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A/N: This is my first Literotica story. Warnings: dubious actions and consent, pegging, role-reversal (?). Very much a fantasy, unrealistic, maybe a but silly but don’t-do-this-irl deal. ENJOY!
Dubious Deeds
It was snowing that day. The hot coffee spot in town had been converted into a 21+ dance event, the only fun gig in town, and now even this joint sucked. His parents may have ruined it forever with this damn phone call.
“Just. Leave. Me. Alone.” He snapped into his new cell. The dark days of fall had never looked so cold and shitty before.
They were being so unreasonable. So unfair. His parents. Especially his step-dad. Matthew knew this was all his idea, to cut his allowance. Matthew Freeman had had an allowance since he was eight, and had never worked a day in his life.
He did not see the young woman approaching him, dressed all in slinky black. “Hi.”
Matthew looked at her expectantly, uncharming.
“I’m Valeria. You’re a Freeman, right? Your Dad works for the social club?”
“Yeah.” Step-Dad, Matthew seethed inside.
The girl nodded. “Yeah. My family was there, for Founder’s Day”
“Oh. Okay.” He shrugged. He didn’t understand why this girl would come up to bother him when he was clearly fuming and shooting daggers into his cell phone.
She let a silence persist for a minute before speaking again, close to his face in an effort to combat the music. “Heard your conversation. I’m sorry to hear that.”
“What do you care?” Matthew huffed. He hated to be seen looking so wounded, even under the partial darkness afforded by the strobe lights.
“Your parents aren’t going to let you starve. You’ll be okay.”
He couldn’t resist the opportunity to talk about himself to a sympathetic ear. “I know, but ugh,” He shook his head. “Ugh. Just, ugh.”
“Making a little pocket money isn’t so hard nowadays, if you know what to do. I would pay you.”
“What?” He chortled. He was unconsciously trailing her as she glided away from the bar. “Excuse me? Pay me to do what?”
“Well. I want to pay you to…” Matthew blinked as she lowered her voice the most she could. “You have to promise to never tell anyone what I’m about to say.”
“Alright, alright. So?”
The girl looked at him, and he could see her eyes were wide. Her face wasn’t so bad, he supposed.
“I want to pay to see your body.” She said resolutely. “And potentially more. But I understand if not because I’m–“
“Wait, what?” His eyes bulged from his skull. “What?”
“Let me explain, I have some very specific tastes–“
Matthew clutched his phone. “Wait, wait, wait! Slow down! Did you seriously just–“
“But you don’t have to worry about that, I mean. I just want to see you…” she made a scooping motion in the air, gesturing down his body.
“Why…what?” He did a double take, then remembered to lower his voice. “W-why would you pay someone to see their dick? Why would a woman–“
She laughed. “It’s not really about your dick.”
Matthew arched a brow. “Um…okay…”
“I’m working on building a discreet erotic magazine that caters to very specific tastes…it’s a personal passion project. My personal collection.” She smirked. “Ass is in this season.”
“My…” He was sputtering now, “Seriously? Is it a gay magazine?”
“It’s for all, and it has all types.”
Matthew thought he might be hallucinating, so continuing to be charming and a little high, he pulled her hair.
“I’m serious.” She said.
He wanted to shove his hands into his pockets but he couldn’t move them. “So, what, are you trying to say something about my ass?”
“Yeah.”
“Like, what, I have a good ass?” It sounded ludicrous.
“Yeah. You’ve got a perfect round ass from what I can see. I know other people would pay to see that.”
Matthew laughed nervously, unaccustomed to being spoken to in such a manner. “You have some serious girl-balls.”
She shrugged. “Anyway, I’m going to pay you so you don’t need to think about the details really…you can totally be faceless.”
He definitely didn’t know what to think. This kind of stuff just didn’t happen, did it?
Or maybe it did. Most of his female friends did some sort of sex work, chiefly virtual. Why couldn’t he?
He shuffled his feet uncomfortably as she stared at him. It seemed rare nowadays for someone to focus their gaze on you so strongly like that.
“Have you got others?”
“Mostly friends.” She shrugged. “You can see the issue when it’s done.”
Matthew squinted. “I think I’m high.”
“Well, think about it. I’ll give you my number, and–“
“N-no! I’m gonna do it. Easy shit to do for cash. I don’t judge.” Matthew shook his head. “All people are pigs.”
