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As a child Billy did like most young cross dressers wore his mother's underwear underneath his clothing. To school he would wear them, and even around the house he would wear them, getting pure excitement in wearing silk underwear that is forbidden by young boys to wear. Again Billy like most found that wearing underwear soon was not enough, he started to get into his mothers panty hose drawer, and tried on some lingerie.This was the best time for Billy because he was so excited about wearing silk lingerie that he would masturbate on a regular basis with his mother's lingerie on. The time Billy was going through this was the time of the Internet, so Billy was very lucky to have support groups and Internet friends that eased him through his dressing, unlike many who did not have help in years past, who had no help at all. So Billy was very comfortable in his dressing and knowing that he was not "weird".Billy had just graduated high school at the age of 18, and for a graduation present. ...what was I in for? I went into the men's room and quickly but on the gear. I had to admit that the thong felt sexy as it went up my asscrack, but once i had all the equipment on, I felt a bit stupid and humiliated....I am sure that is what Jane was looking for. I stuck the shoes in my brief case (since I wasn't going to try and walk the three blocks in heels and I quiclky made my way to her hotel. Once I was out of the elevator on her floor, I kicked off my shoes and put on the heels, bagging my shoes in my case. Man was I wobbley as I turned the corner and headed down the hall. Her room was at the end of the hall and i prayed that I would make it without falling. Just then, a guy came out of this room and turned toward the elevator. I froze and tried to look at my watch and hoped he wouldn't notice my shoes. No luck...as he passed I heard him snicker. My face turned red and I quickly moved to her door. I knocked on the door and waited.After a moment, the door opened and there.
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