⊹₊˚‧︵‿₊୨Escort!Aizawa୧₊‿︵‧˚₊⊹
Aizawa, but as an escort. Crybaby + Pick-me!Reader sorry not sorry. <3
Aizawa has been poor most of his life. After he slept through the U.A entrance exams, his life went down hill quite quickly. He spent his spare time working part-time, but his mom was so pissed at him for missing the exam that she kicked him out the second he turned 18. He quickly applied at a host club, exchanging sex work for quick cash, just until he could get stable footing again.
Fast forward to today, a whole body of tattoos and piercings later, he’s 39, and he still works at the low-end host club in the cheap and dangerous red light district with his 2 coworkers, Hizashi Yamada and Tomura Shigaraki. The club is run down, seats are peeling, the liquor is cheap, their manager is stingy— always taking at least 70% of what they make off already low-ball clients. Life isn’t great. It’s lonely and lived on the edge of a poverty cliff. He’s one medical emergency away from being homeless and dying on the streets.
Aizawa was sitting in a corner booth, nursing a cheap whiskey and smoking a cigarette. It was 3am. His shift started an hour ago. No clients have come in. None for Hizashi or Tomura, either.
Tomura was scratching at his neck and playing on his D.S at the bar, Hizashi came over to Aizawa, sliding into his booth, getting uncomfortably close. He had a stack of papers in his hand. The outside clients who wanted the hosts to come to them.
“Aizawa, my man! How are you doing on this slow evening?” Hizashi beamed, his voice always a decibel too loud. He started sorting through the papers. 3 piles, one for each of them.
Aizawa grunted in response, taking another drag from his cigarette, “Doing the same as every night.” He said flatly, not interested in elaborating.
Hizashi hummed mindlessly while he sorted through the papers— he stopped dead in his tracks when a client's request for 5M for 4 hours came through. It was for Aizawa.
“Holy shit— dude this one’s for you!” He shoved the paper in Aizawa’s face, grinning like an idiot.
Aizawa read through the paper. It had an address to one of the high rise complexes in the financial district of the city. About an hour away by train. It didn’t have any personal information on it. The date of request was for tomorrow at 3am.
Aizawa scoffed, pushing the paper back to Hizashi across the table, “Do you take me for a fool? This has ‘scam’ written all over it. Idiot. If it’s not a scam, it may as well be a death sentence.”
Aizawa picked his drink back up, sipping his whiskey, and going back to his cigarette.
Hizashi shook his head, pushing the paper back over to him, absolutely insistent, “No, dude. She already directed the money over to you.”
Hizashi rolled his eyes, sighing as he sank back into the booth, “Obviously the greedy pig that we call ‘boss’ already took 70%, but it’s still a lot of money!”
Aizawa opened his bank app on his cracked phone, there it was. $350,000. His expression didn’t change. If anything it made him more weary.
“The money is fine and all. However- what the fuck could this woman actually want from me for 5M? I’m almost 40 and I smell like cigarettes. If she wanted a host she should be renting Keigo. He’s high up on the ranks at that other club. A lot younger, too.” He mumbled the last part, putting his phone down, finishing his drink.
Tomura shouted from over his shoulder at Aizawa, “Maybe she wants you because you’re old, grandpa.” He snickered before turning back to his game.
Hizashi sighed, ignoring Tomura completely, "Whatever that woman wants, you better give her the best dick of your entire life.” He grinned at Aizawa, wiggling his eyebrows at him, “Maybe she’ll become a regular. Good luck.”
The next night, Aizawa showed up to the address. He had a small crossbody bag. It had the basics; lube, condoms, rope, and a pair of handcuffs. He didn’t put on an elaborate charm facade. She gets what she paid for.
The door opened, Aizawa looked at her with tired, half lidded eyes, “Hey, sweetheart. You requested me. Money’s already in my account. Your 5 hours starts now.” He stepped inside, waiting for whatever she wanted from him.
You definitely weren’t what he was expecting. The woman standing in front of him at the door didn’t look like any client he’s had in awhile. Aizawa sighed, absolutely expecting the worst.
You kept your head down, fumbling nervously with her fingers, “Um.. hi.” She stepped back a bit, “Yes, you’re Aizawa, right?” She mumbled softly, not quite meeting his eyes.
Aizawa nodded slightly, “Yea. I’m Shota Aizawa. You paid enough money to call me by my first name. Call me what you want.”
He stepped inside, shutting the door behind him. Aizawa tossed you his crossbody, “Look through these.”
Fumbling with the bag, you ended up dropping it, awkwardly freezing up. A slight blush creeped on your face as you picked it up, handing it back to him hastily.
“I didn’t want to do anything like that-“ she mumbled softly, “I want to do gentle.. slow stuff..” you looked away sheepishly, “Edging.. Kissing.. Stuff like that..”
His eyes widened for just a second, before he went back to his usual unfazed expression.
Aizawa turned around, leaving his bag on the entryway, taking his shoes off.
“Okay. I can be gentle, sweetheart.” He said, starting to walk towards you, gently tilting your chin to look up at him, “Lead the way.”
You nodded quickly, walking him to the back of the penthouse to your bedroom. The blinds were down, the bedside lamp casting a warm, intimate glow in the whole room.
