Shemale Cuck Stories

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Length
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Infinite Scroll

Blossoming Shemale Ch. 03

by TheTitLover on Sep 25, 2017
Transsexuals & Crossdressers

This is inspired by tawnysuede's Reluctant Shemale: http://www.literotica.com/s/reluctant-shemale If you enjoyed it, I hope you'll enjoy this series. A note on political correctness: I have come to learn just a tiny bit about the transgender community, and by that I mean that I've learned that words such as shemale, transsexual and dickgirl are offensive...

Cuckold Erotica - Mike, Faye and John Ch. 01

by Ogdoad on Aug 21, 2019
Loving Wives

THIS STORY INCLUDES MATERIAL THAT SOME READERS MAY FIND OFFENSIVE. ALL CHARACTERS ARE 18-YEARS-OLD OR OLDER AND CONSENTING ADULTS. ******* MIKE WATCHED AS HIS WIFE TOOK the drinks from the bar. As she started to walk toward Mike carrying the drinks, the men followed her with their eyes, and the women tried to pretend she wasn't there. Her fire-engine red s...

Footsie the Cuck Pimped to Lady J

by profperverse on Dec 2, 2019
Fetish

My fetish for bare feet had taken a turn I could not have expected or imagined. From a private session with an exotic dancer I had been turned into a foot cuck by her boyfriend. Because a lot of pictures had been taken of me sucking his feet while I was naked I was in a compromising situation. I had done things that at the moment seemed humiliating and degra...

Shemale Surprise

by silkstockingslover on Oct 21, 2019
Transgender & Crossdressers

SUMMARY: A married man is seduced and taken by a friend of his wife's. EDITING THANKS: Thanks to Robert, goamz86 and MAB7991. NOTE: This story is dedicated to Robert who requested the fantasy...sorry but the story ended up a lot longer than originally planned. ***** "You can stay with Robert if you wish," Mary said on the phone. I looked up from my lapt...

Sold to Ami Gattson

by profperverse on Jul 14, 2020
Fetish

I had been the cuck foot slave to Susan Russo since she discovered my weakness and strong fetish for her bare feet and sexy shoes. She easily exploited my cravings and went to the extent to train me bi to her boyfriends. It was not unusual for me to find myself on my knees as she enjoyed sex with men and had me worship her feet and often times the men's feet...

Cuckolding 101: An Introduction

by Cuckvoyeurfan on Nov 2, 2020
Fetish

When I got out of my steel grey Lexus RC F, in a very White part of the city, I knew that I would draw looks from just about every person on the street. My 6'1" stature, along with my shaven bald head, and no facial hair, make for an intimidating look. Add to that, my very dark African skin color, plus a 240 lb hard-earned frame, most people take notice righ...

She Gives Me what I've Been Wanting

by califm_curious on Mar 5, 2018
Loving Wives

"Are you fixing your makeup for this guy?" Molly was leaned over the sink and reapplying eye makeup. "I just want to look nice, he's doing me a huge favor by bringing over the papers for me to sign. He's kind of bailing me out." "Who is he again?" I asked even though I was pretty sure she had mentioned Chris' name a few times over the past few weeks. "I'v...

Cuckolding 101

by cuck2serveU on Sep 14, 2017
Fetish

My wife Jennie and I live a very full, sexually active life. We began swinging and played in the bdsm realm and it eventually morphed into cuckolding. Our friends and family have no idea how depraved we are. We appear to be a loving couple who are crazy for each other. This is actually true. I became a cuckold when it was obvious that Jennie wasn't quite get...

Shrunken at home with Futanari Sisters

by starwarsalpha1 on Jan 22, 2021
Transsexual

With the blessing of Mr.z I am transferring his story "Shrunken at home with Shemale Sisters" to this site. First thing you may have noticed is I changed the name slightly. I just like Futanari better than Shemale personally. If you know the original then you know the ages where lower then what this site allows, so I've gone to the liberty of uppin...

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The Evolution of Moira's Marriage

by Miguel59 on Sep 13, 2017
Loving Wives

I didn't run, but crawled into cuckolding my husband. He planted the seed, but together we made it blossom taking it from pillow talk to lifestyle. His desire he confessed to me years ago and while it intrigued me it also frightened me. I took my wedding vows seriously. It took me a while to wrap my hands around the whole idea of me dating, much less being p...