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It had been almost two years since I had last been with a man. My ex boyfriend Ryan was mean and angry and our relationship had turned into an abusive nightmare. A nightmare I did not plan on reliving any time soon. So when Hilda had asked me to write her boyfriends cell mate I didn’t see the harm. I was single and I didn’t really have anyone to talk to. I had just broken up with Ryan and moved home to live with my parents. His letters had gotten me through some dark months in my life. I had then saved up some money and moved to Georgia and we had continued to write to each other while I kept him up to date on how my new life was going. Then I had come to realize that his release date was quickly approaching. He wanted me to be the one to pick him up and he was quite clear about what he wanted to do with me when I did. I had replied to him that I was unsure of things and would love to see him and then see how things went. This had seemed to satisfy him to a point. I agreed to pick. Inside, there was a pair of white satin boxer shorts and a matching short white satin nightdress, both decorated with little white silk bows.I looked at her in disbelief, feeling embarrassed.“You said you like dressing up as a girl, so you might as well do it in style,” she declared matter-of-factly.“You can put on the panties now and save the nightdress for tonight,” she continued.--I went off to the bedroom and slipped into the boxer shorts, sliding the nightdress under the pillow, excited at the prospect of wearing it later that night. The feeling of the satin against my cock and balls was lovely. I had a massive erection, but I was able to put my pants on and head back to the living room, hoping she wouldn’t notice the bulge or make a comment about it.--Just as I was about to kiss her and say thank you for the present, the doorbell rang.“Who’s that?” I asked. I didn’t know if she was expecting anyone.“It’s probably Henri,” she said casually, “He doesn’t think about calling.
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