Transsexuals+&+crossdressers Stories

15,868 results
Orientation
Length
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Infinite Scroll

Sin

by KallieHF on Feb 6, 2018
Transsexuals & Crossdressers

She wouldn't cry again, Ji-Ha told herself, as she walked hurriedly down the dark, deserted, snow-covered street. Huddled in her oversized coat, she was hurrying to keep warm, not because she was going somewhere. She had nowhere to go. Nowhere at all. But she wouldn't cry. She had shed enough tears tonight. Enough for a lifetime. She wasn't going to shed an...

Biker Bitch Ch. 06

by MicheleNylons on Dec 29, 2017
Transsexuals & Crossdressers

Chapter Six: Control Top "So down to business," Cassie said as she lay in Dale's arms. "You know as a prospect I ran dope with the Devil Dogs MC?" "Sure. We work with the Devils on a couple of things that are of mutual benefit," Dale blew smoke at the ceiling. "Well while I was in hiding in Mexico I ran junk for Diego Martinez for a while. I made some go...

Biker Bitch Ch. 12

by MicheleNylons on Jan 30, 2018
Transsexuals & Crossdressers

Chapter Twelve: The Last Ride Cassie lay on top of Natalie, rubbing her erect penis on Natalie's mons through two layers of satin panty. "If you come before you put that in me I'm going to make you pay bitch," Natalie reached down and squeezed Cassie's penis and smiled up at her lover. "I know it drives you wild; I can feel you getting wet through your pa...

Casey's Submissive Journey Pt. 14

by corduroysissy on Aug 7, 2018
Transsexuals & Crossdressers

"Come over here princess, it's time for you to be my husband's little fuck-bunny." The time had come. He obediently walked over and she instructed him to drape himself over the stacked pillows, then bury his face in the corduroy pants on the other pillow. He did, and between the pillows, the bedspread and Susan's pants his whole body was now rubbing agai...

The Ex-Girlfriends Across the Hall

by NatureSuperal on Aug 20, 2018
Transsexuals & Crossdressers

Author's Note: This is third installment in the series, and it follows "The Girlfriends Across the Hall". * * * * * * * * * "What in the world do you think you're doing? Do you think Sylvia would EVER let you do that? Why on earth would you do that to me?" That was not the reply I was expecting. At all. I guess I should back up a bit and explain My life...

Becoming Abby Ch. 01

by Abby_Hart on Aug 21, 2018
Transsexuals & Crossdressers

I knelt beside the chair of my Mistress. Back straight, head tilled down with downcast eyes as was proper. Every now and then while she spoke to her guests, she would reach out and stroke the top of my head, right between the pig tails and a small smile would on appear on my lips. My makeup had been tastefully applied, no street walker or woman of the night...

Recruiting of a Sissy Maid Ch. 10

by Sissy_Chantel on Nov 23, 2017
Transsexuals & Crossdressers

Chapter Ten: Changes Continue for Chantel as Her Relationship with Carl Grows. Awake and having a great breakfast superbly made by Carl, Chantel enjoys her morning with him. He has her in one of his robes as they talk about things and their future together. After breakfast Carl says, "Put on a pair of my jeans with your white satin blouse, you can wear yo...

The Man Who would be Queen Ch. 08-09

by rik581 on Oct 3, 2018
Transsexuals & Crossdressers

Chapter Eight "Degrees of Evil" Written by Rikki: It was early the next morning and there was much to be done today. It would require a lot of initial exposure in public for Dexter in some sort of female attire and he wasn't ready for this. "Dexter please put the dress on honey. You know you have to do this," his mother said handing him the simple light...

Lost in a Female's Pleasure Pt. 05

by LucysFox on Apr 9, 2019
Transgender & Crossdressers

Synopsis: Damien is looking forward to a relaxing weekend free from his abusive father, but things quickly take a downward turn when he's kidnapped and wakes up in a confusingly elegant room and learns that his life is about to change forever. In ways that won't be as bad as he first thinks. (Everyone in this story is over the age of 18. This story contain...

Casey's Submissive Journey Pt. 11

by corduroysissy on Jul 24, 2018
Transsexuals & Crossdressers

As Casey sat blindfolded and sipping his drink he thought about asking Mistress Dorothy just how many mystery dates there would be, but he decided against it. She was treating him pretty nice and he didn't want her to think he was complaining. After sitting quietly for several minutes he heard her make a phone call, then listened to one side of a conversatio...