Transsexuelle & Crossdresser Stories

809 results
Orientation
Length
Source
Infinite Scroll

Lion's Den Ch. 06

by Elektrical on Sep 25, 2017
Interracial Love

Leo could not wait for the flight attendant to let him know he could turn on his cell phone. He knew Max was up by now and had seen the ring he left on her finger. He was anxious to hear her response, although he wasn't too confident she would say yes. He had bought the ring in Italy, but the time never seemed right to propose until their conversation before...

Whores And Pimps Ch. 01

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm had a few girlfriends over the years but never anything serio...

Twin Hearts Ch. 02

by PenguinEmperor on Sep 19, 2017
Transsexuals & Crossdressers

As it turned out, Paul's resolve was not quite what he thought it was. Within just two days, with the big headline show at SkyLand looming, he found himself on his knees in Ashley's dressing room once more. How he got turned around so quickly he would never know; he'd walked into the room with every intention of telling her to knock it off, and within minute...

Open Your Mind to Something New

by Dazman on Nov 4, 2019
Fetish

Open minds create amazing experiences This experience had its genesis in my early twenties when I unexpectedly began exploring my bi-side with my childhood buddy, Lyndon while both of us were studying at university (refer to my story Friends Satisfying Each Other for background context). This story takes place over a weekend, Friday evening to Sunday after...

Tai's Story Ch. 06

by Cagivagurl on Nov 18, 2019
Transgender & Crossdressers

I picked up the kids from the airport and I could see by the light shining in Talia's eyes she was very happy to see me. She jumped into my arms and hugged me tight. Tane was cooler standoffish, but he did still look happy to at least be here. The first few days slid by quickly but on the third night Talia waited for Tane to go to bed before she tackled me....

Girlfriend with Testing Device Ch. 07

by Razmagurk on Sep 24, 2018
Transsexuals & Crossdressers

Author's Note: This is part seven of my ongoing epic. This is the start of the strip club arc! The strip club arc is where stuff really starts to take off. Expect lots of fun sexy hijinx ahead. Warning: this chapter is rated a lustier-than-normal R and includes, in part, boobs, easily distractible narrators, jiggling tits, lascivious bisexual besties, grea...

Husband with Testing Device Ch. 03

by Floydman1 on Apr 22, 2019
Transgender & Crossdressers

Author's note: This is a continuation of my on-again, off-again series inspired by Razmagurk's "Girlfriend With Testing Device" series. ***** The hot water cascaded over my back as I looked down. Below my big breasts I saw my husband on his knees, working my hard dick in and out of his mouth. It was heavenly the way he was working his hand up and down my...

The Lab Rat Pt. 04

by TheMarlboroMan on May 13, 2020
Transgender & Crossdressers

The Lab Rat Part 4 Karla Wasley, Leah Guzman, Robin Venters, and Anna Edwards were standing there in an observation room watching me in my total nakedness via the eight-foot wall screen thanks to hidden cameras in the examination room as I came all over the ladyboy's face after he could no longer swallow what I was spurting fast enough. What struck them as...

USB - Unwanted Sexual Behavior Ch. 04

by MicheleNylons on Sep 14, 2020
Transgender & Crossdressers

Chapter Four - Remember, I'll be Watching "I won't lie to you Taylor; it's going to be dangerous," David Campbell said. "We strongly suspect that Veronique Pascal and Bradley Freeman are involved in a conspiracy to conduct money laundering contrary to the Money Laundering Control Act of 1986 but we can't tie them specifically to Alexi Kamerov or his people...

Girlfriend with Testing Device Ch. 05

by Razmagurk on Aug 13, 2018
Transsexuals & Crossdressers

Author's Note: This is part four of my smutty romantic comedy series. This chapter is the penultimate chapter of the Mall Arc, and, per popular demand, is a little smuttier than the previous one. Enjoy! =-=-=-=-= Warning: This chapter is rated a sexy R and includes (but is not limited to) boobs, flirtatious lesbians (?), clothing (slutty), tongue piercings...