Crossdressed Stories

155 results
Orientation
Length
Source
Infinite Scroll

The Marriage of Martin Hastings Ch. 18

by rik581 on Sep 26, 2017
Transsexuals & Crossdressers

WARNING: This story is a forced feminization tale and contains scenes of graphic sex and s/m. * The door opened and two officers entered the room. A woman who appeared to be in charge stepped inside the door. She gave Martin a stern look. "Mrs. Vargos. I'm here to inform you that charges are not formally being filed against you at this time, however whil...

The Public Adventures of Mark Ch. 03

by rik581 on Sep 15, 2017
Transsexuals & Crossdressers

"Come on Mark," Cindy said as they pulled up in front of the nail salon in the shopping center. "Time to get your nails done," she laughed and patted him on the shoulder. Cindy was so good at this public humiliation game that she played for Mark. It was because she cared so much about him and knew it was such a deep passion and turn on for him once she got h...

Trixie's Chastity 03

by trixie47cd on Sep 19, 2017
Transsexuals & Crossdressers

By the time I pulled my car into our driveway, most of the semen coating me from head to toe had dried to a flaking crusty shell. I stuck to the driver's seat as I climbed out on wobbly legs. The sun was just coming up and I hurried to get inside the house before any neighbors saw me like this. I started a pot of coffee, put the gallon jug of sperm in the f...

Undercovers Pt. 02

by Checkmate215 on Sep 16, 2017
Transsexuals & Crossdressers

It'd been almost six weeks since I was purchased by David. He had shared with me what information he had gathered so far. I had met all the key players and it was just a matter of finding an in. I had resisted at first, but David aka Lieutenant Stephens, had pulled rank on me. I had to join the other prominent wives little social club. David thought it woul...

Arabian Nights Pt. 01

by MicheleNylons on Sep 26, 2017
Transsexuals & Crossdressers

Michele felt the huge member buried in her anus begin to pulsate; hot, creamy semen flooded her back passage. She was lying face down on the huge bed; pressed down into the satin sheets and soft mattress, her own penis trapped in her satin panties was also hard and leaking pre-seminal fluid. She lay still as Ahmed, the man lying on top of her, emptied himsel...

David and Jess Ch. 05

by TGDIB on Apr 22, 2020
Transgender & Crossdressers

This story is entirely fictitious. All names and likenesses are fabricated, and all characters depicted are over the age of 18. This story is multiple pages / chapters, and involves elements of romance and erotica. ---------------- Chapter Five: David and my sister stared at me in a mixture of skepticism and disbelief. Fair enough. It was the reaction I...

Boredom Forces Me to Take a Chance

by Lovinhose on Mar 31, 2020
Transgender & Crossdressers

The following story is fiction. Most of my stories are true, but due to a dry spell, I just wanted to put something down for the readers. This is a fantasy that just came to me while sitting around the house during this Coronavirus thing. Hope you enjoy. *** It's been a while now since things have been normal. Restaurants are closed, 24-hour stores are clo...

Made a Maid Ch. 01

by JosieCD on Sep 12, 2017
Transsexuals & Crossdressers

(This is my first story. I love feedback! Enjoy!) So there I was, handcuffed, gagged, blindfolded, in full drag, with my panties around my ankles, bent forward, and unable to move. My mind was racing, when is she coming back? What if someone see's me like this? Oh God, what have I gotten myself into? While I stood there, my heart jumping out of my throat, I...

Barrack Room Betty Ch. 08

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Eight - The Christmas Party Lieutenant Steven Winters was an extremely good-looking Navy fighter pilot whose last posting had been aboard the aircraft carrier HMS Ark Royal. There was some unpleasantness when, after a wardroom ladies dine-in night on board the ship, the rather portly Executive Officer had opened the door to a hangar workshop and fo...

Just Before It Happened

by jealouscuck on May 13, 2020
Interracial Love

Both Stan and Charli were having recurring dreams about a big black cock fucking her. It was brought about after Lucas had told Stan that once hot white wives got word that his big cock was magnificent, there was a rush to share him with their friends. He told Stan that he could literally work his way through a neighborhood. What astounded Stan more was th...