———–
Matthew cleaned his bağcılar escort room, having scheduled for a time to meet soon after the cleaning lady’s routine weekly visit. The door was locked. A girl was in his bedroom for the first time. It wasn’t exactly how he imagined it would be.
“So…?” He craned his neck with a smirk, holding back laughter until his gaze caught hers.
Sure, something about being paid to show his body seemed a little goofy and even worse, degrading. Or it was supposed to feel that way. But mostly Matthew had been feeling high on power, on seeing a woman who was desperate and depraved enough to solicit him for…
She stepped closer to him. She was wearing a baseball tee shirt and jeans. “You look great.” She murmured, completely still. He licked his lips.
“That’s it? You probably broke the law and all I get is a lousy ‘great’?” He prattled on, feeling his grip on his bed weaken as his palms filled with sweat. He hadn’t anticipated her to look like that. He wasn’t sure what he expected now…he thought she’d gaze at him and giggle maybe, like a schoolgirl. Shouldn’t he flex too? Wave his guns around? He wasn’t really sure what the deal was with a girl paying to gawk at your ass.
“You look beautiful. Like if I got everything I ever wanted…” She said, taking a seat in the swivel chair at his gaming desk. Matthew watched her sit back.
“Jesus.” He swallowed. This girl was crazy. “Thanks. But I haven’t even taken my clothes off yet.”
“May I help you out of them then?” She asked in a low voice.
Once again taken back, Matthew faltered. “Um. No. I can do it.”
“I’m sure.” She nodded with a smug smirk of her own.
He felt vulnerable and angry at her smirk, was unfamiliar with that feeling of lacking control. He decided to mock her as he fumbled out of his shirt and pants.
Matthew averted his eyes mischievously. “So, do I have a nice ass after all?”
“Of course.”
Alright. So that was how it felt to be looked at with lust. He’d always wondered, wanted…Matthew kind of liked it.
“Just like you dreamed?” He bent over, taking a quick glance over his shoulder at her spread legs. It seemed like the right thing to do, to allow a better view, but his stomach somersaulted as he remembered what usually happened to people in his position in porn. He looked at her tense shifting, admiring her bust.
“That would be a great shot.” She nodded, parsing through her equipment, pulling her camera out and setting it on his desk.
“Oh. Okay, great.” He straightened, rubbing his neck as he watched her. She sat back in the chair, seeming to think.
“I’m gonna have to get quite close to you.” She grinned. “Is that okay?”
Eager to cut through the tension making his head swim, he continued to tease, “So, what would happen if I sat here in your lap?~”
He wiggled himself onto her with a chuckle, flashing her his classic arrogant smile. It wasn’t like him to do such a thing, to sit in a girl’s lap, who did that? But then he couldn’t bring himself to take it back. Because then she grabbed his waist, pulling him flush against her mound.
This was strange. Really strange. There was something in her pants, in her pocket or something, poking him. But he’d already sat himself down. He shifted into a more comfortable seated position, noting the coolness of her hands against his hot skin.
He craned his neck towards her. He noticed her jaw was tight. “It’s like I thought. You’re a tease.” She whispered. “A perfect little tease.”
He didn’t know what to say to that, how to react to being held like this, completely naked against her rough jeans and baseball tee shirt. He allowed her to move her hands to his lower back, thumbing around the dimples there, pressing her covered breasts against him.
“Well you’re pretty grabby…” He grumbled, trying to snort as she kneaded him. His inexperienced body responded with shivers and flashes of heat. “I didn’t say you could…”
“You sat in my lap. Touched me first, didn’t you?” She lifted her brow. “Unless you really want me to stop…? But I’d…I’d just die.”
“You’d die? Just die?” He mimicked in a panicked tone. “What is wrong with you?!”
His arms trembled as she reached around and ran a single small finger up the length of his cock. He was hard! What the fuck was wrong with him?
“What is that? Against your, my–“
“It’s a surprise.” She whispered. “Get up and I’ll show you.”
He sat up, without much grace, and stared across at her in his chair.
Then she was forcing him against his own mattress, pressing him onto his back. Or maybe he let her.
“What the FUCK are you doing?” He barked, unmoving. His hands trembled, struggling bahçelievler escort to squeeze his sheets.
