I had always been more than a little interested in the world of cross dresserand she males. Since I was a teenager I had experimented with cross dressing. Usually just small stuff. As the years progressed whenever I was out of town on abusiness I would sometimes dress up in my hotel room. I always kept a small bag in the trunk of my car that contained my female things and I would enjoy my by myself.
On this particular trip I had gone shopping at a mall and found a really beautiful sexy outfit that I just knew would look great. It was a black wrao around dress that was low cut was just. I bought it and took it back to the hotel with me and soon was well on my way to getting myself all prettied up. I took a nice bubble bath and shaved my legs and underarms and shaved my face extra close and smooth. After bathing I dried off and began to put on my makeup. I had become very experienced at the art of makeup over the years. Soon the in me began to emerge.
Once I was finished with my make up I sat dwon on the bed and slid on a pair of pantyhose and put on my bra which was a 36c and would make my push up and out. Then I slide on my new dress and tied it in the back and stepped into my high heels. Looking into my mirror I saw a beautiful woman looking back at me. Since my hair was somewhat long I styled it and in no time I was done. I really felt sexy looking into the mirror and I soon realized that I was looking at a sexy woman.
I decided to take a drive which I sometimes did when I was dressed up. So I put a few things into a small purse I had and off I went. Driving down the highway I looked down and could see that my dress had fallen open exposing my nylon clad legs almost to my v. I looked up and I was coming along side of a big rig truck. As I passed i slowed slightly to allow the driver to get a good long look. As i passed he tooted the horn and I knew I had passed my first test.
Soon I came upon an adult theater and book store. I turned into the parking lot and at first sat there not knowing if I should go in or not. After a few minutes I decided it was now or never. I slid out of the car and walked into the place. Noone said a thing or acted funny. I paid the entry fee and in I went. At first I sat in the theater section watching a movie and carefully noticing the stares and gazes I was getting. After a few minutes I went into the back to where the booths were and entered into a booth locking the door behind me. Sitting there watching the movies I found my self getting extremely horny. Suddenly this slid through the glory hole. I couldn't help but reach out and stroke it softly. Its size and warmth felt good and soon I found myself stroking it more and more. Finally I knelt down in front of it and let its length bruch against my cheek and lips. Without any hesitation I opened my mouth and let it slide into my waiting mouth. The sensation was so intense.
This was the I had ever sucked a cock and the feeling was fantastic. I sucked on it and slowly slid more and more into my mouth. Relaxing my throat muscles I felt the head slide deep and deep into my throat with each thrust. Finally I let it slide out of my mouth and the cock slowlydisappeared from the hole. By this time I had my hand under my dress and inside of my hose stroking my hard on. Suddenly the hard on reappeared into the hole. I immediately began to stroke and suck on it. I stood up and turned around and pushed my hose down and backed up to the wall. Wetting my ass with some saliva I placed the head against my ass and to my he began to push as I backed against the wall.
Suddenly the head popped inside of my hole and a while new world began to open up. Slowly his began to slide deeper and deeper. He began to fuck it in and out while I began to stroke my . I was really enjoying it when suddenly I felt him begin to swell and all of a sudden I felt this hot sensation as he began to empty his cum into my ass. The feeling was so intense I started cumming myself to one of the most intense orgasims I had ever had. As he slid out and I stood and pulled up my hose and fixed myself I realized I had truley come out and opened up a whole new world.
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