The day that I was born my parents must have known that I was to be a different gender than I was. So they named me Cris. Nothing out of the ordinary happened to me until I was fifteen. I started to have these feelings in my gut and mind, I couldn’t figure it out until I had found a site on the internet talking about gender disorder that was talking about how males who wanted to be female and females wanting to be male. Well this triggered something in my mind and said that might what I have been feeling. So one day I
snuck into my sister’s room when she was gone and got a pair of her panties and a bra. After that I would go and buy some female clothes at a store with my heart pounding. I also started shaving my legs, with the guidance of one of my closest friends from school. She would always be there for me and I for her no matter what was happening.
Archive for the ‘Cross-Dressing Stories’ Category
A College Cross dressers Weekend, Crossdresser Sex Story
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Jim Becomes Jane, Cross-dressing Stories
Jim had asked his parents if it was ok to move in with Bill for the summer, easier to go to work and it was OK with Bill. Jim’s parents were planning a 3 week vacation anyway so they gave it their blessing.
Jim gave Bill the exciting news and Bill hugged and kissed him.
“Now we can really indulge in our fantasies.”
Jim smiled as Bill led him to the store, it was Sunday and noone would be coming in. Bill selected some 3 inch heels, thigh high hose, black satin panties with bra, a simple sundress which went mid thigh. Bill dressed Jim and made him up very nicely. Jim looked very much like a girl, even more than the week before. All day Bill taught Jim to act more feminine and be slutty. Jim didn’t need much as it was his own natural personality emerging.
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Being my Master’s Panty Slave…
I was standing where he had ordered me to, with my legs spread slightly, bent over with my hands on the bed. I could hear him moving behind me but I kept facing forward. He had already told me he had something to plug up my ass with so I knew what was coming but had no idea what he planned to stick in me. I felt something cool and slick rub around my ass a little and then he started to ease whatever it was in me. I felt the tip enter me a little and stop as he teased me with it. “You want to be fucked don’t
you?” he said. “Yes, please fuck me sir.” I answered. The tip of what I guessed was a butt plug continued forward in my ass and it only took a second to realize it was a pretty small one. Thankfully he was taking it
easy on me. The small plug slid in to the end and my hole tightened against the base involuntarily.
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Brian and Rachel, Shemale Sex Stories
It wasn’t the fact that he kept looking at me that bothered me so much but it was more the way that it made me feel when he did . There wasn’t a person in school that didn’t think that he was gay and it kind of
scared me when he stared at me. I’m not sure what the feeling is. I’ve never really felt it before but I know that I don’t like it. It couldn’t be that I’m attracted to him because I’m not queer I kept telling
myself. I like girls and girls like me. I’ve been very popular with the girls all during high school and I’ve always dated the best looking ones .
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Danny’s Diary , Tranny Stories
My Mom started getting really possessive after my father died. I’m an only child and she always paid a lot of attention to me. But since it’s just the two of us now in the house it seems like she has nothing better to do that constantly check up on me. While it’s really irritating, I put up with it because I know the strain that she’s under. It’s got to be tough to live with someone for almost thirty years and then have them die suddenly. I guess that I’m all that she’s really got left right now. So when she bugs me about spending more time with her, or not going out as much at night with my friends, I put up with it. I’m just looking forward to when she develops some outside interests and makes some new friends so that she’ll
have something else to occupy her time.
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T-Girl Rodeo
Howdy folks, we would like to welcome yall to the finals for the 10th Annual T-girl Rodeo! Now this here being the tenth anniversary and all we’re gonna put on one hellva show for ya! Commentating up here in the announcers box with me is the first ever T-girl Grand Champion, Lorna “Tail Buster” Johnson. Folks let’s give the Tail Buster here a great big rodeo welcome! Say howdy to these good folks Lorna!
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Just Another Day
With a loud buzzing sound ringing throughout her room, Charlotte awoke in the dark and rolled over to slap the button on her clock radio. Well, to call it a clock radio was somewhat of a misnomer since the radio made a lower pitched and louder buzz than the alarm. Rubbing her eyes the glowing blobs resolved into 5:45, with a small red dot uselessly reminding her that it was in the A.M. Completing the roll, her feet hit the
floor and, grabbing her dressing robe, she made her way groggily to her flat’s bathroom.
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Butt Sluts
ButtSluts, cross-dressing story and tranny story
My name is Jimmy James. When I started high school, my parents shipped me out to boarding school to teach me discipline. They were mad because I had always been a disappointment to them. I wasn’t terribly manly and I liked to dress in girls clothes. The more often they caught me dressed like a girl, the madder they got.
