My first experience of crossdressing came early on. Like most I hated school and played sick often. On one of these “sick” days I was feeling snoo...y and decided to look through my teenage siblings room. I started small and looked through her books and knick knacks but eventually made my way to her dresser. I pulled open that golden treasure chest and beheld a wondrous thing. Bright and colorful panties in a variety of styles. It wasn’t like I knew what they really were, more that they looked. I bought the house we had been renting for all of these years and dropped a chunk into getting her all fixed up like a proper Victorian painted lady. The small cellar was enlarged to become my main office and programming area for all of my computers. I now had about six and was adding new ones as fast as Compaq could release a newer and faster model. Besides the car I'd bought Marsha, I'd even bought one for myself, a midsized 4WD SUV to handle the piss poor local County roads that could become. "Mum tell me that Karen's not sitting behind me"She shook her head and giggled, "No darling, I don't like to lie"Without turning, I raised one hand and waved,"Hi Karen" Hello Lenny" Oh shit mum, she's really there isn't she?"Mum nodded and another giggle came from behind me, "Great bottom Lenny" Thank you"Then thankfully a delicate little hand passed me a towel and the same giggly voice said, "Now you can make your exit, although I don't think it'll be half as good as the entrance!"It took me. We were lying back enjoying the sun when a man in his 70’s I guess came to talk to us. He was blatantly perving over sally but she didn’t seem to mind as he seemed to be no threat to her. He wondered of into the sea below us and spent a long time sitting in the water looking our way, sally the flirty bird that she is decided to move her legs up so the old guy got a good view. The day went on much the same playing ball games in the sea and sunbathing and we left for home after being there about.
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