My name is Christopher, I’m twenty-eight years old, and have my own apartment. I work for a company which furnishes custom programs for businesses. We build the programs in our office, then some of us have to go to the customer to implement it, train their employees, then monitor it for a few weeks to assure it operates properly.
While we’re at the customers, we look for improvements that can be made so we can expand the program, increasing our charges to them. This starts a cycle of going back and forth from the office to the customer for continual training and additional implementation. I like the job since I travel often, yet still spend time at my apartment. Most of my expenses are paid when I’m on the road.
This worked out well for me since I was a closet cross-dresser. I was brought up in a conservative family in a small town where everyone knows each other. I went away to a large college and saw a world that I didn’t know existed. My dorm mate was always watching porn on his laptop and was constantly showing it to me.
He often brought girls over and wasn’t shy about having sex with them with me still in the same room. My first experiences with the opposite sex were in our dorm room. Being of small stature, and I mean everywhere, my sexual encounters were not very fulfilling for me or my partner. I love the way girls look and dress, but lack the capability to satisfy them.
In my second year of college, I took two summer courses, staying at the dorm by myself. A few days into my solitude I found a pile of clothes left by one of the many girls who visited. I was fascinated by them and spent an hour trying them on. This was the beginning of my adventure into cross-dressing. However, I had few opportunities to dress during college.
In my senior year, I attended a job fair where I was offered my current job in a location 500 miles from home. They included moving expenses and three months living expense to get situated. It was perfect. I found an apartment in a complex overlooking the river with private entrances and assigned parking spaces in front of each unit.
During the first month, I purchased quite a collection of women’s clothes, intimates, and sleepwear. I spent my evenings and weekends dressed like a woman. My apartment had a walk-in closet with built-in drawers on both sides for his and hers. I used both, one for men’s clothes for work, and the other for women’s clothes when not working. Sometimes I packed some lingerie for sleeping when I had to travel.
While this was fun for a while, I felt confined since I dared not go out in public dressed in any feminine clothing. But I liked to spend all of my available non-work time dressed up. I was also yearning for some intimacy.
One day, when driving home from work in the office, I noticed an adult book store. It was just off the main highway, sitting back like its owner didn’t want to attract attention. I can see how I passed it before without noticing it. When I got home I looked it up on line. There was a website displaying some of their products and their “theater”. Their hours were from noon to midnight Sunday thru Thursday. On Friday and Saturday nights they were open until 2:00 am.
I decided to go that night. I had no idea what to expect so I put on a pair of lacy panties under sweat pants and a pull over shirt. I waited until dark to leave. It was the first time I ever went outside with panties on. I couldn’t believe how excited, yet scared I felt.
When I arrived at the book store, the parking lot was dimly lit. The entrance door was on the side of the building. I parked toward the back. I felt like a teenager going to buy some liquor. I stepped out of the car and looked around for a minute. Then, I walked across the parking lot to the front door, pausing and looking around, again, before opening the door. I stepped in like I was expecting someone to grab me and throw me back out. At first, it looked like a normal store. As I walked around there were all kinds of sex toys, outfits, condoms, and items that I wasn’t sure of their use. Next to the counter there was a door labeled theater. As I walked toward it, the man at the counter said,” Ten dollars for the theater”.
I reached into my pocket and found a ten. After I handed it to him, I heard a buzzing sound at the door. It must have been an electric lock. I opened the door, again, not knowing what to expect. It was quite dark inside with small night lights and lit up exit signs in a few locations. Someone in the dark asked me, “What are you looking for, kid?”
Taken by surprise, I answered, “I’m looking for the theater.”
He took my hand in his as he said, “I’ll take you to it.” As he led me down the dark hallway, I could see a row of doors on one side. Some of them were open so I could see video screens with porn on them. The man leading me asked, “What do you like?”
Confused, I responded, “What do you mean?”
He asked, “You know, do you like to suck or get sucked, fuck or get fucked; why are you here?”
I wasn’t sure how to answer so I innocently replied, “This is my first time in an adult book store. I just wanted to see what is in here.”
He put his arm around me chuckling as he said, “Wow, a virgin, it’s your lucky day kid. I’ll show you around. You can trust me. My name is Jim. What’s yours?”
I replied, “Chris,” immediately thinking afterwards that I probably should have used a different name.
“This is the theater,” he whispered to me. “It’s like a three ring circus. You have cross-dressers, gay men, men that say they’re not gay, but like their dick sucked by men, even a few real women on occasion.” Then we walked to the back where there were some black leather couches. “This is where you can fuck or get fucked. If you’re shy, then you can go to the booths in the hallway for a little more privacy.”
Next, we walked down the hallway past the entrance to the other end where there was another room with more couches, a round padded table, and a big screen monitor on the wall. “This is where the exhibitionists like to perform. You never know what, who, or how many will be in here. It’s quiet here tonight. The big nights are Friday and Saturday.”
He led me over to one of the couches telling me to sit down. He sat down next to me, put his arm around me, and said, “What do you think about the place? Do you see anything you would like to do? Would you like to play with my dick?”
I froze in horror stuttering out a subdued, “No.”
He responded, “No problem, let’s watch the video while you think about what you want to do in here.” As uncomfortable as I was, I still trusted Jim. We sat and watched the video. It was a woman getting it up the ass by a guy with the biggest dick I'd ever seen. As we were watching, a woman sat down on the couch next to us. A few seconds later, a man sat next to her. I watched as she started rubbing her one hand on his crotch. He pulled down his zipper and unbuckled his belt. She responded by pulling his dick out and jerking him off.
After a few minutes, she stood up in front of him, and got down on her knees. She put her mouth over his dick and proceeded to take the entire length into her mouth. Jim whispered in my ear, “Pretty hot for a cross-dresser, don’t you think?”
I couldn’t believe it. I replied, “Are you sure? She looks like a real woman to me.”
Jim stood up and took my hand, pulling me up, too. He walked over behind the woman, lifted her dress, and pushed my hand between her legs. He was right; I could feel a cock and balls. She, or he that is, didn’t flinch. She continued on with her blow job. Jim leaned into me and said, “Never doubt me. I know what I’m talking about.” We sat back down and watched the live show next to us. Although I’ve watched porn on the internet and television, it was so much more intense live, kind of like sports.