Shemale Cuck Stories

2,856 results
Orientation
Length
Source
Infinite Scroll

Three in Bed

by normadel on Sep 16, 2017
Group Sex

From my journal - Ray was out of town. I was horny, so I rented a shemale movie from our favorite adult video shop. When I got home I stripped and laid out my toys and lube for easy access and put in the tape. As I watched shemales having sex, I wondered why some could get hard and why some remained limp. Anyhow, I soon was wet and ready to play. I began on...

Devoted Cuck Ch. 03

by cuckyfucky on Dec 18, 2018
BDSM

Chapter 3 - My training begins This is a short summary of the changes that have happened in my life thanks to my wife's new lover and my master. 1 month has passed since Brad started living with me and beautiful wife Lina during the weekends. I thought I had it tough with Lina before, but it had gotten so much worse since Brad has moved in. My life was no...

Transwood High Pt. 04

by BoobVillian on Sep 12, 2017
Transsexuals & Crossdressers

Christmas is Cumming... Authors note: All the characters in this series are over 18, this is the fourth part of the serious so be nice :-) Sorry for keeping you horny for so long, hopefully this satisfies. The story focuses on our main heroine, and some new/ old faces appear. Enjoy and leave comments! ******************************* 10/12/2016... 'Open u...

The Two-Month Break Clause Pt. 02

by TheBiGuy on Mar 25, 2019
Fetish

After my first post, I received several comments. Some of the comments were positive and others negative. Any comments that were constructive, I will take the criticism and learn to incorporate those suggestions into the subsequent chapters and other stories I write. One of the comments was about numbering the story as Part 1 or some variation like that. Tha...

Taking Laurie for My Own

by n00bwriter on Nov 26, 2017
BDSM

I am extremely thankful for the simply wonderful job MamaK did in editing this story for me, going above and beyond any assistance I could have hoped for. Her instructions on creative writing have been nothing short of phenomenal and have certainly helped me to become a better writer. MamaK - Thank you! ***** I met Laurie working at my previous job. What...

Adrius' Noble Adventure Ch. 02

by ScumDumpster69 on Jul 6, 2020
NonHuman

Author's note: This chapter contains horse cock, breastfeeding and cum all the way through. (Make sure you know what that means before reading. Reader discretion is advised!) ***** To the far west of the continent of Korilia, the minotaurs ruled. From the taigas in the north to the equatorial grasslands, these huge, bovine beasts wandered the earth, rarely...

The Start Of Me A True Cuckold

by milfwife on Sep 19, 2017
Loving Wives

It all started about a year ago when one night I brought up the idea of sharing her with another man. It was the beginning of me becoming a cuckold. I had mild fantasies of being one in the past, but as time went on my feelings for it only grew stronger. The thought of being another man's cuck, while he fucked my wife senseless in front of me and ordered me...

Virginia's Luxurious Evening

by JonathanStone on Sep 16, 2017
Transsexuals & Crossdressers

West Palm Beach didn't have many cold snaps, but when one did rake the city the weather seemed twice as frigid as it actually was. Virginia Stanton sat alone in her office on the third floor of Prism Design's building overlooking the Intra-coastal Waterway. She had been chilly all day, mainly because of the dampness in the air; Forty-eight degrees outside wa...

Webcam Cuck

by Fantasyman95 on Jul 27, 2020
Fetish

Two years ago I met a beautiful woman named Vanessa, we fell in love and shortly begun dating. Our relationship was very ideal, lots of cute romantic dates, nights staring at the stars, and so much more. The only thing we haven't done is going to third base or any further than that. You may ask me, Neil, why would you date a woman for two years but not have...

A Cuckold is Seduced Ch. 02

by wants2bsub on Sep 25, 2017
Loving Wives

This is part two of a story involving cuckolding and male power exchange. Please read no further if this offends you. --------- I was on my knees, helping my wife Kelli attach her garter belt to her stockings. I leaned forward and planted on a kiss on her newly trimmed pussy. "Now, now," she said, "Let's save that for Ron." Based on the email that he sen...