Mary let go of me and turned back to the doorway. She began to remove her thick sweater, underneath I saw that she had a t-shirt on and as she pulled ...he sweater over her head, I noticed she was braless.“I haven’t made my mind up yet, but I was thinking about going out to one of the islands tomorrow?” as she spoke she dropped her sweater, bending down to pick it up her jeans stretched across her butt, I could have sworn she was not wearing any panties, but once again I kicked those thoughts to. He agreed and off we went. He told the both of us that we could pick out whatever we wanted and he would pay for it. We agreed on a meeting place and time as he handed us each $100.00 as we quickly found ourselves totally elated to be on our way, not to mention we felt like we owned the store with that kind of money in our possession! We decided that we would get matching outfits so to mess with everyone the next day at school. We also decided that we would both get matching v-strings,. I told her the back story of my high school girlfriend who would finger my ass during sex and it had evolved from that. I asked her how she new she wanted to be a women. She told me ever since she could remember she was attracted to boys and never had feelings for girls.after graduation she become a full time crossdresser. At 25 years old she felt mentally womenized and never planned on trying to be a boy a again. She had full support from most of her family. She decided it was time. And she. I thought for one moment that I had misread him and that he was going to walk out, that he had not enjoyed it or, worse, was disgusted with himself for having enjoyed it at all but he spun me round and produced a condom. I loved the fact that he didn't ask me. He decided he was going to fuck me and that's what he did. Well, he certainly knew what he was doing. He was assertive without being rough. He knew where he wanted it to go and added more and more lube so that, despite his size, it was as.
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