Transsexuals+&ampamp;+crossdressers Stories

12,315 results
Orientation
Length
Source
Infinite Scroll

Sissy Maid to Be... Ch. 03

by missjennymaid on Apr 8, 2019
Transgender & Crossdressers

I would recommend reading the first chapters to get to up to speed on the story, but if you want to start in the middle... Jeremy: A married crossdresser who loves to live out his crossdressing fantasies with his supportive wife. Lizzy: Jeremy's wife who participates in his sissy maid desires every other Friday when they have the place to themselves. Jere...

Back for More

by AgentK on Mar 27, 2019
Transgender & Crossdressers

[Note: this story features a trans man as the main character. At some points his genitals are referred to with terms that are generally more associated with "female" anatomy so I recommend to avoid if that makes you dysphoric! "Breasts," "clit," "slit" and "cunt" are the ones I used - I generally find these words have a more masculine sound than, say, "boobs...

Seasons Ch. 01: Summer 02

by Sigr on Mar 27, 2019
Transgender & Crossdressers

Second part of Seasons story, as it seems to be well received enough and I just like the characters too much. All kinds of comments are welcomed. We get to meet another character in this episode, but the Summer story is one of Samantha and Andrea alone, and no one else is going to meddle on it. * * * Andrea approached the Johnson household with unsteady pe...

CD Internship Ch. 03

by cdtycoon on Mar 17, 2020
Transgender & Crossdressers

All the characters in this story are above 18, so thank you and enjoy the story. SKIRTIFICATION AND BECOMING LEONA Next day I woke up at 6:30 a.m. and took a long nice warm bath; I also shampooed my hair & came out tucking the towel around my chest and went to my room to wear panties, after which I dried my hair and went to the kitchen to make my tea, then...

A Nurse’s Story

by amygurl on Mar 30, 2020
Transgender & Crossdressers

I've been working as a nurse for about 3 years. About a month ago, I got an offer for a job overseas. I was very interested, the pay was fantastic but it was in Saudi Arabia. After thinking about it for a while I decided to take the job. I was only 25 and should explore life a little I thought. I did all the necessary paperwork and provided all the necessary...

Simply Friends

by puzziboi on Mar 30, 2020
Transgender & Crossdressers

"Hey, Eli," the common law wife and mother of two spoke into her cell phone. She paused a moment then said, "We're around the corner for your place." Valencia Williams ended the call. She looked at her husband, Durrell, who was driving the cash rental car. It was a metallic white gold 2010 Volkswagen Passat station wagon. Durrell, at 34 years of age, was a...

The Trap Ch. 02: Paula is Prepared

by Paulateevee on Mar 23, 2020
Transgender & Crossdressers

Thank you for the positive feedback on Part one of the story. This part has a lot more sexual content as Louise meets with Paula and is still 90% actually what happened.. The usual disclaimer applied. Everyone is (well!) above the age of consent. This story is about crossdressing. If that's not what you like how did you get to this page 😊 I hope you enjoy...

Copswap2030 Ch. 07

by DonScott on Mar 18, 2020
Transgender & Crossdressers

"We shall carry on with Theo," Jacob told me. * * * * * * * It was a couple of weeks after Mia had moved in. I opened my front door, entered my house, put my case down in the hall and called out for her. "You're home," she said as she came out of the lounge, I have missed you." "And I have missed you," I said as I took her in my arms and kissed her on he...

Out by Myself

by Pantyhoseheels on Mar 18, 2020
Transgender & Crossdressers

Ben and I continued to see each other when we could. But as with a lot of relationships, things began to become routine. I needed some excitement in my life. I found the opportunity when I was called into my bosses office. He told me that I had to go visit a supplier for our company. He needed me to go asap. That night if possible. I told him that I could, a...

The Birth of Whore Mouth

by KnobGoblin001 on Mar 10, 2020
Transgender & Crossdressers

In 1998, Halloween landed on a Saturday night. I was 32 years old, which means I had already been sober for over 5 years. That said, I can neither blame alcohol, nor reckless youth for what transpired that night. My band Mistress was scheduled to play that night at a private club. A typical off-road, VFW, or Union Hall, or Water Buffalo Lodge type venue. W...