I thought back to the costume I wore in that play.


I thought back to the costume I wore in that play. Funny, it wasn't all that unpleasant. The director, Sister Mary Paul, insisted that Juliet was to be properly attired, 100%. I always believed that she was just getting back at me. But flashes of rustling silk on my thighs kind of sent a shiver down my spine. I really liked the way the long haired wig would dance on my face as I moved my head. Hey, don't get me wrong. This was my only foray into crossdressing. But it was pleasurable in an odd way. A couple more drinks and the Bears were forgotten. Jake, as usual, decided that we should do something different. Now, Mistake # 3, and the biggest one, I said, and I quote, "OK, I'm game." Jake said that he discovered a small bar here in town that was very discrete and VERY friendly. It was, quite naturally, a drag bar. Not only was the entertainment and the employees in drag, but most of the patrons were too. He decided that we were to go and to go dressed. Tonight. I protested in many ways. I said we didn't have the clothes. He responded that his sister had left her belongings with him. I groaned. Sally was a big girl, not heavy, just big. I was sure her clothes would fit. I explained that we didn't look like girls. He countered that we only had to look like men dressed as girls. I tried my final plea. "But, I don't want to." Jake just looked at me sadly and was quiet for what seemed several minutes. Finally, he asked, "Why? You always do what ever we thought of before. But, It's alright if you really don't want to." Maybe it was the booze, maybe it was Jake's sense of betrayal. Or just maybe my curiosity was also piqued. I don't know. But I agreed. Jake just smiled and told me to come with him. We went to his spare bedroom. He had two complete sets of clothes laid out on the bed, complete with bra, panties, hose and shoes. He beamed and asked me if I preferred the off the shoulder forest green or the red minidress.

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