She pulled her phone from her pocket, opening an application and typing before setting it on the bed for him to look at. $100.
“One hundred dollars more?” He seethed. “For what?”
“To do what people do in bed.” She giggled thickly. “Just, the other way around.”
“Huh?”
Lowering her pants, Valeria revealed a strapped-on cock, letting it smack out against her thigh.
Her cock was purple, but its shape was realistic–slightly thicker and longer than Matthew’s, with marked veins and a bulbous head.
Matthew felt faint.
He wiped at his mouth, weirdly moist. “And WHAT the hell do you expect to do with THAT?”
Valeria tilted her head. “I promise I’ll be gentle and considerate.”
“Considerate? Have you considered me letting you fucking hurt me might have a higher price?” Matthew huffed.
“I won’t hurt you. Will you take two hundred?” And she grinned like she was much bigger and stronger than she actually could have been. Like she somehow knew what he was about to do. But it wasn’t really for the money, was it? It wasn’t that much, really. And she wanted to do some freaky role reversal sex, not normal sex, not the kind Matthew Freeman was supposed to have…
He forced his voice to be stable, panicking as his groin felt hot and he became weirdly ever so aware of his own thighs. “You can’t fucking tell anyone we ever even met.”
She was typing on her phone, sending him the payment: “Fine. I’m not real chatty about myself.”
“I’ll scream.”
“Alright then.”
“And kick.” He added.
“Uhuh. I really don’t want to hurt you.”
“Okay. Well, put it in, whatever, get it over with.” He flipped around, not wanting to have to look her in the eyes, deciding that properly from behind had to be less humiliating because he could focus on staring down at his clenching fists. It could be like a dreaded medical examination. Well, everyone experienced some sort of pain at some point in their lives, why not get paid for it? He flexed his muscles, feeling encouraged by the sturdy appearance of the wooden head of his bed. It was not exactly something he had ever dreamt of in this bed, the world was sicker than he’d known.
He heard her sigh and felt her place her hand gently on the small of his back.
“I should’ve known I wouldn’t be able to help myself…” She drew her tongue over his asshole. “I don’t give a fuck if it’s wrong.”
He hissed immediately. “Are you–“
He hadn’t imagined she’d eat him out. It felt weird to even say that in regards to a man–being eaten out. Unless it had some other phrase?
She was gentle, he noticed, for all her panting. Her hands were soft and smaller than his and he wanted to lift his leg, feeling like an animal.
“You have a really nice asshole.” She said.
Matthew didn’t respond, having been too busy pushing greedily back against her face. Valeria swore to herself before pushing a finger inside him. His body was seized with shock.
“Do you have any idea what it’s like,” she grunted. “Having to see you all the time, wanting you, needing to do disgusting perverted things to you…”
“I…” He felt his cock jerk. “Seen-?”
“Well you’re gonna see. You’ve done it now.” She laughed at him again. “You open pretty easy. Have you put stuff in before? God, tell me you have…”
“No!” He snapped in umbrage. “What–“
She pulled her fingers out of him. “Just wanted to see.” He scrunched his nose up at her, he still possessed some dignity.
Valeria added a second finger. She was pushing towards something terrifying in him…his mouth was watering.
She seemed to…fit. It shouldn’t have been like that.
He was naturally sensitive, nobody had ever seen him naked before, nobody had ever touched him before. Of course he was frazzled. She moved her tongue against his entrance again and he could feel his cock was swollen and flattered. His legs didn’t feel the same anymore. They were too weak to be his.
“Going to go slow. Don’t want to hurt you.” She inhaled his scent, brushing her nose against his hair. “Would be a shame to do that when I could make you like it.”
Matthew rolled his eyes, trembling at the sound of her uncapping what definitely had to be a bottle of lube.
“Would you like to rub it on?”
He grimaced. “You paid for me to give you my body, not to do any work on…yours. Well. You know.”
Matthew wrapped his arms around his pillow, trying to relax as she rubbed her cock between his crack. It was so textured. Sizable. His lips tingled and he pushed his face into his pillow, wanting to push the thought of şirinevler escort Valeria’s cock away. She wrapped her arms around him, kissing at his neck and making his body so confused with butterflies.
He moaned. It was so humiliating he could barely breathe.
