Cuckold Sissy Stories

12,909 results
Orientation
Length
Source
Infinite Scroll

A Few Wild Months 03

by gandj130 on Sep 14, 2017
Interracial Love

Gary and I were both game for a little more fun before inevitably his job took him abroad again. I was so pleased that we'd managed a little unexpected fun the previous weekend with a single guy we met at a friends wedding reception. I had assumed that Gary would fancy a trip to the club for some fun this coming weekend. "We had better make the most of this...

A Night to Remember

by passionfever2 on Sep 16, 2017
Interracial Love

First I would like to thank the people who commented on my last stories. Being new to this, all comments are welcome, even vile and disgusting ones. They all give me insight as to future stories. Now a moment to issue a warning about this story. Anyone that doesn't like interracial stories, may want to look elsewhere. It is doubtful that such negative and v...

The Girl Next Door Ch. 02

by Stultus on Aug 31, 2017
Exhibitionist & Voyeur

For the next week, I was watching Carla and Dora cavort daily, and doing increasingly nasty things to each other, in both the bedroom and to my increasing dismay, the bathroom. Friday's 'We're not in Kansas anymore!' moment was when Dora adjusted the bathroom camera for a closer view down into the bathtub, as she and my wife took turns pissing all over each...

The Questionnaire

by budd100 on Sep 17, 2017
Loving Wives

I saw something Thursday night that I thought I would never see. I was sitting at a red light on my way home. I was the third car back from the cross street when I saw my wife's' car go by with two people in it. I thought maybe she is taking someone home after work. I figured I would follow them to make sure everything was all right. There was two cars betwe...

How High a Price: Another View

by E.Z.Riter on Sep 14, 2017
Loving Wives

Dear Reader, The Troubador wrote a story entitled How High a Price in March, 2003, about a man and his cheating wife. That is always a popular subject. Since then, other authors have written stories based on The Troubador's theme and his characters, Early and Susan Conroy. This is my story using the same theme and characters. It is a realistic story. Not...

Hotwife and Cuckold Ch. 02

by cutecouple102 on Jan 16, 2019
Loving Wives

As the video ended, all I could think was: What had I done? I'd essentially encouraged and given my wife to another man – and she had experienced something that had changed her. I didn't know exactly what had happened in the bedroom, but I could only imagine. My thoughts of her fucking Austin – my vision of seeing her cumming, kept going thru my mind over an...

Cassie's Island Adventure Ch. 10

by jones286 on Sep 9, 2019
Interracial Love

Continued from Chapter 9... Later that night, when John and Elizabeth went to bed, he was tipsy as was often the case. In that state he usually struggled to achieve erection. Normally she would be frustrated by this scenario, but tonight she was following directions from Cassie. Elizabeth sucked John until he was at three quarters hard. She then started to...

Foot Cucked by a Bull Friend's Ex

by EmpireOfFeet on Oct 7, 2019
Fetish

It was a balmy summer's evening. The drink was flowing. The music was thumping. A hum of conversation flew around the room. Jay's house parties were to become an annual staple amongst my group of friends from that evening onward. It was the first party I had attended at Jay and Kathy's since I had my foot cuckold experience with them only a few months before...

Whitewash High Ch. 12

by EnglishTeacher on Sep 25, 2017
Interracial Love

Sometime in the Past "Okay, set up the shot right there...Perfect!" the director said. "Now, when you fuck her I don't want you to hold back. Just nail her. And you, squeal like you normally do. This should be academic. You've been together before," the fat Asian man said. "Shouldn't be too hard. I quite enjoy these period pieces," Nik said as he made ad...

Sharing Wife with an Older Man

by OWLDOM on Jun 1, 2020
Loving Wives

When Lynn and I made love, I could not help but picture her with one of her lovers. I relived the mental image of my brunette wife stretched out on another man's bed as his cock plumbed the depths of her velvety wet pussy. I begin to long for the feeling of eating her cum filled cunt while she told me how she had just been fucked and ravaged by another. At...