Roommate Cuckold Stories

20,909 results
Orientation
Length
Source
Infinite Scroll

Thoughts on Cuckolding

by Youami on Apr 3, 2018
Reviews & Essays

Until a few years ago, I had only a vague understanding of the term "cuckold" as it related to sexual relations between couples. As ignorant as I was I thought it had something to do with cheating. However, thanks to the overwhelming number of cuckold stories contributed to Literotica, I have been able to build a better appreciation of this term and the many...

April's Story Ch. 10

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the tenth episode in a series entitled "April's Story". If you have not read the previous nine episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I strongly recommend that...

Saturday Night, Sunday Morning

by MissToni on Sep 15, 2017
Fetish

I'm Doug the husband married to my beautiful wife Sandy. Both she and I turned thirty last summer. I never thought I could fall in love at first sight but with Sandy that was the case. She had a body that most women would die for. At five foot four her tiny waist and hip's only accentuated her luscious 34c breasts. Her long auburn hair flowed past her should...

Cape Ann Caper

by c1992w on Sep 14, 2017
Loving Wives

Cape Ann Massachusetts is an ideal body of water for fishing (both pleasure and commercial). The vicious wind coming off the North Atlantic is subdued on the waters of the Cape. Historical structures line the shore is observable by Cape travelers. Fishermen returning from the high seas find the sight of the land structures beautiful and relaxing. The same ca...

Cuckold

by CuckoldGuy on Sep 12, 2017
Reviews & Essays

The true stories that I've posted here on Literotica.com about my cuckolding have generated many emails to me. Some hateful and some asking me to coach or mentor them but most with questions or comments so I thought I would post some of them here. Anyone seeking advise from me, I make it clear that I'm not a psychiatrist or psychologist. I'm an engineer but...

The Circle Ch. 40

by SteveWallace on Sep 12, 2017
Group Sex

Chapter 40 – Crash aftermath. Jim's interview and philosophy Tracy was released from the hospital three weeks later with a list of 'can't dos' as long as her broken arm. Dr. Rama wanted to err on the cautious side, and only after extensive ultrasounds, MRIs, and x-rays did he relent and let her go. He did not want her to fly, so Jim rented a car and drove h...

Male Chastity Device

by CuckoldGuy on Sep 12, 2017
Toys & Masturbation

Janice and Mike (not their real names) are a married couple in their mid forties. Married about twenty years. About ten years ago they started playing with a male chastity device and discovered they were having a lot of fun with it. They have been using it ever since. The device is a stainless steel or plastic tube about three and a half inches long and abo...

Don't Stereotype Cuckolds

by eviltwin52 on Apr 27, 2020
Loving Wives

Let me start by saying that I am a cuckold and a happy one. It was my choice and I found a Woman that would lead me down the path to unbridled satisfaction. Unfortunately too many Lit readers either disregard our lifestyle altogether or deride those of us who are strong enough to give our Women what they want and thereby meeting our own needs. But what are...

Their Temptation Ch. 03

by Kalimaxos on Sep 14, 2020
Loving Wives

This story is the property of the writer Kalimaxos. Reproduction without the expressed approval of the writer and owner of the story is prohibited. Be advised, this is a story about a cuckold couple told from the point of view of their bull. As some of you know of my stories, it is not conventional to the genre. I push boundaries and question everything a...

My Poor Suffering Cuckold Pt. 01

by boobygirlie on Sep 14, 2020
Fetish

Sunday morning and I'm doing my chores while my lovely boob mistress rests in bed after a good night at the disco with her friends. I bring her the breakfast in bed. "Oh good morning honey, thank you! You are so sweet my cuckold!" "It's a pleasure for me to serve you boob mistress." "I know pet! Oh I had such a wonderful night yesterday! That see throug...