Transsexuelle & Crossdresser Stories

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Aphora's Mission Ch. 06

by ValoryG on Sep 15, 2017
Transsexuals & Crossdressers

By all accounts, we were saying a final goodbye to Earth. Even though I wasn't close to my parents (my father a doctor and my mother a marketing professional) I figured my mother would miss me. And I would miss them somewhat, especially at Thanksgiving- and Christmas-time. We six didn't see ourselves as the homesick type, and I personally hoped that Aphor...

The Girlfriend Ch. 01

by nikkiesilk on Mar 26, 2019
Transgender & Crossdressers

"It looks like Sam has a girlfriend at last." "Huh, what?" My attention was fixed on the rugby on the TV and I really wasn't paying attention to my wife. "I said, numbnuts, that a giant sinkhole has opened up in the high street and swallowed the pub and all the customers." "Oh, OK." Rolling her eyes, she said, "What did I just say?" The game was on a kn...

Sarah Helps Clean Out a Garage

by SarahCD on Mar 11, 2019
Transgender & Crossdressers

A friend of mine, Sandy, asked me if I would come over next Saturday and help her clean-out her garage. I had known her for several years and her husband had just left her and so, when she asked me for help, I could hardly refuse. In addition, she is cute and I cannot imagine why her husband would leave her. On Saturday, I went to her house. I only ever we...

Sarah Wore a Bikini to the Hot Tub

by SarahCD on Feb 11, 2019
Transgender & Crossdressers

I first published this experience a few years ago. I prefer to call them 'experiences' since the term 'story' implies fiction to me. My experiences are based upon my real life. Since I started posting my experiences my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more detail and corrected some...

CD Gets Fucked while House-Sitting

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

This is a true story that happened recently. I also recently submitted a four-part, runaway-imagination complete fiction story, hope you enjoyed. For anyone not familiar with me or my stories, here's a brief background. I'm middle age, white, a little overweight (hidden well with the right garments), and a married bisexual crossdresser who LOVES getting scr...

Neville

by Spankedinaskirt on Jun 1, 2020
Transgender & Crossdressers

Whenever Neville completed an equality questionnaire he ticked heterosexual. That was an aspiration more than a statement of fact since he'd never had a girlfriend and no prospect of getting one. It was also not exactly true. Girls liked him as a friend, they just didn't fancy him. He was called Neville for a start, what the hell were his parents thinking....

Second life of Emily

by Alexia Wright on Jun 3, 2015
Fetish

I have always wanted to get fucked by another man. Being 5'6" and weighing little over 60 kilos, my effeminite and near hairless body bore no signs of an able bodied alpha male, so i decided to explore my inner girl since my mother and sister are the only people i live with. It started with simple things, like my sister's school clothes, then her under...

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Trapslut

by Alexia Wright on Aug 20, 2015
Fetish

Today is the day. Your erotic crossdressing blog videos have earned you your first practical job as an escort. Being the famous online sissy slut Annie, you used to pay the bills selling your horny pictures and masturbation videos to guys on the Internet. You got out of bed, still in your pink babydoll nightie complete with a baby blue thong and head for the...

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What Just Happened? Ch. 04

by annie_00 on Sep 12, 2017
Transsexuals & Crossdressers

Chapter 04 -- I am no longer in control I looked at Beth and so did the pizza guy. The delivery guy started a discussion by saying, I do not want to offend you girls, but you are both very attractive and I see one of you has panties on because I can see them. So the other panties on the floor must be yours he said as he looked at me. What is Beth doing st...

Driving Her Home

by bored_doe on Sep 16, 2017
BDSM

Alan smiled at the perky blonde college student in the passenger seat of his sedan. "So Catelyn, have you figured out what your major is going to be yet?" "Mister Denny, are you wearing makeup?" It wasn't a question, it was a challenge. Her brown eyes watched him without flinching, waiting to see how he'd respond. The question was so unexpected, it knifed...