“Just. Put. It. In. Just do it already!” He demanded. “I can’t. I can’t take it, dammit, bitch, DO IT–“
She grabbed him by the hips and pushed the head inside him. Every strength left in him broke away.
“Oh, God. Oh my God.” He cried. And soon she was burrowing, tunneling inside him, prodding his insides, forcing herself in his body.
“Good boy.” She thrust against him again, rolled her hips slowly. “You’re doing it, baby…”
“Ugnnnh.” Matthew brought himself to look over his shoulder at Valeria, through teary lidded eyes.
“That feel good?” She whispered.
“Yes.” He mumbled. It was crushing to say. “Fuck me, it feels g-good okay? I want it.”
He winced as she nudged inside him deeper, filling him. “Do you want me?” He had to ask, the warmth of her skin hot against his completely incapacitating him.
“Yes.” She answered. “I’m going to have you. You’re so hot and you’re being so good. Don’t worry.”
He moaned, resigning himself, and pushing hungrily back against her intrusion.
“That’s it, fuck yourself back on my dick.” She swore again. “God, I can’t believe…you were so small, and now I’m opening you up so nice…”
Matthew could not say anything intelligible.
“What’s–oh.” She was brushing against his prostate. He forced his mouth close, terrified of the sounds that might come outs
“You shy now?” She thrust against him, making his ass bounce. “Can you feel how soaked I am?”
And Valeria knew how to fuck. It wasn’t a cock for show, it was a real fucking-cock, propelled by determined glute muscles. He couldn’t decide if he felt more queer or like a woman or what but what he was feeling was something truer than he’d ever been.
“Yes.” Was all he could say, a resounding yes to his own destruction into an impure little slut for money and for her, this particular cock damaging him into something his family and friends and their social club would find unrecognizable. It was the most alive he’d ever felt and the most real he’d ever looked to anybody. His body undulated
so freely, the thighs knocking together in twisting pleasure as they were supposed to, lips unable to contain assent, he slumped against the bed with his body reddened and hot.
Valeria’s thrusts switched between more measured and erratic, conveying what a brute she really was, she was a real fucking brute Matthew thought, the way she clawed at him and bit him. She would be gentle and experimental and then she would be morally lost in pleasure. She pounded him. That was the best word for it. He kept getting pounded into and pounded into until his body and brain seemed to shrink with every push. She pulled him up in her arms to peck at his neck.
“Fuck, I love seeing your dick swing around. That must mean you really like mine~” Valeria laughed, licking his ear, squeezing one of his ass cheeks in each hand. It shouldn’t have felt natural but it did, primal and unavoidable.
Matthew was panting. His dick was leaking and felt odd. “I’m gonna cum. Please.” He begged internally for her to say more to him, to make him feel special like she did.
“That’s okay, beautiful.” She pressed her hand over his stomach, gripping his hip with the other. “Cum for me. Cum for me.”
And Matthew did, crying out.
And then Valeria was pulling out of him delicately, pulling up her pants. Matthew bit his pillow. He couldn’t bring himself to turn around, tired but his blood felt like it was jolting.
“I’m going to fuck you again one of these days.” Valeria said. “I’ll come back and take you whenever I want now.”
“You can’t be serious.” He laughed nervously, flushing under the covers. “This was a one time thing, I’m not some kind of–“
“Oh?” She crawled over him in the bed, roughly pulling the covers off him and grabbing him in her arms, against her. She ground her crotch against his ass, spitting at his ear.
Matthew whimpered. Then Valeria rose her hand over her head and smacked him across the ass.
Matthew shrieked, rushing to cover himself. She grabbed him by his ankles and then his hips and flipped him over onto his back.
He tensed. “Yes? What?”
“Would be the perfect photo. Spread your legs a bit more.”
Matthew’s chest rose and fell. He lifted his chin high as he could to get his face out of the way as she took a few simple photos of him, of traces of his own cum from his own soft cock over his stomach, of his fucked hole between his legs.
“I’ll text you.”
————-
End A/N: Let me know your thoughts (please be kind with any critiques lol). I know this isn’t everyone’s cup of tea, but I hope to contribute some pleasure to this crazy world! I kept some parts vague to be more universal (appearance etc.) I am working on a part two of this story and other similar stories are also in the oven. Thank you for reading and take care!