Chapter Text
Peter frowned a bit at Pepper, „comfort assistant? What kind of position is that?” The woman smiled at him, “one that gets very well paid Peter.”
The boy slowly nodded and looked down on the job description. It said:
Wanted, young, flexible person preferable not older than 25. Preferable single and willing to work overtime, holidays and weekends.
Qualifications needed:
-Must be good with people
-Must be able to perform under pressure
-Open minded
-Healthy
Honestly it was the weirdest thing Peter had ever read. He looked at the redhead again, “and this position is uh open right now?” Pepper nodded, “yes unfortunately Mr Stark’s last comfort Assistant had to quit due to family issues and he urgently needs a new one.”
Peter nodded and looked at the ad again, “sounds kind of like a service dog to me.” Pepper snorted loudly, “well in a way it is. Mr Stark is terrified of dogs though, he loves cats but cats well they are really hard to convince to work.”
Peter smiled, “yeah I know, so uh, how is the pay?” Pepper smiled at him as if he already agreed and put a slip of paper in front of him. Peter let out a breath, “uh that is not much for one week of work.”
The woman started to laugh loudly, “oh my Peter, this is the hourly rate.” Peter looked at her then back at the paper, holy shit!
The rest of the interview, if one could call it one was even weirder. Pepper had him sign a few forms and Peter was grateful that he had just turned 18 and didn’t require his aunt’s signature on these papers.
He agreed to a medical examination and a background check. If those would come back positive he was clear for the next stage.
To his surprise everything happened within three hours and so Pepper went on and put a stack of papers in front of him.
“Since Mr Starks kidnapping he has anxiety issues and other problems, your job will be to be around him during work hours but also if he requires you while in private. You will get an emergency phone and car so you can always get to him if he calls. You exclusively work for him and only take direct orders from him or me, do you understand?”
Peter quickly nodded, “yes of course.” He looked down at the contract. The words were rather confusing and he had to ask her a few times what those meant.
He kind of felt like signing his soul to the devil, but the money would help him and his aunt a lot and it was a huge jump from an unpaid intern to a personal assistant to THE Tony Stark.
“Next is you go to the doctor for check-ups once a month, Mr Stark is very adamant about that. Also you are not allowed to speak to anyone about the details of your job, it is not open to the public, at all.”
Peter nodded and when she pointed the clause in the contract he quickly put his signature down on that part. He flipped a few pages as she went on.
“You are allowed to quit at any time, you just need to give a notification to me or Mr Stark. After your employment ends you are of course also forbidden to talk about what you did and saw here.”
Peter nodded and signed a few other pages before he paused, “uh w-what is this?” Pepper smiled at him, “this is a list of Mr Stark’s likes and dislikes, you should read through it thoroughly.”
Peter swallowed and began to read.
It was almost seven pm when they were done and Peter wanted to go home but Pepper insisted that he got to meet Mr Stark. It was important to her that they got their first meeting over with as quickly as possible but it only made Peter more nervous.
She gave him his new ID-Card and showed him the elevator and how to get to Tony Stark’s main office.
Peter stood anxiously inside the elevator and when it stopped he almost flinched.
The doors opened quietly and he stepped out to find Tony Stark sit at his large desk, looking utterly bored and stressed as he flipped through a stack of papers.
He had met Mr Stark only in passing and had openly marvelled at how great he was but no one other than another intern had noticed and seen it. He seriously wondered how Pepper even knew he existed and how she had chosen him as an assistant for her boss.
Peter realized that he was standing in the elevator for too long and the doors were closing again so he quickly jumped out of it and took a deep breath as he approached his new boss.
He looked up as Peter slowly walked up to him, “Mr Stark I am Peter Parker your new…assistant.” The man looked him up and down and nodded, “about time, I really need to relax a bit, come here.”
He rolled his chair back and Peter hurried over to stand in front of him. Mr Stark raised an eyebrow and he quickly got on his knees, to unzip his pants and pull out the still flaccid cock.
“H-How do you want it Sir?”
Thank the gods Pepper had practically given him a manual for their first meeting, else he would have been so lost.
Mr Stark looked at him, grabbed a fistful of his hair and just said, “open your mouth and stop talking.” Peter opened his mouth and he swallowed down the cock.
As on cue as soon as he was inside it began to grow hard and surprisingly big. Peter had some trouble to keep him in his mouth and gagged a bit, which made the man above him moan.
Peter didn’t move he just kept the cock in his mouth letting it slide into his throat. He squeezed his eyes shut and ignored the drool and tears that seemed to flow automatically.
Pepper had told him that his job was to provide comfort; he was to do as Mr Stark told him so he waited for instructions.
It seemed to take an eternity for the man to finally speak to him.
