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Profile:
Crossdresser
Favorite Look:
Glamourous / Pretty
Hi
I have been secretly dressing since i was about 10 years old and got started by accident when my older sisters and their friends played dress up with me one afternoon. In my mind it stuck. As they outgrew their clothing and it went into the donation bin i pulled out something routinely and stashed it in the back of my closet. Usually a skirt or dress or something pretty. When i was a teenager about 17 18, don't really recall my girlfriend wanted us to go to her friends wild Pimp and Hos Halloween party. She worked out a lot and looked amazing in heels and tights, pantyhose etc. I was a runner and was a very lean and tone. She suggest we go as Pimp and Ho. There was a $500 door prize for the best costumes and she after some encouragement convinced me to switch roles with her so we would be a shoe in for the win. I didn't know these people so it made it easier for me to agree. She and i shopped the local thrift store for anything that would fit us both. She wore a very 20s zoot suite with purple hat fedora hat. The pants rocked her amazing ass and she wore very high heels to add her feminine look to the outfit. Very sexy makeup and put her hair up. She dressed me in a stretchy faux leather skirt, black fishnets and stetchy black lace panties. Black bustier and a hot pink see through mesh shirt. She did my make-up similar to a 80s glamour pop video with lots of blush and blue eye shadow with shiny lip stick and my hair was a bit long to my shoulders, she styled it sort of glamour punk style. I could not manage high heels but we found a pair of low wedge sandals that made my legs look great but i was still not as tall as my high heeled pimp. I was a hot mess in the car ride to the party. It was about a 45 min ride down the interstate and I found it difficult to sit lady like. I didn't say a word the entire drive. I was trying to think about how i was going to get her to turn around. She told me about 15 mins into the drive that she was very turned on by this. That was all the motivation in needed. We arrived at the party, she drove so she got out walked around the car opened the door for me and said its now or never and put out her hand. As i stood up i could feel the other guests that were hanging around outside staring at me. I loved it and we walked to the house together. As we approached the front door she said hello to a few people she knew by name and introduced me as her ho Shelly. The night was fun, as soon as we walked into that house people instantly looked as us and applauded. Everyone that came up to us said something complimentary and shook our hands and said we both had balls that night and those kind of odd comments. I very quickly became comfortable with being dressed up like a woman in a room full of men and women. My gf and drank some, danced some. Many of the other Ho's came up to me and told me how hot i looked and complimented my legs. Some felt them which drove me crazy. My gf said she was enjoying me enjoying them. When it was time to vote for best costume the DJ called us up and said if anyone objects to Maggie and her Ho winning tonight speak up. Everyone applauded and we got the 500.00. She smacked my ass on the small stage and grabbed the mic and said this bitch earned her money tonight. The crowd laughed and applauded again. We left the party and when we got into the car i thought we were going home but she drove to the roadside motel, handed me 100.00 and told me to inside and book us a room. She made me go alone AND she parked across the parking lot. I had to walk in a normal setting to the office, get buzzed in and go inside and rent a room. The older guy in there point blank said no tricking. I told him it was for my gf and i we just came from a costume party. He took my money and I.D and said remember what i said. That was it. We checked into the room and she attacked me staying in character. The rest of the story is X rated so i am stopping here. I was however hooked on dressing up. Loved that men looked at me gawking and women teased and played with me all night. Mostly i loved dressing up with a gf.
Interests:
Cross-dressing, Boots, Stockings / Suspenders, Online chat, Lingerie, Watching porn, Groups, Panties, Email chat, Wigs, Erotic nights in, Leather Skirt/Dress, Other TGirls, Full Makeup, In the Closet, High Heels, Daytimes, Evenings, Can Travel, No Male Admirers Please!, Role Play, Experienced, Tights/Pantihose, Micro/Mini skirts, Corsets, Satin/Silk, Attached, Dressing / Makeup Services, Makeup advice, Dresses, Skirts
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