Trans Cuckold Stories

8,915 results
Orientation
Length
Source
Infinite Scroll

The Third Clearwater

by Damos on Jan 5, 2019
Fantasy

The Arrival It was a rainy day in Forks and looking out the window was met by Sue, my Aunt staring at me through her mirror at me, "It's Okay Damian, Charlie will take care of it all!" "I just can't believe she is gone! it was only yesterday when I was sat there watching the game with her and now she is gone!" she nodded before smiling sp...

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Lady in Red

by Electra042 on Aug 31, 2017
Exhibitionist & Voyeur

The throaty grumble of the bike echoed off the brick walls of the bar as he pulled into the near empty parking lot. It appeared that the late hour and the earlier rain had chased all but the most faithful patrons back to their homes. Home was where he should be also but after a particularly rough work day all he wanted was to wash away his troubles in an ice...

Room for Mickie Ch. 04

by griffin57 on Sep 19, 2017
Transsexuals & Crossdressers

Well, I had to admit that could have gone better. Mickie and I were going to reveal to my parents that she was transgender, but my brother Ted discovered it before we ever had a chance to explain, and 'outed' her with a rather nasty homophobic rant. Mickie left the cabin crying and I was about to open a can of whoop ass on my brother, but my Dad intervened a...

Caught Red Handed Pt. 04

by phoenixcinders on Apr 22, 2020
Transgender & Crossdressers

Hey everyone! Here's part 4 All characters engaged in sexual activity are above the age of consent. Also, because someone decided to copy my stories and publish them online elsewhere, I would like to remind everyone my stories and characters are protected under copyright law. ***** As I hurry to get to class, I rush into the stairwell and trip. My book an...

Dream Realm Pt. 02

by you_look_perfect on Mar 10, 2020
Romance

Writer's note: To research...dialogue grammar rules. ~ ~ ~ "I don't like children." As he described, his clothes are all black. There's usually a cool print on his t-shirt, like a funky rainbow. Long and well-fitting pants, beanie, light-colored muffler. Strands of night-colored hair...is it dyed? Baby faced, fair skin, warm blue eyes...expressive. Oh, a...

Partings Pt. 02

by thomas_dean on Jul 13, 2020
Loving Wives

CHAPTER 2: INTO THE BELLY OF THE BEAST I emerged from the one story NaSE (National Service Entrance) Facility into a beautiful mid -- morning Monday. Behind me was that portal which had swallowed me and my husband Jerry, a week ago. I turned to look back at the entrance. Ellipses, etched in the grey poured concrete around the grimy plexiglass entrance, sym...

The Writer's Muse Ch. 03

by LittleBrain on Apr 14, 2020
Transgender & Crossdressers

Thank you for all the positive feedback for the first two parts of 'The Writer's Muse' and I hope you like the final part as much. Once again I caution anyone who doesn't like the description of sex with a Trans girl to find another story in a different category. However, for those who like the genre and haven't read my story 'Leftovers' yet I have now mov...

Working Out Issues Ch. 11

by blake1 on Dec 30, 2019
Transgender & Crossdressers

"You're so good with your fingers," I cooed. Cara smirked, "Yeah. It comes with the territory." She continued plucking away at her bass. Her fingers danced confidently up and down the fretboard as she played, filling the store with deep rhythmic music. I watched her in awe. We had been going out for almost three weeks but it was still hard to get over jus...

Transvixen Tranny Rock Band Ch. 05

by MicheleNylons on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Five: Panti Pops Her Top Cherri had no intention of going to lunch. She read the contract on the bus on the way back to Debenhams and did some mental math. If Wendy was right about the band's success Michelle Murphy could set herself up in her own right. She could move out of home and live full time transgendered until she decided how far she intend...

Mutual Experience

by eigengrau on Mar 12, 2019
Transgender & Crossdressers

Hey everyone! This is like my third attempt at writing a story hehe, it's like I start off well then I end up hating it by the end of a few hours of writing. Let's hope this one is good. All characters are 18+. Hope you all enjoy! * "Wait, you're kidding, right?" Shane said, finishing his pizza. "Wait, you actually asked her out?!" he continued. "Yes,...