“Your mouth is really nice kid, I could stay like this the rest of the day.”
Peter let out a whine before he could control himself. Mr Stark laughed, “what was that? It sounded really cute; does that mean you don’t appreciate being my little cockwarmer?”
Peter opened his eyes and looked up at him. The man’s eyes were dark and as their eyes locked, he let out a hiss and came down Peter’s throat.
The boy was taken by surprise by this but swallowed as agreed in the contract. His boss waited until he was completely soft before he pulled out.
Peter gasped, wiped his mouth before putting him back into his pants and zipping them up.
“You really are something else, aren’t you? Well I think this can work, so see you tomorrow.”
Peter smiled and stood, “thanks Mr Stark.” He was happy and turned around to walk away when his boss spoke up again.
“Peter, for tomorrow I want you to wear some of your new clothes.”
Peter stopped and looked at him, “I…please what? What new clothes?” He was really confused about that but the man already waved him off.
He rode the elevator down to the ground level and was about to get off but Pepper blocked the exit. She smiled at him and pushed him back inside, “no this isn’t your stop.”
Peter was so confused but honestly he wasn’t sure what he could say since he didn’t want to lose his new job already.
They rode the elevator downstairs and Pepper laughed as she saw his confused expression, “did you already forget your contract Peter? I thought you were one of the very bright ones.”
Peter blinked at her.
“Your car, your contract stated that you are getting a car to be more flexible for Mr Stark.”
Peter’s confusion turned into shock and he followed her to a parking space that was right next to Tony’s and hers.
“This is your space and your new car. If it isn’t to your liking we can of course see if we can get something nicer, it is a rather old model after all.”
Peter’s jaw dropped as he stared at the sleek black Mercedes. It looked brand new and unused.
“I ah I think this will do,” was all he could state and Pepper held back her laughter. She handed him the keys and papers before she patted his back and walked off.
Peter still stared at the car before getting inside.
It smelled brand new and the interior was beautiful, he kind of feared that he would dirty it with his old clothes. Speaking of which.
As he turned around he spotted like ten bags on the backseat and a glance into them revealed, clothes shoes and basic accessories.
“I am either the luckiest eighteen year old or the most screwed up.”
He shook his head and started the car to drive home.
***
The next few days everything went the same way. He woke up to a text from Mr Stark ordering to get coffee and various sweet treats or pastries that Peter had to get before he came into work.
Since this already counted as work time he didn’t mind too much and got everything he asked for without a complaint. On the third day Mr Stark gave him a new phone which made Peter seriously embarrassed because it was the newest Stark phone available and he knew it was worth more than one month worth of rent for his apartment.
To his surprise Mr Stark didn’t ask for many sexual things. He wanted Peter close and during meetings the boy had to stand close to his side making sure no one handed Mr Stark things and his coffee or…adult drink was always full.
After meetings he demanded that Peter either massaged his neck and shoulders, feet. Sometimes he had to put his head into his lap and the man would run his fingers through his hair.
Peter didn’t want to admit that he liked that very much, yes he felt like a pet then but it was also kind of a reward and very relaxing. At one instance he actually purred and earned a laugh from his boss which made him blush so hard Mr Stark generously let him use the bathroom to calm down.
When Mr Stark was really tense or in a bad mood and the massages didn’t help he would have Peter suck him off to take the edge off.
Peter didn’t mind too much and he had gotten better at it, so taking him down his throat wasn’t an impossible task.
On their first Friday however things were different.
Peter had taken a stack of papers from Pepper and put them on Tony’s desk as he eyed the clock on the wall. It was almost six and he wanted to go home.
He collected the dirty cups and plates that were strewn around the office and placed them in the small dishwasher in the kitchen. Mr Stark was in a meeting that he didn’t want Peter to attend.
Peter didn’t know why and it kind of irked him that his boss didn’t trust him enough to go there and assist him. He had just tidied up the rest of the office when Mr Stark stormed inside.
Peter flinched and jumped out of his way. The man looked furious and haunted, “what is this?” He saw the stack of papers on his desk and before Peter could say something he grabbed them and threw them into the room.
Peter was shocked but he had already seen some of his boss’s meltdowns so he hurried to the kitchen, to get him a drink. He placed it in front of him as Mr Stark slumped into his seat and got on his knees in front of him.
Peter began to gently rub his legs and placed his head in his lap. His boss took the drink and took a large sip. The liquor was too expensive and Peter had poured too much to just throw it back in one go.
The man hissed and put the drink down, “those fuckers, they are always out for me.” He looked down on Peter and ran a hand through his hair, “do you know why I didn’t take you with me?”
Peter looked up surprised to find Tony’s eyes already dark with lust, but there was something else in there.
He shook his head, “no Sir.”
