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That changed very quickly though.Shortly after my 16th birthday, my mom and sister went to look at a college, and left me home alone for the weekend. About 10 pm on the Friday night, there was a knock at my door. When I opened it, one of my sister's boyfriends, Paul, was standing at the door. He was a senior and very cute. Preppy guy about 5'10" and 185 lbs. I believe he played wide receiver for the football team. He asked if he could come in.He came inside and offered me a beer and we began chatting. Paul finally asked, "So is it really true you like dressing like a girl, or was that just a one-time deal?" I don't know why, but I admitted I liked it. He then asked, "Can I see?"We went back to my sister's room and I did my makeup and put on a blonde wig I stole from my mom's closet (not sure why she had it). With my hair and makeup done, he made a comment that I looked just like my sister. I asked him what he wanted me to wear, and without hesitation he said, "Her cheer leader. Dad (my nick name )cant we at least get some free drink tokens ,then my wife voice rang out tell you wot girls show me your tits or ass and i will make sure you get afree drink ,they all new shell as my lady it was the black girl flicked her skirt to show her thong ,even shell could not help but pat it. off they went shot tokens waving and my wife looking ,every bit sexy in just a short skirt long boots and a open backed waist coat with no bra ,after watching her dance the night away and getting off with lea the black girl our taxi arrived and rob shouts us over ,he is used to the way shell plays up so when she jumps in and he gets an eye ful it was not a shock .off we set rob asked how the night went and shell tells him about girls flashing just to get free drinks ,just like you then rob laffs teasing to get a cheap ride , shell looked at me smiled and said that ,she only flashed him beacuse at his age (about 58 ish )it would give him a cheap thrill ,shell has always role played.
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