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yesmooshoe · 5 years

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Pepperony Smut-Mas, day 5!

Day 5! Honestly, I had to stop myself from writing 10,000 words about this AU tonight so that I would work on other Smut-Mas fics. I’d like to write more of this, so please let me know what you think!

Day 5 - Escort Pepper AU

Rating: Explicit

Words: 2627ish

Summary: It's Tony's 21st birthday and he is still a virgin, so Obie has taken the liberty of hiring someone to help him out.

Read this and previous chapters on AO3!

Or read here...

Pepper glanced down at the room number again just to double check, not wanting to knock on the wrong door. She was a little nervous about tonight, not quite sure what to expect when she got to the room. The night already hadn’t gone as planned, but she was just doing her best to roll with it. Mr. Stane was paying her 3 times her normal rate and with her tuition payments due next week she’d be willing to do almost anything. At first she thought that she’d be spending the evening with him, but when he met her in the bar at the hotel he informed her that he had something else in mind.

It was Tony Stark’s 21st birthday and he was still a virgin, which was something that Mr. Stane wanted to rectify.

Pepper knew who Tony Stark was. He’d made a lot of headlines after getting his Bachelor’s Degree at age 17 and his Masters at 19. Mr. Stane told her that he was now working on a double Doctorate, which took up so much of his time that he never really got the chance to meet people. It didn’t seem like this was his idea and she felt a little bad for the kid, but this was her job and she certainly wasn’t going to leave that much money on the table. After signing a quick Non-Disclosure Agreement printed on official Stark Industries letterhead, she took the slip of paper with the room number written on it and headed upstairs.

She took a deep breath before knocking. Even though she’d been doing this for well over two years now and hadn’t had any bad experiences so far, she always got a bit nervous.

“Oh god! Just a minute!” She heard a muffled voice yell out from behind the door. He sounded a little frazzled which eased Pepper’s mind a bit, and she figured he must have been pretty nervous too. When he swung the door open Pepper couldn’t help but smile because didn’t look like any other client she’d ever had.

Her usual guys were well dressed middle-aged executives in town for conferences or lonely, rich widowers just looking for a good time.

Tony was a little shorter than her, though she was wearing some pretty crazy heels at the moment. He was had on a striped yellow t-shirt, jeans and black Chuck Taylors. His hair was pretty floofy and he had a bit of scruff, like he hadn’t shaved in a day or so. He was kind of cute, actually, even if he did look a bit tired. Honestly, he looked like a lot of the boys she went to school with.

“Happy Birthday, Mr. Stark.” Pepper said warmly.

“Uh...thanks! You can uh, you can call me Tony.” He replied nervously.

“You’re welcome, Tony. Are you going to invite me in?”

“Oh! Right! Yes yes, come in.” He said as he stepped aside.

Pepper shrugged her leather jacket off as she entered the room, revealing the short, skin-tight blue dress she was wearing underneath. The room was nice, but nothing too fancy. The escort service that she worked for had some sort of deal worked out with the owners, so she’d been there many many times, and they often used this hotel to entertain high-profile clients in Boston when discretion was required.

She turned back to look at Tony, who hadn’t moved since shutting the door. He had his back up against it and looked like he was on the verge of freaking out, his eyes wide with terror. She cocked her head and narrowed his gaze at him, trusting her gut instinct from earlier which told her that this wasn’t his idea. “Tony? Are you ok? You know...we don’t have to do this.”

“Huh?”

"This ? We don’t have to do this. Mr. Stane told me why he was hiring me, you know. So if you’re not ready, that’s OK.” She said with a smile, hoping that he’d take a deep breath and calm down. A middle-aged man hiring a hooker for his business partner’s 21-year-old virgin son had felt pretty gross to her from the start, but she wasn’t here to judge. She was just here to do a job. Still, if Tony didn’t want to do this she wasn’t going to force him too.

His cheeks flushed deeply as Pepper spoke and he just looked at the ground. “Great. So Obie told you I’m a hopeless virgin, huh?”

“He didn’t use the word hopeless , and there’s nothing wrong with being a virgin, Tony. It’s ok. Really. And if you don’t want to do this then we can watch TV for 4 hours and then I’ll ruffle up my hair and head on out if that’ll get him off your back. He seemed a little intense.”