(more…)
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Stephen’s Story – How I Became a Girl
My name is now Stephanie, once it was Stephen. I would like to relate how I was turned into a girl (really a transvestite slave) by the beautiful young lady who has become my mistress. I have always felt that I should have been born a female. I definitely have female traits. I have a very feminine voice and I cry over the silliest things. Just like a woman would. Cindy’s dominance over me has expanded my submissive nature. I love Mistress Cindy and happily submit to her every desire. In high school, I spent two frustrating years trying to date the opposite sex. I found girls to be rather disbelieving: “Go out in public with a sissy like you? I’d rather die.” At the end of my junior years all that changed.
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Sara Mia: Sara – The Beginning
It was a summer I would never forget but prayed everynight that I did. By the spring of the following year I had the hottest girlfriend in town and two secret male lovers too. Sex with a woman was still the first priority but occassional sex with a man was still a craving that I could not deny myself.
That summer I made sure I didn’t return to the islands with my parents. Instead, I took a trip around the country with my girlfriend May and our best friends Jon and Mary. We were a foursome both as friends and lovers (though not bisexually) during the entire trip. Things changed when we got to Texas. We were in Austin, Texas at a place called Hippy Hollow. It was a freshwater creek in the middle of the forest and it nude bathing was permissable. I was naked, of course, and walking through the creek up ahead of everybody else. There was this guy leaning back on a big rock ahead of me.
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New Girl in Town
Margo sat next to me in the coffee shop late that Saturday afternoon. His real name was Mark, but he was one of the loveliest Drag Queens in New York City. I had been dressing secretly at home in my mother’s and sister’s clothes for just over three years, but at 18 years old, I had never been in public as a
woman. Margo lived now as a female, and could pass anywhere. I complimented “her” on it, and “she” said. “You could do just as well, you know.” I was flattered, but not as sure as she was. “Come on,” she said. “I’ll show you!” We went to her apartment. We had been occasional lovers, so I had been there
before, but this visit would be different.
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Hooker TV
When Jean,my wife came in the door that Saturday afternoon from shopping I should have known she was up to something. She had that devilish look in her eye that usually means a night of play, but I never knew what to expect. Ever since she found out about my dressing up and accepted it whole heartedly, life has been one sexual experience after another. She and I have been living as two women for about a year now.
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Daisy’s Debut
After 37 years, most of which I’ve only dreamed of soft silk, smooth satin and rustling petticoats, the opportunity has at last arisen to bring some of those dreams to fruition. Only last Spring upon becoming “modemized” did I stumble upon Compuserve’s “Genderline” and CB Channel 13. Until that time I had been completely and tightly closetted. Despite the fact that crossdressing or at least thoughts of it had dominated my sexuality since before puberty, only my wife of 11 years had any inkling of my desires. Even she had to wait until a year after we were married before I shared even a part of my true nature. At the time,
although she appeared tolerant, I assumed she couldn’t “enjoy” my transvestism so even after she went so far as to purchase severals lovely “gifts” for me, I kept my dreams and fantasies to myself.
Whether it was fear or embarassment, to this day I don’t know why I remained so defensive and thus refrained from any activity other than furtively collecting TV fiction whenever I got the chance.
Little did I know all that was about to change. After several weeks of “lurking” on Compuserve, afraid to even speak, I finally worked up the nerve, chose my new name, and made myself known to those who
would soon become my friends and “sisters”. I was made immediately welcome and delighted in the openess and warmth of all who shared my up-till-then secret love of all things feminine. I think “died and
gone to heaven” is the appropriate phrase.
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Cross-dress
When I was thirteen years old, I went to stay at my cousin’s house while my mother and aunt went away for a “mini vacation.” It was the fourth of July weekend and I was going to spend some time with two cousins whom I hadn’t seen in almost a year since they lived so far away. Tony was my age and Jill, his sister was
eighteen. While our mothers were away, she was going to “babysit” for us. Mom and I arrived on Friday afternoon and then she and my aunt left about half an hour later. Jill told us we could play inside until dinner so we went to Tony’s room. We played with some of his toys for a while and got bored and started horsing around. It didn’t take long before it got out of hand and while running through the house we tackled each other and fell into a lamp and broke it. Jill was furious. She told us that we were just too wild and needed to be taught how to behave properly. She said she had a way to do this and ordered us back into Tony’s room.
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