I never had put on a wig before but slid it on as best I could and walked out, making sure I said nothing, I didn't want to get slapped again.He told ...e we were leaving, he was going to make me ever more feminine for him. I was instructed to stay near his side, not to speak and to not make eye contact with anyone other than him. Now, I was really scared, yeah I was in drag and a wig, but I wasn't at all passable, I knew whoever saw me, would think I am some linebacker in a skirt and blouse. But. . But I didn't think that was the case, cuz I knew how to sniff em out and they just didn't look the part. I learned their names first, one was named Josh and the other was Billy. Josh was the younger one of the two, being just fifftein, he had an innocent, more youthful appearance than the other boy. His face was baby smooth and nearly hairless, with light brown freckles upon both his cheeks. He had light blue eyes, as well as straight, long blond hair which nearly reached his shoulders, and. While she was sheepish about it, she had a curious willingness to discuss some sexual topics. Amazingly after a couple of conversations, I managed to convince her to meet.I’d developed a bit of a formula for my online dates. Meet near my place and have a couple drinks. If there was chemistry, invite my date home for another drink. Step one was in place, but it turned out that Rose never drank anything stronger than coffee. In my mind this didn’t bode well. I assumed a virgin would need. "We both giggled as I hugged her.On the drive home, I started thinking about Carly but Nancy crept into my thoughts. I really liked what I was doing with Carly. The problem was that I also liked what I had done with Nancy. A lot. If Nancy wanted to do something like that again, would I be able to resist?That night, Carly and I talked on the phone just before going to sleep. She told me what she was wearing. "Almost nothing," she explained, then went on to describe what it looked like and what I.