Mr Stark growled at that, “I would have thrown you on the table and fucked you right in front of everyone.” Peter blinked, blushed and let out a soft, “oh.”
Mr Stark laughed, “you are such an adorable tease, you know that right?” He grinned as Peter had to avert his gaze because he was blushing so hard.
“Sir this is uh flattering I think.”
His boss again laughed, “you think? Oh Peter you are just so cute. Take off your clothes.” Peter looked at him with big eyes.
He slowly got up and as Mr Stark took another slow sip from his drink Peter took off his new dress shirt and pants. He slipped out of his shoes, socks and boxers until he was completely bare in front of the man.
He shivered a bit under his intense gaze.
His boss slowly licked his lips and stood, “such a treat.” He smiled at Peter, “so delicate and it is all mine.” Peter blushed and looked away, he knew that this would come and still he felt a bit weird about getting gawked at like this.
He held the drink out for Peter to take a sip but he shook his head, “no thank you Sir I need to drive later.” Tony growled and took a mouthful before grabbing him by the hair and kissing him.
Peter gasped and the burning liquid flooded his mouth forcing him to swallow it. Tony smiled at him, “Happy will drop you off at home or I will take you with me.”
Peter wiped his mouth and looked at him shocked.
His boss didn’t seem to care and instead grabbed one of his nipples to squeeze. Peter hissed and automatically moved away from the pain.
Pepper had warned him that Mr Stark didn’t always care for his comfort and that he had to endure it or stop it, definitely. He had his safe word but if he ever used that he was almost certain that Mr Stark would let him go and Peter didn’t want that.
After all he had agreed to everything in the contract so he shouldn’t need it.
“Does this hurt?”
Peter nodded, “yes Sir.”
“Do you like pain?”
Peter swallowed and opened his mouth as a hand was wrapped around his cock. He had not realized that he had grown hard.
“I think you do.”
Peter let out a keen and turned away so he didn’t have to look at his boss, he was so embarrassed. Mr Stark twisted his nipple harder and Peter let out a gasp.
The man growled and suddenly Peter was bent over the desk with something slick and cold pressed against his hole. Peter barely had any time to register what was happening as already two fingers pushed inside of him.
He yelped and that seemed to entice his boss even more. The fingers pushed inside and began to spread him, making him moan loudly. Pepper had given him the advice to get used to this kind of thing beforehand so Mr Stark wouldn’t be disappointed once he decided to finally fuck him.
It had made Peter blush so hard but he had gone home that day and played with himself a lot. He had some toys he now used on a regular basis.
Mr Stark chuckled, “you are used to this huh? I should just take you then, maybe I even spare myself the lube.” Peter tensed up and the fingers were pulled away, “Sir I-I would rather like it if you didn’t.”
His boss laughed and the hand that pushed him down on the desk made sure he couldn’t get up, “you think your opinion matters?”
Peter swallowed and prepared himself just as the surprisingly big cock slipped into him. It was lubed up pretty well and drew a loud moan from him.
It felt really good.
Mr Stark pushed inside and let out a pleased sound putting one hand on Peter’s hip and the other on the back of his neck. He began to thrust slowly into him but it soon began to turn into hard thrusts and though it was painful at first, Peter loved it.
He moaned and writhed as Tony used him.
The elevator door opened and Pepper walked in, “Tony did you look over the papers…oh.” She looked at them and Peter turned bright red trying to turn his head away but he was held in place.
“No sorry, I was busy.”
Pepper looked at the papers strewn around and sighed, “I see, uh please review them before leaving today.” Mr Stark nodded and a particularly hard trust made Peter cry out in pleasure.
It was so embarrassing and surreal for him.
“I will now please go, if you don’t I will have you join us.”
The woman rolled her eyes, “yeah sure.” She shook her head and walked back to the elevator, “just make sure there are no stains on the papers.”
Tony hissed at her and she just waved disappearing into the elevator.
Peter was glad she was gone and moaned loudly as his boss managed to hit his prostate a few times in a row.
“Oh god you feel so good Peter, I want to keep you around my cock forever.”
Peter whimpered a bit, “Mr Stark!”
His boss growled and picked up the pace, slamming into him as Peter let out a cry and came. He was so high up that he barely felt how Mr Stark spent himself inside of him.
He gasped as the man pulled out and he heard him sit down in his chair.
It took Peter a few long moments until he was able to move and think again. He turned when he heard his boss chuckle behind him.
He looked at him a bit confused, “Mr Stark?”
The man smiled at him, looking completely relaxed and comfortable.
“Well, welcome to your new job Peter Parker.”
He slapped his naked ass and got up to go into his bathroom.
Peter slowly placed his head back down on the table and sighed. He really made a deal with the devil.