Small Penis Cuckold Stories

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Handjob Ch. 02

by CuckoldGuy on Sep 12, 2017
How To

The events in this story happened at a time when there were no Sexual Harassment Laws. It was a time when I didn't know that I was a cuckold or what my wife was doing to me. My wife and I were married only a year and a half when this event took place. One afternoon we were at a barbeque when I saw one of our friends feeling up my wife's ass. His name was Ph...

Fran Johnson Ch. 09

by Heironymous on Sep 16, 2017
Letters & Transcripts

I made my husband, Bill, his favorite dinner. We ate mostly in silence, as the events of the past 24 hours were weighing heavily on both of us. Against my better judgement, my he had convinced me to have sex with another man so that he could watch. It had been his fantasy for years. When dinner was finished, I handed him the envelope containing this letter,...

Sissy Cuckolded by Girlfriend Ch. 01

by SaraRurik on Sep 16, 2017
Transsexuals & Crossdressers

My name is Josh and I'm a 19 year old white guy with a beautiful girlfriend. Her name is Angel and she is the best thing that has ever happened to me. I love her with a passion and intensity that is hard to describe, she is everything a man could ever ask for and more. She is caring, sexy, understanding, kind, intelligent, and totally a bad bitch. We have...

Happy Place

by Miguel59 on Jul 31, 2019
Loving Wives

We all have them. Some of them are locations. Some of them are activities. Some of them are done in solo while others involve people. Mine includes elements of all three. Today's happy place occurred in my house, specifically the living room. Drill down a bit deeper. On the couch in our living room. She took me to my happy place. Our relationship is symbi...

Wife and Bull Conversation

by CuckoldGuy on Apr 10, 2019
Fetish

"Met your husband Saturday. He was getting gas when I pulled up to the pump next to him. I didn't realize it was him until I got out of my car, so I had to say hello." "Oh, what did you guys talk about?" "Just the price of gasoline but let me ask you something? Does he know about us?" "Why do you ask?" "Well, I never liked him. When we were in high schoo...

How I Became a Cuckold

by cockster21 on Sep 16, 2017
Fetish

Chapter 1: A Little Bit About Us My name is Jonathan. I am a 6.1 foot tall 195lbs 23 years old man currently living with my girlfriend in Vancouver, Canada. Consider me a very shy guy, but when you get to know me and I get to know you better, we will have a lot of fun. And when I am horny, you can pretty much have me do just about anything you want. My gi...

Cuckold in Training

by BBCXXX on Sep 24, 2018
Interracial Love

I was a stunned by my discovery! My husband Tony was out of town for a few days on business and I needed a tool from his workroom. While digging through one of the tool drawers I found a small, portable hard drive. "Why would this be in here?" I thought, but then the little voice inside my head started to scream, "Put it back you fool! Don't look inside; you...

Adele Makes Me Her Cuckold

by Wifesboy on Jun 19, 2018
BDSM

This is a true story. All the sex that is and the relationship. What embellishments I have provided are to draw the story out a bit more, add a bit of filler. All characters' names and ages and locations have been changed. Every character is over 18 years of age. *** I met Adele 10 years or so ago at BDSM Munch. We were each with other partners, but it was...

Watching Her

by 2small4her on Sep 13, 2017
Loving Wives

Chapter- 1 (Our beginning) One of the things I really got off on when I was in high school was watching hot girls and women getting undressed for bed. I even pursued this hobby for a couple years in college. I need to explain what I mean by 'watching'; I was a voyeur, a serious voyeur. I engaged in serious peeping on a lot of girls I grew up with, dated and...

Cynthia's Joy

by sinisterout on Sep 13, 2017
Transsexuals & Crossdressers

Many thanks to CKQuail for editorial input and proofreading. ***** In the beginning I knew her by her screen name, Goddess4u2serve. Later I learned her name was Cynthia, but I usually called her 'My Goddess'. She knew I was a cuckold before we'd even met. She'd read the stories I'd posted here on Literotica where I explored my dark fantasies. I can't e...