I always found it interesting how total strangers could get into deep conversations while seated side by side on an airplane. I guess it's a way to pass the time, realizing that they will probably never meet again. The smooth looking man seated next to the attractive woman on the other side of the aisle was describing something and I wondered if he was spinning a line or just being neighborly. I rarely had such conversations and never with a woman. I was far too shy for that, and certainly not the handsome man that I woman might want to chat up. Instead, I occupied myself by reading through my notes from the business meetings I'd had for the past two days and typing a summary into my laptop. I'd barely noticed the woman seated at the window in my row. She was reading a magazine and paying little attention to me.
As the engine noise droned on, I was surprise by the voice beside me. The woman was asking me a question and I had to ask her to repeat it. She wanted to know about my computer, saying that she was thinking of buying one and what I thought of the many models on the market. As I said, I'm not very good at small talk, but comfortable talking about things I am very familiar with. We discussed the various laptops available and where to get the best deals. I did ask her what business she was in and she'd replied that she was in business for herself. She didn't expand on what the business was and I was uncomfortable asking. I doubt if I would even have asked if it were a man I was talking to, that's my nature.
When the plane arrived at the gate, I was gathering my things from the overhead rack and juggling my computer bag. The woman thanked me for my advice and handed me a business card. I didn't have time to look at it and just tucked it into my jacket pocket. Several days later on arriving home from work, I noticed the card in my pocket and read it.
Mistress Jane -- Dominatrix
I must admit that I'd fantasized about being dominated by a woman and humiliated about my physical appearance. However, in my wildest dreams I'd never considered carrying out such a fantasy. My first impulse was to toss the card into a waste basket but for some reason I set it down on my desk. It stayed there for several days before I picked it up again. No address on the card, but the phone number was for a town a short distance away. I put the card back down and went on with the task at hand, paying my monthly bills.
It must have been about a month later that I picked the card up again. It was a Wednesday evening and I had no plans for the next few days or the week-end. I started to dial the number and then stopped. I walked around the room several times, getting up my courage and dialed again.
"Hello, you've reached the office of Mistress Jane. Please leave your name, number and a brief message. I'll get back to you."
My first impulse was to hang up, but instead I nervously gave my name and number. I also mentioned that we'd talked on the plane coming back from Chicago several weeks ago.
A few hours later the phone rang. I jumped to pick it up but decided to let the answering machine pick up instead. I heard her business like feminine voice saying she was sorry she'd missed me and asking me to please call back. Again my first instinct was to just ignore the call, but instead I quickly picked up and said hello. She was very businesslike and suggested that we should first meet at a coffee shop or bar to discuss how to proceed. I agreed and we arrange to meet the next evening after I got off work.
The day seemed to drag on forever. There was not a lot going on that week so I had to make lots of busy-work to pass the time. Five o'clock finally rolled around and I headed for the coffee shop where we'd arranged to meet. I got there 15 minutes early and after parking I had second thoughts. I started the car and pulled out of the parking lot and drove towards home. Several blocks down, I summoned my courage and slowly headed back. When I got there, I went in and saw her sitting in a booth towards the back of the room. On rubbery knees, I walked up to her, said hello and sat down.
She immediately sensed my discomfort and said that she'd guessed this was my first time meeting with a dominatrix. She assured me that she was supplying a professional service and as the customer, I had complete control over how deep an experience I wanted. I could stop at any time during our session. I was surprised at how professional and business like she appeared, not my vision of a cruel woman dressed in tight black leather with whips and chains. She asked me if I'd been with many women. I lied and said a few. When she found out that I went to the gym regularly, she asked if I showered while there and whether I was comfortable showering with other men. I was somewhat puzzled by the question, but confessed that being naked in the shower room was quite uncomfortable for me. She described several of the most common scenarios her customers requested and we established that bondage was definitely out, as was physical punishment. After a few more discussions we agreed to meet the coming Saturday night and she gave me a card with her address.
On Saturday evening, I found her street in a good neighborhood. Her house was small and well kept but secluded, being at the end of a short drive into the woods. As instructed I was dressed casually, wearing slacks and a pull-over shirt with short sleeves. I would not normally go out with short sleeves. I'm really skinny and don't like to expose my thin arms, but this is what she'd requested so here I was. I got out, shaking at little and rang the doorbell. After a few minutes, she answered, dressed in a professional but casual looking outfit. Well tailored slacks and a blouse accentuated her shapely figure. No jewelry or makeup and not unlike hundreds of women I'd seen at after business meeting social events. We quickly concluded our business transaction and she led me into an adjoining room.
She asked me to take off my shoes and socks and stand in the middle of the soft carpeted floor. It was a medium sized room, about 12 feet by 14 feet with two doors, the one we'd come through and one on the far side. There were drape covered windows on either end. Very little furniture, a comfortable looking sofa and several straight backed chairs. If I wanted to live out a fantasy of a dungeon with whips and chains, this certainly wasn't it.
As she started talking, her toned changed. She instructed me from now to speak to her only as Mistress Jane. All questions were to be answered with a simple, Yes Mistress or No Mistress. If asked to elaborate, I was to keep my answer short and to the point.
I said, "Ok."
She glared at me, and I said, "Ok, Mistress Jane."
She then clapped her hands loudly and the door on the far side of the room opened. A tall heavily built man walked in. He had broad shoulders and his chest bulged under a tight fitting t-shirt. He was wearing sweatpants and like me, bare foot. I suddenly felt very weak. What had I gotten myself into? Would I really be able to stop the proceedings if they started going too far? I remembered the conversation at the coffee shop. She'd stated that like any business, it thrived on repeat customers. Part of the appeal of the situations customers found themselves in was being able to deal with their fears. To me this made so much sense. I recalled my concerns showering as an adult, remembering the humiliation I'd suffered in high school and finding out it wasn't all that bad. Now I understood the shower room question at the coffee house.
"Tim, this is Dan. He's going to be helping me tonight. Dan, take Tim to the sofa."
Dan grabbed me and led me to the soft. His large hand went completely around my arm and although he wasn't in the least bit rough, I felt completely dominated by him.
Mistress Jane came over and sat on the sofa, facing me. Dan was behind me now and I could feel his presence towering over me. I was quivering but hoping that it didn't show. Mistress Jane instructed me to raise my arms above my head.
I did so, and she snapped, "How do we respond when given a command?"
I replied, "Yes, Mistress Jane," hoping she wouldn't notice the shakiness in my voice.
Suddenly Dan grabbed the sides of the shirt and pulled it off over my arms. I was too shocked to do anything but stand there with my arms up. How far was this stripping going to go? I'd fantasized about being stripped by a woman. Having a man present was never part of the scenario. Mistress Jane told me to lower my arms while she commented on my thin frame and hairless chest.
"It's a good thing you know about computers. Your certainly don't look like you could do anything a woman would expect of a man."
"Come closer and turn around. Let's see the rest of you," she commanded.
