Sissy Cuckolds Stories

7,178 results
Orientation
Length
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Infinite Scroll

Black Cuckolds In Jamaica

by Samuelx on Sep 13, 2017
Interracial Love

For those of you who think Black cuckolds don't exist, you really need to stop watching the fake shit they show in porn and get to know real couples, seriously. My name is Michelle Monroe-Kingston and I'm a young Black woman of Jamaican descent living in the City of Randolph, Massachusetts. I recently graduated from the University of Massachusetts at Amherst...

Cathleen Encouraged Ch. 12

by nocluescooby on Sep 12, 2017
Interracial Love

This episode is part of an ongoing story that involves hardcore interracial cuckoldry as a central theme. If this theme offends you, I suggest finding another story to read. If you choose to read on, to better understand this installment I suggest reading the previous installments. * My acceptance as an initiate into the deeper circle of the cuckold group...

Black Cuckolds Secretly Exist

by Samuelx on Sep 16, 2017
Interracial Love

Black Muslim cuckolds definitely do exist, ladies and gentlemen. Black Muslim guys who enjoy watching their Black Muslim wives and Black Muslim girlfriends get fucked by other men. Apparently, they're out there, and my husband Malik Ali is one of them. My name is Fartuun Khalid-Ali, and I am a Djiboutian-American Muslim woman living in the City of Saint Paul...

On Why Cuckolding Stories Produce Strong Reactions

by Betabychoice123 on Dec 16, 2019
Reviews & Essays

I was reading a review in which a Literotica author wondered why her cuckolding stories so often produced enraged comments, a question I too have often had about such stories. I mean why read what you don't like, it's not like authors don't often warn reader with their story titles or a preface paragraph. Why read, presumably jerk off, and then attack the au...

Training Bi Males

by MistressDelia on Sep 11, 2017
How To

I have written some of my thoughts on training my own bi slave husband in the past and thought that perhaps a primer on bringing new bi slaves into the fold would be helpful. I have been the Domme to my bi submissive slave husband for 15 years. We have been married for 20 years, are in our early 50's, and it was obviously a journey to get where we are and a...

Little Women

by donaldelliott11 on Mar 17, 2020
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. *** My marriage is falling apart, and I don't know what I can do to hold it together. Our therapist suggested I keep a journal and write between our appointments about my feelings. I've actually been writing two, one to show her at our appointments, and one in which I can be brutally ho...

Discussion with a Wife of a Cuck Ch. 01

by wantyou on Sep 12, 2017
Interracial Love

This is what I believed to be a true story of e-mails that passed back and forth between a black man who was a friend with a white guy that wanted to see his white wife get fucked by another man. As it turned out his wife and he talked about it one night and she told him she had always had this fantasy of fucking a black guy. So if they were going to try the...

Dinner Party - A Cuckold Journey

by Cuckyboy3 on Sep 14, 2020
Fetish

Characters: • Linda, hotwife, 33 years old, a tight & fit yoga instructor of Mediterranean Italian heritage with olive skin tone and long, luscious, brown hair, and curvaceous proportions. Linda has an insatiable sexual appetite, has always dreamed of a manly man, but learned only after marriage that her husband held cuckold and sissy tendencies. Loves her...

Glutton for Punishment

by ofhabit on Sep 21, 2004
BDSM

I'm not sure where it stems from, but I love abuse. For me, sex isn't exciting if it's not dangerous, or kinky; pleasure just isn't that pleasurable unless it's mixed with a little bit of pain. Pain is sharper, more noticable, more real than "pleasure" ever is. I suppose it's not right, but it feels that way to me. My favorite girlfriends have alwa...

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A Matter Of Attitude

by luvpsy on Sep 17, 2017
Loving Wives

My wife, Pat, is a wonderful and sexy woman. I love her dearly and if I wasn't sure before, I am sure now that she truly loves me and I will never need to feel insecure about our relationship again. Loving my wife as much as I do, I wanted her to have the best of sex. Unfortunately, I was born with only an average penis. I wasn't an athlete or a body build...