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I have been a closet cross dresser since my early teens seeking my mother's panty hose and underwear I thought I had kept it well hidden when I turned twenty I got a place of my own I found it very hard to get my women's clothing since I didn't have the courage to go out in public which brings me to my story . a friend of moms named Sherri was bag ng problems with her old man and they had spot up she came to me and asked if she could move in and help with the rent I was all for it Sherri wes a tall red head very pretty and we'll built a couple of weeks went by she was gone one evening a pair of her sandals was by the door so I tried them on this was the first par of ladies shoes that was even close to fitting me I had ever put on the Feeling was overwhelming I walked around the house n her sandals and made my way to her bathroom once inside I locked the door and started looking around she had everything razors makeup there was panties everything a young crssdresser could hope for I ran me a hot bath in her tub and climbed in after adding some oils I lathered my legs up and shaved them for the file time in my life I will never forget that feeling I than shaved my armpits and got out of the tub and tried to drain it but my hair kept plugging the drain finally I got the water out and looked at my body in the mirror I couldn't believe it was me next I put on a pair of her panties and bra the bra was tight but I got it on anyway than I put the sandals back on and opened the door to go into the kitchen and there stood sherri I didn't know what to do or expect from her she smiled and said I finalize fought you I said what it turns out that she knew all along womanI was a crssdresser.I tried to get my clothes and she said no we are going to discuss this right now in the kitchen we sat at the table and talked for hours about my desires to dress as a woman so that eventful night started my life as a woman she told me that I wasmto spend the next three months totally as a woman except when I was at work then I would just wear woman's undergarments so my transformation started Sherri helped me become a woman I was to keep my body totally shaved nails panted while in the house wear makeup everything a woman does I was in heaven until one day when Sherri told me its time we tàke another step tonight you will go out as a woman I bathed shaved and put on a pair of Sherri's panties andpantyhose and her bra since I still didn't have anything of my own then makeup and lipstick coupon ear rings all with Sherri's help she than went to her room and returned with a pair of capri's and a black sleeveless top and black sandals when I got it all put on I looked amazing all but my has but Sherri fixed that she found me a long black wig i couldn't believe it I was finally a woman and I was scared to death about going out our first stop was a gas stop I pumped the gas then went inside to pay I dropped the money and a man bent down picked it up and handed it to me I thanked him and paid and went back to the safety of our coutthen we went out to a different town for the night out we got to the town 65 miles away Sherri sent me in to a motel to rent a room and the lady working there didn't say anything other then enjoy your stay to be continued

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Beginnings

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Brady closed the door to his hotel room and let out a sigh of relief. It had been a long five hours in the school van. Brady was in his first year out of college and working as a biology teacher and cross country coach. This year he was lucky enough to have two incredible female runners on his team that made it to the state meet. The meet was being held two hundred and fifty miles away and with only two students qualifying, he drove them himself in the school van.The trip over had been anything...

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