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I knew that I wanted to be a girl and do girl things, and I continued to secretly dress up when I knew that no one would be watching. I did this until I was 17 just before my 18th birthday when my life really changed.Shelly was a friend of Mom's and she was a knockout. She was 36 and was the type to use her sexual power against men to get what she wanted or needed. She 5'10 with ample breasts and long legs that ended in pretty red toes. Whenever I looked at her I wanted to dress like her, put on her makeup and heels and play girl, so when she asked me to watch her house for a night, I literally jumped at the chance, instantly envisioning the night of uncensored crossdressing that was surely to follow. She took me around her house and showed me all the rooms. It was a paradise for a transgendered boy like myself. Woman's magazines with their perfectly made-up and manicured visages teasing me from the coffee tables. Shelly's bedroom was full of dressers and drawers that held all of her. I was too heartbroken to ask her to confirm what was already obvious. She had gone to bed with Kurt and he had shoved his enviable cock into her, given her a long ride on it, and they had both enjoyed it immensely. I was devastated. How could she do that if — at some level — she really loved me? It went on for several months, with him calling her every other weekend, when he came around to service the account. And to service my wife. My heart got broken again every time. To add more indignity, she would come home and insist that I use my mouth on her. Gerta’s pussy would be slimed with her lover’s cream. It made me sick to my stomach but I wasn’t confident enough to confront her about her infidelity. I had been turned into a cuckold by my voluptuous wife but was too addicted to her voluminous curves to do anything about it. Then that account had been transferred to someone else so Kurt could open up a new territory elsewhere. I was so relieved. It seemed like a perfect chance for me.
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