the card in the slot. With everyone’s orders, you get to making them along with Jackie, your coworker.
A few drinks in for each one, except the man who you learned is named Takashi, and your feet feel worse than before. “Ugh, I’m so tired,” you whine, mixing up another Appletini. That one guy loves ‘em, so it’s all he’s ordered. You, on the other hand, are tired of picking up the apple liqueur bottle and smelling it as you pour. Your coworker hears you complaining, and lightly nudges your shoulder.
“Boss said to stop complaining when we have customers. Just because we’re out of eyesight doesn’t mean out of earshot. Plus, you’re doing this torture for a reason. I bet you’d get a hefty tip from this, too,” she winks, giving another playful nudge to your arm.
“First off, he’s not ‘boss’, he’s our manager, and secondly, I know how to whisper,” you whisper the last bit quieter than before, giving a wink before taking the Appletini and a shot of Bacardi to the front. Most of the guys are just spewing whatever nonsense comes to mind, loudly thanking you for the drinks. Jackie stays back, mostly making drinks to avoid any unwanted situations, since too much alcohol can give people wandering hands. Thankfully, none of them seem to bother with you, just a few playful compliments and an offer you refuse, the guy shrugging before cheering with his friends. Recalling their victory, you leave them to it as you bring a glass of water to Takashi, who’s spent most of the night on his phone or breaking up the start of a fight.
“Oh, thank you. I didn’t quite catch your name,” he suddenly says, bringing you off guard. After fumbling out your name, managing to not trip over your feet, you leave him to his glass as you check on the others.
Within the next few minutes, Takashi is closing the tab and rounding up the players. You say goodbye to them, waving them off as you take the tips left for you. A whopping $500 dollars in hundreds sits on the bar, so you generously decide to split it with Jackie. Clearing the money, you also find a small piece of paper wrapped inside of them. Curious, you unwrap it as Jackie comes to get some glasses.
“What’s it say?” She whispers, making you jump as you didn’t hear her. “Sorry,” she laughs, covering her mouth. “You seemed so focused, I wanted to see if I could scare you,”
“Uh, well, apparently Takashi heard us talking about money problems. He gave me an offer,” you say, awkwardly leading off as you crumple the paper again. However, she knows what you mean.
“You got yourself a sugar daddy! Oh my god, what are you gonna do?” She excitedly exclaims, holding onto your arm. Thankfully, no one else is in the bar or else they would’ve heard her exclamation.
“Well, firstly I’m not going to yell about. Secondly, I don’t know. Am I sugar baby material?” You hold out your arms, as if to present yourself. “I don’t think so,”
“You’re only thinking that because you haven’t tried it! If it doesn’t work, drop him. And if he’s a creep, call me or the police,”
“I’ll have to think about,” you finally say, getting her off your back. Sighing, you continue to clean up and prepare to close, making sure to split the tips of the night with Jackie.
Getting home that night, you decide to just text the guy, thinking maybe he meant to give it to someone else or even if it was just a misunderstanding. A small //ding comes from your phone quickly, a message from Takashi who clears up any misunderstanding and even asks if you’d like to come over tonight.
Between texting him and Jackie, you decided to go on ahead and take up his offer, Jackie knowing where you’d be going in case you called her. He didn’t even try to mention going to your apartment, thankfully, so you felt a bit more comfortable since he didn’t know where you lived. Of course, he seems nice but you’re still wary, ready to back out as your eyes land on his house. It’s more of a small mansion, rather than a large house, complete with palm trees surrounding the driveway.
You send Jackie a message before calling Takashi, seeing him come out of the house. He waves you over, telling you to come on through the phone. Reluctant, but willing, you do end up following him into the house to see it’s just as fancy on the inside. “Make yourself comfortable, please,” he offers, then stops you. “Shoes,”
Looking down, you notice his shoes are at the door, so you follow the example and place them at the entrance. Walking around, Takashi leads you through his home as he tells you about them. “This is the living room, with access to the pool, if you wanted to go swimming,”
“Oh! That’s pretty cool, actually. Do you host game days here? I see that you have a lot of game trophies,”
“Well, I’m proud each time my team wins, so I usually keep the awards and trophies that aren’t given to each player, so nobody fights over who gets them. They sometimes come over here, but usually one of the members hosts a party for everyone to attend,” he explains, you nodding along. Despite not having much knowledge with sport days, having parties for them even, you did manage to understand most of what he said. Continuing around his house, the last stop is the bedroom. A king-sized bed in a room with space, definitely something to envy. Feeling hands on your shoulder, you turn to look back at Takashi. “Anything on your mind?”