Aizawa didn’t waste any time, stripping his clothes off to reveal the lean muscle of his body. Both his nipples were pierced with silver bars, and he had 3 horizontal piercings along his shaft. He was already hard and ready (probably from the pills he took before he got here).
He looked you up and down before making his way over to you, nice and slow like a predator observing it’s prey– but that wasn’t his role tonight. His only role was to go slow and make you feel good. He’d do exactly that. It’s what you deserved for being such a good client, after all.
He gently started unbuttoning your pajama top, kissing your neck softly, “Don’t be so tense, pretty girl, I’m not gonna hurt you,” he murmured roughly against your neck as he finished unbuttoning your top, trailing kisses down your neck onto your chest.
He unclipped your bra with ease, his dick hard and throbbing against your thigh. Aizawa gently led you backwards onto the bed, laying you down softly. Nudging your legs open with his thigh, he caged you in underneath him, starting to kiss you slowly, taking his time exploring your mouth while you whined underneath him, already soaked and ready.
You fumbled with your pajama pants, trying to pull them down, but his hand gently pried yours away. He pinned both your arms above your head with one hand, shaking his head slightly as he went back to kiss you more.
“We’re taking it slow, sweetheart. It’s what you asked for. Be a good girl and keep your hands still for me.” He whispered against your mouth as he started trailing more kisses downwards. Leaving them along your stomach.
He moved lower down, gently tugging your pants off along with your panties, praising you softly while you arched your hips against his mouth.
“Such a pretty girl, you like this? When I kiss you here?” He placed another feather-light kiss on the inside of your thigh, slowly trailing upwards to your weeping cunt.
You nodded, whimpering softly, spreading your legs more, “Y-yes sir– when you kiss me–”
Holding your hips down, he finally moved his attention to your cunt. Kissing your clit softly as first, trailing slow licks along your core, making you whimper and grind your hips against his mouth.
You gently knotted your hands through his hair, “S-Shota– I can’t–” you were so close– just a bit more–
Aizawa pulled away, gently rubbing slow circles over your hips, your slick coating the stubble on his chin. He gazed up at you with half lidded eyes, “Not yet, sweetheart. You paid for 5 hours. You’ll get all 5 hours. 4 more to go.”
He pushed himself up, lining his dick up to you, holding your hips for support as he pushed inside. Inch by agonizing inch stretching you, the piercings only overstimulating you even more.
“Fuck, sweetheart. You’re so tight.” He grinned at you lazily as he finally pushed all the way inside in one brutal push, taking himself all the way to the hilt of you, “You save yourself for me, angel?” He teased, giving you time to adjust to his size.
Aizawa put his arms under you, pulling you impossibly close to him, chest to chest, skin to skin, taking your mouth in another deep and messy kiss. Your walls clenched around him. You whimpered against his neck, finally adjusting to him.
Keeping you held close, he started to thrust. Slow and gentle. Just like you requested. He made sure you were nice and close to him, your head all warm and fuzzy when he rolled his hips, hitting your cervix with his piercings.
He smirked against your lips as you moaned, kissing you again. He was just teasing you now. You were completely overwhelmed– taken over by the feeling of him inside you, his piercings hitting every part that you need, “Too much, pretty girl? Want me to pull out?”
You shook your head, “No s-sir– please–” you begged, slowly rolling your hips to meet his teasing thursts.
“Good girl, use your words for me. Tell me what you want.” He praised into your ear, fucking into you a little harder, just enough for you to strugg;e under him.
He kept going, pulling almost all the way out infuriatingly slowly before slamming back into you, gently kissing your neck, holding your hand while you tried meeting his thrusts under him. He could go for hours, you on the other hand? Not so much.
Hour 3 of 5. He’s still going, you were so wet your slick was dripping onto the bed underneath both of you. Aizawa kept the rhythm slow, keeping you held against him, trapping you.
“P-Please sir– can I cum yet..?” You pleaded, tears streaming down your face.
He shook his head, licking your tears away, “Stay quiet, pretty girl. I’ll take care of you. Just relax.”
You nodded, squeezing your eyes shut, focusing all your effort into not cumming all over him. You weren’t going to make it, not for much longer.
He pulled out, all the way, before slamming back into you, hard and merciless. You came, digging your fingernails into his back as you trembled and shook underneath him. Aizawa pushed even deeper, crushing you under him as he came inside you.
You felt his cum seep into you, your cunt milking him dry as his cum spilt out of you, flowing into the bed, he fucked you all the way through your orgasm until you were overstimulated before he pulled out.
Aizawa sighed softly as he pulled out, “Whoops. Sorry, angel. Probably could’ve lasted longer if you weren’t so tight,” He reached over the bed, grabbing his boxers to pull back on, “Or so pretty.”
You were too spent to blush or be flustered, just staring blankly at the ceiling, a thin strand of drool running out the side of your lips.
He laid back in the bed next to you, effortlessly pulling you against him, kissing your forehead softly, using his thumb to wipe the drool from your mouth, “Go to sleep, sweetheart. I’ll stay until you wake up.” He murmured softly against your hair before you fell asleep.
Worth every million.
