Transgender & Crossdressers Stories

12,569 results
Orientation
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Infinite Scroll

Cab Driver

by little sebastian on Sep 16, 2017
Transsexuals & Crossdressers

I already have a raging hard on, and it is only 9pm. I have my clothes for the evening laid out on the bed before me, and my cock, balls and ass are newly shaved. I have decided to wear all black tonight: black lacy panties, bra and suspender belt, sheer black stockings, and a tight black dress that hugs my thighs and ass nicely. On my feet I will wear a pai...

Brian and Bree, and Mitch Ch. 01

by JosieCD on Sep 16, 2017
Transsexuals & Crossdressers

Author Note - This is just part one. If the story gets attention I'd love to continue it. I LOVE feedback and I LOVE suggestions. I hope you all enjoy! ------ "Hey, so I'm going to be at Sarah's all night," Mitch said as he was walking out of the door, "Brian, it's Friday night. Get out and do something this time." "Man, I had class all day, it's been a...

Two Weeks In Paradise

by Chatomana on Sep 16, 2017
Transsexuals & Crossdressers

From the Author: This story I’m dedicating to two fantastic Authors. Their works are an inspiration to me and I’m hoping that I’ll one day be just as good as them. Thrillerauthor, your stories kept me captivated, I just couldn’t stop reading until the very end and still when the story had ended, I wanted more. Brettlynn, your series captivated my imagination...

Two Days with Dave

by Sheila_TSSub on Sep 16, 2017
Transsexuals & Crossdressers

Wow! My Mistress just left till Sunday and that means I have four days to misbehave. I worship my Mistress, but every once in a while I like to be my own girl and this is one of those times. I simply couldn't wait so I've made a date with Dave for tonight. I've never met him, but we have chatted over the internet. I've seen pictures (he has a gorgeous cock...

What Life Throws at You

by griffin57 on Sep 12, 2017
Transsexuals & Crossdressers

Kind of funny what life throws your way. Some times fate can be a fickle bitch. My name is Rick Tyler and I'm a cop. Well, detective actually. At least I was until 30 seconds ago. I dropped my badge and gun on the desk of the idiot that pretended to be my boss. Baker looked at me with distain. We had disagreed on almost everything and I was tired of his bull...

Cross Dressing for Valentine's Day

by SuperHeroRalph on Sep 14, 2017
Transsexuals & Crossdressers

This is a Valentine's Day contest story. Please vote. * First time in public, Frank attends his first cross dressing Valentine's Day party. Frank was online surfing the web, when he stumbled upon a site pertinent to him. He couldn't believe what he was reading. He had no idea such a thing existed. He pushed the button on his computer to print it and to po...

Confessions of a Re-Formed Pervert Pt. 01

by DianeRedfern on Sep 16, 2017
Transsexuals & Crossdressers

I love feedback and eligibility. This is Part I of a two-parter. This part is light but the next will be considerably darker before things clarify for our hero/heroine. ***** I was returning from taking X-Rays of Mrs. Rappaport's bicuspids for evaluation when Waverly, one of the other hygienists at the Delta Dental office in Tacoma where I worked pulled m...

Ch. 02 More First Times

by MichelleWhoIs on Sep 16, 2017
Transsexuals & Crossdressers

After Jim left, he would phone at least once a week and I would get little love notes several times during the week. We talked about how much we missed each other. Soon his letters and phone calls became fewer and further between. I knew deep down that we were not destined to be together but a girl could always hope. He would remain my first real true love....

Bookstore Bound

by shawnavinyltv on Sep 13, 2017
Transsexuals & Crossdressers

My Master, ever the gentleman, held the car door open for me. I smiled at him as I turned to get out of the car. I made sure to spread my legs in a very unladylike manner, giving him a good peek up my short dress. He simply shook his head and took my arm. We made our way over to the entrance to the adult bookstore. A small bell jingled as we came in, making...

Dressing But Not Passing

by daisy2holes on Sep 14, 2017
Transsexuals & Crossdressers

It was a beautiful spring day and I had an errand to run that took me about an hour from home. The area is mostly rural with towns of five to ten thousand every 20 miles or so. Sometimes on these types of trips I get the incredible urge to dress and drive, but I didn't have any girly stuff with me except the panties I was wearing. After I picked up my packag...