“Well, yeah, actually,” you clear your throat, looking away for a moment. “I’m completely inexperienced in these things, so I’m a bit nervous.” You expect him to brush it off, maybe even poke fun at you, but he just gives you a gentle smile and nods.
“If you’re too nervous, we can just explore each other’s bodies. So you can get used to it. Or perhaps you’d prefer to go at your own pace?”
“N-No, I’m okay with.. doing it, I just need some guidance, I suppose,”
“I’m actually quite good at helping others, so I’m the best one to teach you,” he whispers the last bit, making you shudder as he spins you around, pressing his lips to yours. You let him kiss you, hands moving up to his shoulders as his move to your hips. Easing you back, you follow his footsteps until your legs are hitting the bed. Sitting down on the bed, Takashi tells you to lay back, against the pillows, so you do, making yourself comfortable against them. Prepared for the night, Takashi turns off the main light, letting a soft glow from the moon and a dim lamp be the only light in the room. “To make you more comfortable, unless you’d prefer lights on?”
“Perhaps another time, dim lighting is fine,” you say, watching as he pulls out two things from a drawer. One you recognize as a condom, but the other is a medium-sized bottle.
“We’ll take it nice and slow, I promise,” he whispers, pressing a kiss to your temple. A sweet sentiment, you think, as his hands slide under your shirt, pulling it off in a single tug, his lips pressing to your skin. Gentle and slow, he doesn’t rush, making sure his lips press to each expanse of skin, his hands sliding down your arms until they find yours, clasping together. One of his hands leaves, running down your side as breathless sighs leave you, head pressing into the pillows as he brings his lips down your chest, up to your navel where he stops.
His hands move to your jeans and easily undo them, tugging them down and off along with your boxers. Completely bare before him, your legs move up in embarrassment as your hands find themselves resting on your chest, looking away from Takashi. He doesn’t seem to mind your embarrassment, shuffling down until his face is right against your cock. With no warnings, he presses his tongue to the side, feeling you jerk as you moan, arms moving to cover your face. He continues, adding in kisses along with his lips to the side of your cock, making you nice and hard as he does so. Eventually, he’s running his tongue over your slit before wrapping his lips around the head, making your back arch as you groan, eyes rolling back. He doesn’t keep his lips there for long, going back to pressing kisses down your cock until he reaches your balls. His hand makes sure to pump your cock, wet and sticky from his spit and your precum, keeping his lips and tongue servicing your balls. He makes sure to keep one hand on your thigh, but your other legs tightens around his head with each slurp and kiss he gives you.
Pulling himself off of you, he looks down at you and calls your name. Peeking from your arms, you see him smile as he picks up your legs from under your knees. “Can you hold these up? Keep yourself nice and spread for me,” he winks, making your cock throb as you numbly nod. Freeing your face of your arms, you hold your legs close to your chest as Takashi dives back in to servicing your cock, hands free to pump your cock as he sucks on your balls. Watching him between your legs has you moaning with each lick, suck, and kiss he gives you. Throwing your head back as you grip your legs tighter, you can only feel as his tongue slides from your balls to the tip of your cock, swirling around the head before going back down. With one hand on your cock, he keeps another on your ass as his mouth moves lower, past your balls and onto your puckered rim. A strangled moan leaves your throat as he wiggles his tongue into you, pressing his lips to the outer rim as he shallowly tongue-fucks you.
The sensation of his hand squeezing and pumping your wet cock as his tongue doing wonders has stars popping from behind your eyes, back arching as nails dig into your skin. He doesn’t stop pleasing you, helping you ride out your orgasm as milky fluid splashed across your abdomen and his bedsheets, dribbling between his fingers. A few more strangled groans leave your throat, heavy pants mingled between as Takashi removes his tongue from you and laps at your cum coating his hand. “How was it?” He asks you, patiently waiting for your answer as he touches the puddle of cum beside you.
“Fuck,” is your only sensible answer, closing your eyes as exhaustion washes over you. Takashi seems satisfied enough with your answer, getting off the bed. You think it’s over, but you look over to see him undressing himself, sliding off his boxers to see his hard cock as your own cock twitches. He goes over to his dresser, picking up the condom and bottle from earlier. He then turns back to you, crawling on the bed.
