(CAUTION TO READERS; this adventure contains language which may be offensive to Gay persons as well as references to non-consensual sex. Please remember that this story is based on a real-life experience and the scenario was the express desire of the woman involved.)
My 'assignments' with FD Corp. had become more and more extreme. I felt as though I had gone past kinky and right to depraved. What I found disturbing was that I was sometimes extremely aroused by some elements of the kinkier scenes. I was glad that my graduation was close at hand and my contract with FD Corp. would be completed.
During Spring Break, Ms. Stone called. It seems that a very highly placed executive with the FD Corp. Hospitality Division was flying in from New York and wanted to book an Inappropriate Behavior Stress Relief session with me. It seemed that she was one of the select ladies who had been given unlimited access to my videoed exploits. She told Ms. Stone that she felt I was capable of role playing the scenario she desired. Ms. Stone had only this advice to offer.
"Randy, this will likely test the limits of your interest in BDSM. Go with the flow. Your work has allowed important clients to show interest in the use of IBSR and we have been able to take on more young men such as yourself. Since your contract is almost up you won't feel like the one and only lab rat much longer."
I was informed that the client had just been through a very bad breakup with a man she had been dating for some time. He had been a room service waiter for one of FD Corp.'s hotels and used her attraction to him to advance his career in luxury hotel management.
He had not been completely honest with her about his sexuality. She surprised him at his apartment one evening to find him in bed with another man and it ended their relationship. He had strung her along for some time and his deception about his true sexuality had caused her extreme stress, anger and anxiety which were affecting her work.
As she had been the one who had instigated an inappropriate relationship with him and had willingly advanced his career through sexual favors he provided, she really had no legal recourse against him. She wanted me to pretend that I was Gay for the evening. I would find out later how deeply this situation had hurt her.
She was staying in a luxury hotel in Los Angeles owned by FD Corp. on one of the floors that only has a few very exclusive suites to ensure maximum privacy and security for celebrities and other important personages.
I arrived as arranged. I had been allowed to park in the VIP section of the structure, where there were almost no other cars. I had been given a white shirt, black bow tie, black slacks and shoes to wear. The clothes were very fitted and almost too tight. I was to be her private room service waiter for the evening. I got to her suite to find a cart in the hall outside her door with dinner ready to be wheeled in and served. There was no one else in the hall but I felt as though I were being watched. The food was still hot under the dish covers. It was all very eerie. To my dismay, I felt the blood stirring in my crotch as my cock began to swell and lengthen. A touch of fear had me sexually aroused.
I knocked to announce the arrival of her dinner.
She answered the door. She was a pretty, but stern looking brunette, slightly taller than I, a situation I immediately found both intimidating and exciting, after all, I am rather tall. She wore tight, stretchy black slacks and a very tight, fitted blouse as well as some high heeled 'demi-boots'. She almost looked ready to go horse riding. Her blouse was very thin and I could see her nipples poking the material. Cripes, did Ms. Stone get me alone with some sort of dominatrix? I thought of calling her 'Miss D' but I stayed silent.
She waved me in; and told me where she wanted her dinner set up. While I set the table, she sat on the edge of the bed, watching me closely. Her make-up was a bit heavy with severely sunken cheeks and eyes outlined in black. Her lips were a deep scarlet. I had worn the tight tux pants without underwear, thinking it would serve better to show my ass and basket. She ordered me to put the room service cart back in the hall. She said it cluttered the room.
I began serving her dinner, and we made small talk about the weather, how she was in town for a conference and how difficult it was to find time to herself with her high-powered job. She mentioned that she was very tired of subordinates who couldn't follow simple instructions or complete simple tasks. Faint alarm bells went off in my head but my hardening cock didn't seem to notice.
"I would imagine, Miss, that it would be very frustrating."
"It is. You have no idea how important it is for people to sometimes just do as they are told without asking annoying questions. I am pleased you are wise enough to address me as 'Miss'. Continue to do so."
"I'm very sure, Miss that I always try my best to complete all job tasks I am given to the best of my ability."
She ate her dinner for a while, sending me back and forth to the cart to fetch various items. I could sense her eyes on my ass every time I turned around. Her gaze was so intense that it almost gave off heat.
"I don't know if you realize that I am a very important guest in this hotel. I bring in a lot of business; clients, dinners, conferences, conventions... I bring in a lot of money for this hotel."
"I like to think that all our guests are important Miss."
"And making an important guest happy would be very good for your job evaluation, wouldn't it?"
I could see that she was very serious about my role-playing.
"Yes, of course, Miss, but I'm not sure that I understand..."
"And it should be in your job function to do as I ask, so long as it isn't illegal?
"I...would...imagine...so, Miss."
"Several things have not gone as I would have wished at my job this week, and I am extremely tense. I need to be in complete control of a situation for a little while. Will you agree to help me do that?"
She noticed my apprehension and gave a slightly wicked smile. She took my hand and looked at the FD Corp. tattoo on my finger.
"Don't worry, I promise not to do anything really dangerous or harmful. I sense that you can help me and be discreet. If you agree there is no turning back, understood?"
"Yes, Miss. I'm sure I'll be glad to assist you in any way I can."
"Good...that was the answer I wanted. Please stand next to my dinner chair."
I did as told. She came over and began circling me. She put her hands on my shoulders from behind and began running them up and down my body, down to my ass, which she would grope, and around to my chest where she would squeeze my firm pecs.
"Normally I could never treat a waiter or office worker like this without threat of a sexual harassment lawsuit. There have been many times when I wanted to use...and... abuse an employee. You had better realize that this isn't about sex; you aren't going to get sex. In fact, I am going to remain fully dressed. You however will be on display for my pleasure and amusement. You will be totally nude and I will touch you in any manner I see fit. Is that understood?"
"I'm not sure that I understand Miss."
"You will." Suddenly she grabbed the front of my shirt and ripped it open. Buttons went flying. She tugged at the collar so as to leave the bowtie around my neck as she tore the shirt off of me. I moved my arms to cover my now naked torso.
"Miss...miss...I don't have a clear picture..."
"Be silent! If I want you to ask questions I'll let you know."
Standing behind me, she slapped and groped my chest, even pinching my nipples with her fingernails until I winced. She liked it when I winced; she liked it a lot.
She kicked my feet apart a bit and while one hand worked my nipple the other hand reached under between my legs and grabbed my cock and balls through my slacks. My cock was rock hard and beginning to drip pre-cum. A wet spot was forming on my tight slacks.
"You're a very attractive young man with a beautiful body, just like a fitness trainer or underwear model. Do you find me attractive?"
"Umm, I'm not sure how to answer that Miss. We're not allowed to fraternize with guests that way."