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Beginnings: My First time as a crossdresser (PT 1)
Date: 11/5/2015, Categories: Anal, First Time, Shemales, Author: sbobbi66, Rating: 100, Source: xHamster
( Hi I am repostng because I want to string everything together for continuity ) Everything is connected so you should start at the beginning.) (This is a true story, the conversations in it are only as accurate as my memory can supply, as this happened Thirty years ago) When I was 17 I was dating a girl from the local college. I lived in a medium sized college town in a western state and it was 1983. It was Halloween weekend and we were both drinking some wine coolers she’d bought, the drinking age was eighteen at the time and she was nineteen, and smoking some pot I had brought over. We had planned on going to a party at a local frat house but it had gotten cancelled because the police had raided it the night before and busted them for u******e drinking at the frat.. So we had no specific plans and were bored, figuring out what to do with our Saturday night. Like I mentioned earlier it was Halloween so we absolutely had to go somewhere and party. She brought up Doctor Feelgoods which was a bar near campus, favored by college students and locals alike. I reminded her that my fake ID had been confis**ted a couple weeks earlier. “That’s okay. My roommate left her purse here and her ID is in it” Michelle said with a wicked glint in her eyes. I was confused, not seeing how it was relevant. “I’m sure if we dressed you up right you could pass for her. You’re both about the same height and have brown hair with green eyes. With your skinny frame all we’d have to do is put some of ...