Cuckold Sissy Stories

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Orientation
Length
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Infinite Scroll

Cuckold Wedding Ch. 2

by katt on Sep 15, 2017
Loving Wives

My thanks to for feedback which has given me ideas for the first part of this story * * * * * After the cuckold wedding (see part 1) we all adjourned to the garden where a buffet and drinks were served. I stood on the patio watching my wife hand in hand with her lover Bob go from group to group. They were laughing and chatting away and often heard various...

Cuckold

by HerLittlePiggy on Sep 18, 2017
Loving Wives

She was a big woman, not fat mind you, but big none the less. She was about 5'11" and probably weighed a muscular 180lbs. Her height garnered attention but not as much as the way she dressed and how she carried herself. She was dressed in a short black leather skirt when I first saw her. A black and red leather corset was tightly laced over her torso to ac...

Powerless

by siscuc on Sep 16, 2017
Transsexuals & Crossdressers

I was alone in the house, Tina was at work. It was 4 in the afternoon and i was looking over some pictures when the phone rang. It was Tina, "Hi Sweetheart" i said. The tone of her voice was harsh "Start getting ready, tonight you will be my sissy, you can choose to wear any of my clothes except the ones in the top drawer, I'll be wearing them." That was all...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

My New Life as a Cuckold Ch. 02

by CuckHubby1 on Sep 14, 2017
Fetish

We got home from our night of fun and I couldn't stop thinking about it. Was I gay now? Bi? What changed so much in my wife that now all she wants is big cocks? I had a knot in my stomach and had a hard time sleeping. I kept sleeping fitfully until my wife asked me if something was wrong. "I'm curious about our sex life now," I confessed. "Are you not happy...

Black On Black Cuckolding : Hell

by Samuelx on Apr 3, 2019
Group Sex

Officially, we don't exist. That's what conventional wisdom tells us. If you were to type the words "Black Cuckolds" on Google, all you'd get are references to the standard-issue Cuckolding, which typically involves a big Black guy fucking a White woman while her husband or boyfriend, also White, watches. Nothing wrong with that if that's what moves you. My...

Types of Cuckolds

by cuckwhofucks on Sep 14, 2017
Reviews & Essays

What does it mean to be a cuckold? It actually means many different things to different cuckolds. But let's start at the beginning: The truth vs. the Truth. The Truth, or an absolute Truth, is actually unnamable, or rather it exists, but when you try to interpret it and put words to it, it becomes one of very many truths, as many truths as there are peopl...

Brad's Return Ch. 01

by grizzley123 on Sep 29, 2020
Loving Wives

Brad's Return, Chapter 1 ****************************************************** This is a continuation of the "Brad's Suggestion" stories I wrote a while back. It has similar cuckold and bisexuality themes, along with some lesbian and light BDSM fun thrown in. It emerged from my never-ending desire to put off the real work I should be doing. I hope you enj...

My Cuckold Wedding

by CuckinChastity on Sep 16, 2017
Fetish

Note - this is a piece of fiction. The characters are not real. The scenario is purely a fantasy and does not describe any actual relationship. Laurel is not my actual wife. Enjoy! ***** I stood at the altar alone with Rev. Carl, the minister, looking out at the wedding guests. It wasn't a large wedding, still to me it seemed there were a lot of people l...

Sam's Panties Ch. 02

by Quietoldie on Sep 19, 2017
Transsexuals & Crossdressers

At the end of their holiday the two couples exchange email addresses and phone numbers. Jean and Ken live in the North East part of England whilst Mike and Sam live near London. The 250 miles separating them is no bar to them meeting up from time to time when Jean can enjoy her new found desire for extramarital sex with both Mike and Sam. Her cuckold Ken is...