CD Aunt Well, my uncle was a crossdresser, but the group is Aunt CD, so it is all kind of confusing. Back in the mid 80's I was fresh out of high school and was offered to spend the Summer with my uncle in TX, he was only 10 years older than I and was offering to let me stay with him so I could work with him and find a good job in the big TX town. A few days after I arrived, he asked if I had seen the movie "Tootsie". I had heard of the movie but never seen it. He proceeded to tell me he was in a local theater group, and he was selected to play the part of a woman and he was working on perfecting his wardrobe and makeup. He asked if I would mind giving an honest opinion if he would to dress the part. I said sure and kicked back with a beer while my uncle wandered off to his room to dress. I must have take over an hour for him to get ready and when he walked out of his room, I literally thought he must have had a woman hiding in there. He looked amazing and beautiful. I stood up and walked around her and looked her up and down a few times and stood there with my jaw on the floor. I could not believe how my uncle had transformed into this beautiful and sexy woman. We talked a bit about the role and the stage show and how he felt nervous and needed to go out in public dressed this way and test the limits with being a woman.
A few days later it was Friday night and he asked if I would like to join him going out dressed so he could become more comfortable with the role and improve his acting for the stage show. I willingly agreed to join him because he looked so damn sexy that I was not worried about anyone noticing the she was a he. So, we ventured out to a local bar, and we looked like a normal couple, and I even held her hand as we walked to help support her walking in the high heels that was starting to make my cock hard. After a few drinks at the local she asked if I would like to go to another bar that had an amateur talent show. I agreed that it would be fun and we caught a cab to the bar across town that looked a lot like a strip bar.