After two and a half years of doing this, Pepper had gotten pretty good at reading men and talking to them. More often than not the guys who hired her needed someone to talk to just as much as they needed to get laid.

Tony sighed and released the tension in his shoulders as he walked towards her. “He means well. He does. He cares about me and he’s just trying to get my dad off my back, actually. I just...I just work a lot, you know? And I’ve never had a girlfriend or anything and he’s convinced that I’m gay and being kind of an asshole about it so...I think Obie is just hoping that this’ll jump-start things for me. I don’t know.” He explained as he leaned against the dresser with his arms crossed over his chest.

“Are you...gay? Because if you are just say the word and I can get someone else more to your liking here in 30 minues.” Pepper offered.

Tony actually smiled for the first time that night and looked up at her. “No, I’m not gay. Not really. I don’t - I mean - No, I’m not gay.”

She decided to let the not really comment slide for now, but filed that away for later as she let him continue.

“I was mortified when we turned up here and Obie told me what his plan was for the evening, but I’d be lying if I said I didn’t want to. I really want to have sex, I do. I just...it just hasn’t happened. And I keep getting more and more anxious about it, you know? And I’m not - like, hiring hookers is not - I mean - fuck , sorry. Is hooker a good word to use? I guess you’re technically and escort. But, it’s not something I’d ever thought about doing because it seemed weird but after I thought about it for a while, it didn’t seem like such a bad idea. It’d be an opportunity for me to experiment! And collect some empirical data. And figure some stuff out in a controlled environment while eliminating some outside factors, like the fear of entering into a relationship or anything, you know? Also wow, you’re very pretty.”

Pepper just chuckled as Tony rambled, glad to see him relaxing a bit. “Right. So we’re just going to workshop some stuff then, yeah? See what works, what doesn’t work. Collect data. Make adjustments?” She asked, stepping towards him.

“Yes! Precisely. So, to answer your question, yes . I want to do this. I just have no idea what I’m doing. I’ve read some stuff, and watched some porn, but no real - uh - hands on experience. Other than my own.” He admitted as he dropped his hands to his sides while she approached him. “Do - do you want to do this? You’re not like kept chained up to a radiator in between jobs so that you can pay off a debt or something right? Cuz if you are I can help.”

Pepper was a bit taken aback by this. She’d never once had a client ask her anything like that. They usually didn’t care all that much about her, which was fine. She was being paid to make them feel good, not for them to give a shit about her. She pressed her body against his and felt the growing erection in his jeans as she cupped his cheek with her hand.

He was really cute.

“The people that I work for are very good to me, so don’t worry. I just want to do my job, and for the next four hours, my job is to do whatever you want me to do. And I am very good at my job. So. What do you want?” She asked while running her thumb in circles over his cheek. Tony laughed nervously, unsure of what to do with his hands.

“Can you tell me your name first?”

“Pepper.”

“ Pepper? Is that your real name?”

“It’s my real name right now.” She teased.

“Fine. How old are you? How long have you been doing this?”

“I’m 20, and I’ve been doing this since I was 18. You still haven’t answered my question though. What do you want?”

She could feel Tony’s erection straining against his jeans, and at this point all that she wanted was for him to not cum in his pants. Not that she would have cared, but she guessed that would be pretty embarrassing for him.

“Everything.” He replied quietly while finally resting his hands on her hips.

“Well, you’re young and I’m sure we’ll be able to get in a few rounds over the next 4 hours. We wont quite get to everything, but we’ll try. Where do you want to start? You’re in charge here.” She said, deciding not to move from this position until she was given something more to go on. If he really was going to treat this entire evening as some sort of experiment she wanted him to decide what he wanted to do.

“Uh - b - blowjob? Could you? Can we start with that? Is that ok? I don’t know what - “

“A blowjob sounds great.” She said, cutting him off before he started rambling too much again.

She grabbed his hand and led him to the bed before playfully pushing him down onto it. He just sat on the edge, propped up on his elbows with a huge smile on his face.

“I really like your dress. It looks great on you.”

“It looks even better crumpled up on the floor, I promise you.” She teased. “Do you want me to take it off?”