“Let’s get you into a more comfortable position,” his voice is still gentle, encouraging, as his hands guide you to move. Your legs and arms ache from holding one position for too long, but you manage to get on all fours as he moves behind you. “I’ll take it nice and slow, so you gotta tell me what you want, okay?”
With a nod, he gets to work. His spit isn’t enough to properly prepare you, so the bottle opens as he pours a bit of the liquid in his hands. Rubbing it between them, warming it up, he then rubs his hands over your ass, bringing two fingers to your entrance and pushing them in. You eagerly accept them, a low moan as your hips move back, but his other hand keeps you steady. He’s just spreading you out right now, fingers pressing to your walls as he moves them in and out. He’s in no rush, continuing to use the two fingers while you let out breathless moans under him.
With your approval, he adds in a third finger, rubbing his middle finger against your prostate as his other hand massages the skin of your ass and hip, making sure you’re calm. You’re face down in the pillows, muffling your moans as he continues to ease his fingers into you. Occasionally, he adds more lube, completely drenching your hole with it as he fucks his fingers into you. When you ask for more, he gives it, moving his fingers faster as he makes sure to rub against your sensitive spot, your back arching from the pleasure. Your cock is aching for release once more, the only friction it getting is from the occasional rub against the sticky mattress. A sharp moan has him removing his fingers, a whine that surprises you leaving your throat as you look back at him.
“Seems someone’s eager. Not feeling so shy now, huh?” He smirks, bringing his hand to grip your face. Leaning down, he presses his lips to yours once more as you rub your ass back on his cock, moaning into the kiss. He breaks it, moving back as you ready for him to enter you. “Are you ready?” A nod doesn’t satisfy him, as he encourages you to use your words.
“I’m ready,” you pause, swallowing a lump in your throat, “for your cock,” you finish, adding in an arch to your back as he grins, giving you a wink. He takes a moment, rolling on the condom before he slathers himself in lube. He applies a bit more to your entrance, running his finger over the rim before he pushes in, shushing you gently as your hands tighten in the bedsheets. It’s a painful stretch, but it’s bearable as he fully enters, your walls constricting around him as he does. He groans, a sound that’s low and deep in your ear before he finally stops, bottoming out. Moving a hand to your stomach, he runs his hand down to your cock, giving it some more attention. “God, Takashi, please move,”
“As you wish,” he whispers, pressing a kiss to the dip in your back before giving you a soft thrust. It’s just enough to have your eyes rolling, moan spilling from your lips. His hand just squeezes your cock, giving you stimulation that equals what your walls give to his own cock. Some more soft thrusts that are slow and shallow, making you bite your lip as you move your ass back against him, eager for more. When he doesn’t get the hint, you use your words to get him moving faster, harder, sharper.
Each thrust after that has you practically lurching as you see stars. Each drag of his cock against your walls brings you closer to pleasure, eyes screwing shut as your mouth hangs open in a silent scream, feeling your cock pulse in his hand before cum splatters across the bed under you. A blurry vision adds to the depravity of the situation, your head thrown back as your mouth hangs open, drool spilling from the corner of your lips as you can only ride out your orgasm. “You’re doing so well,” Takashi praises, more gleeful kisses to your back as he slams his hips against your ass. He hardly sounds out of breath, soft pants as he continues to drill himself into you. It’s so much, his cock splitting you open that has you seeing stars and feeling absolutely full, your cock is still hard and twitching. It aches so much, you feel tears in your eyes because of it. Each squeeze of his hand brings you closer to another orgasm, strangled groans leaving your lips while soft ones leave his. He holds himself back just enough, letting your own noises fill the room.
Another orgasm washes over you when he brings his free hand up to tweak at your nipple, rolling the bud between his fingers while your whole body twitches from the stimulation. Thankfully, he’s close behind you as he lets out a loud moan, hands removing themselves from your chest and cock, bringing your hips to his as he ruts up into you once, twice, then fills the condom up. A moment passes while he stays inside you, catching his breath as you catch yours. When he pulls out, you moan from the empty feeling, your ass gaping as it clenches around nothing. He leaves the bed temporarily, coming back and picking you up.
Sensitive to every touch, he’s gentle with you as he wipes you down in the bathroom. You decline a bath, too exhausted to want to bother with such a thing, but you’re in no way able to drive home. He lets you stay the night, changing his bedsheets while you let Jackie know you’re okay and you’ll be late to work tomorrow morning. With clean bedsheets, a warm comfort around you, you completely forgot about the arrangement. It’s okay, there’s a check in your bag so you won’t forget it tomorrow.
