“No, leave it on for now. And the shoes. Definitely leave the shoes on.” He said as he ran his hand over the bulge in his pants.

“Of course.”

Pepper knelt down in front of him while running her hands up and down his thighs. He looked practically giddy, like he was realizing for the first time that this was actually going to happen.

“What should I do?” He asked, his nervousness rearing its ugly head again.

“Take your shirt off.” She instructed while she ran her hands up to the snap on his jeans. He complied almost immediately, and as he tossed it aside she undid his pants and started to pull them and his underwear down. He lifted his hips a bit to help her out and inhaled a sharp breath as his cock sprang free to rest against his toned stomach. Pepper bit her lip at the sight of it, pleased with how big it actually was. “Well, it seems you’re ready for this, huh?”

“Yeah.” He squeaked out as his breathing intensified.

She just smiled at him as she took a moment to pull off his shoes and socks before removing the rest of his clothes completely. She ran her hands back up his newly exposed thighs, savoring the sight of him. While she always told herself she’d never let her own feelings affect her performance, she couldn’t deny the fact that she had more fun when she found herself attracted to a client, and with every passing moment the allure of the nervous nerd in front of her intensified.

When she wrapped her hand around his cock for the first time, it looked like Tony’s eyes rolled to the back of his head. She moved her hand up and down slowly, using some of his precum to aid in her strokes. Soon she began to tease the head of his cock with her thumb while just enjoying watching him. She wasn’t doing anything particularly mind-blowing by her standards, but Tony seemed to be having a great time, which was all that mattered.

She got up onto her knees and and ran her tongue slowly up the underside of his cock, eliciting a soft moan from the man above her. “You like that, huh?”

“Yeah.” Tony replied breathlessly, unable to do or say much more.

“Good. Because there’s so much more where that came from.” She said with a grin before running her tongue around the tip of his cock as she continued to stroke him slowly. His precum mixed with her saliva gave her a bit more freedom to pick up the pace, and she did just that as she finally took him into her mouth.

“Oh shit.” She heard him mutter out above her.

She started slow, running her tongue around his tip and while her lips were wrapped around him, but soon she began bobbing her head up and down, taking as much of him into her mouth as she could while using her hand to take care of the rest. He was mostly silent, only letting out a few short, quiet moans as Pepper began to pick up the pace.

She started running her free hand up and down his side, eventually snaking it up to run over his chest where she began to tease his nipple a bit, hoping that would be enough to push him over the edge. He seemed to be fighting it though, wanting to last as long as he could, which she found really endearing.

Her strokes continued and she looked up at him and spoke. “You’re so big Tony. I can’t even take all of you at once. Come on baby, let go. Let me taste you.” She almost purred out before returning her lips to his cock.

With a few more strokes he cried out as he came, and Pepper eagerly swallowed down every bit of cum that he gave her, continuing to stroke him through his orgasm, licking the tip of his cock like a lollipop. She pulled his softening cock out of her mouth with a bit of a pop, which was something she’d perfected over the years. She sat up a bit, running one hand over his stomach while she used the other to wipe a bit of cum away from the corner of her lips. She sucked her finger clean while he stared at her, mouth agape, and she couldn’t help but giggle a bit as she climbed up next to him on the bed.

“Well, how was that for some empirical data?” She teased before giving him a quick kiss on the cheek.

“Good results. Very good results. We might need to try that again though at some point to see if we reach the same conclusion. Just to be thorough.”

“Whatever you want. It’s your birthday and until midnight I am all yours. I’m gonna raid the minibar while you recover though, all right? Do you want me to make you a drink?” She asked as she sat up. She wasn’t sure what Tony had in store for her for the rest of the night, but she was looking forward to it no matter what. She was having fun so far and really trusted him, which didn’t always happen.

#pepperony #pepperony smut-mas #pepperony fanfic #pepper potts #tony stark #my fics #gosh there's so much more I wanna write for this

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ad1thi · 6 years

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46 with Stony, pretty please?

#46: “what if I told you I’ve been in love with you since we were kids.”

–

i really hope you like this cuz it was kinda hard to write so i hope i’ve done the prompt justice

–

Of all the memories Steve had of his mother, one stood out more than the rest.

It had been during one of her very last stints in the hospital for her leukaemia; and she’d cupped his acne-speckled face in his trembling hands and whispered you love too hard a thaisce and i worry it’ll hurt you

then, he’d just leaned forward and pressed his lips to her forehead and said you don’t have to worry about me Mamma and held her while she slept

but the words stuck around in his head as he ran his long fingers through her hair, and tried desperately not to think of the hazel eyed boy that was due to pick him up in an hour

(he failed miserably)

even now, 10 years on, his mother’s words wrapped around his heart and squeezed, quietly reminding him of everything he didn’t

she was right of course

his ma was always right

Steve Rogers always loved too hard, he thought in an almost melancholy way as he felt familiar hands wrap themselves and the absentminded press of lips against his back, turning around to hug Tony properly, and his love always hurt

–

Being in love with his best-friend was it’s own unique sense of torture, Steve thought as Tony pulled him across campus to their next class and told him stories from his latest adventure with Tiberius; this personal hell that Steve had concocted for himself that he refused to leave

It wasn’t just that he’d known Tony since they been in diapers

but Tony just had this inherent goodness in him

this unbreakable desire to fix the world

to save everyone

Steve got it (kind of)

It wasn’t that Steve didn’t want to help people, but Steve didn’t have the kind of passion for it that Tony did

the kind of passion that drove Tony into his workshop for multiple nights in a row after Bucky’s accident, and coming out with DUM-E

or the time when Pepper was getting slagged of by some of the sophomores, so Tony hacked into their phones and leaked their dick pics to the MIT administration

or when Bruce accidentally blew up the biology lab and Tony took the fall for it (nevermind that Tony took mech and not biochem) since he could “just pay for it Stevie its not that big a deal”

If Tony wasn’t so inherently good, Steve reckoned he’d be over the guy by now

sure, he was easily the most attractive guy that Steve had ever met; soulful hazel eyes obscured in thick frames, hair that just flopped artfully against his forehead and forever in hoodies that he swam in and hid his lithe figure

but if he hadn’t been the kindest most selfless person Steve knew, Steve would’ve gotten over him in high-school

–

like most things in Steve’s life- things came to a head in a bitter fight

Tony had come back to their small apartment sporting a black eye and gruffly muttered me and Tiberius are over and flopped down on the couch

Steve immediately grabbed a small bag of frozen peas and shoved Tony around lightly until he begrudgingly allowed Steve to tilt his chin up and press the cold pack against the bruise, hissing when it came into contact with his skin

Steve lasted a full 15 minutes before he asked, “did he do this to you?”

Tony stubbornly kept quiet

“you need to tell me these things Tony. Did Ty do this to you?”

“Mio dio Steve does it matter?”

‘Of course it does Tony, if he hit you he needs to go to jail”

Tony’s jaw was in that familiar clench that meant that they were going to fight but Steve was too incensed to give up

“Tony answer me. Is this Stone’s handiwork? Has this happened before? Is this why you ended things?”

“cazzo Steve what’s with the third degree? you’ve never cared about my relationships before, why show any interest now?”

And suddenly

Steve couldn’t take it anymore

“Why show any-” Steve spluttered, frozen peas abandoned as his hands flew up “I’ve never cared?!”

Tony’s eyes flickered with uncertainty, but he raised his chin defiantly, “you think i don’t realise that you space out everytime i’m talking about the person i’m seeing? hell you barely even noticed when me and Rumiko ended. it’s not that big of a deal honestly,” he shrugged, “but you don’t”

“i don’t-” Steve bent down and cupped his hands around Tony’s cheeks, his thumb brushing against Tony’s five o clock shadow, “and what if i told you i’ve been in love with you since we were kids”

“that i wake up with your name on my lips, that when you’re around me I’m thinking of you, and when you’re not around me i’m thinking of you”

“that you drive me half mad with want and it’s a physical urge to stop myself from pressing my lips to yours and having my way with you”

“what then huh?”

Several seconds passed between them, as Steve watched Tony digest the words he’d blurted out

Then

Tony deliberately licked his lips slowly, the tip of his tongue brushing against Steve’s thumb and whispered

“who said you had to stop yourself?”

Fin.

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