High School Cuckold Stories

209,968 results
Orientation
Length
Source
Infinite Scroll

Cuckolded by Kate Ch. 05

by cuckytoher on Jul 3, 2018
Loving Wives

The early morning sun streamed through the balcony doors onto Michael's muscular thighs and legs. His head buried beneath a pillow, he slept soundly. Kate stood naked on the balcony, the ocean breeze caressing her naked body like a million tiny feathers tickling her. Glancing down to sand below her she spotted a cat playing with mouse, toying with it, decidi...

A College Cuckold & His GF Pt. 01

by youngasiancuck on Sep 19, 2017
Exhibitionist & Voyeur

This is the story of how my first girlfriend and I ended up in a long-distance relationship and what we ended up doing to make it all work. I've changed the names but everything else remains the same. *************** My name is Jason and I am a cuckold to my girlfriend, Stella. She and I have been dating since we first met back in high school and at this...

I Didn't Know I Wanted It Pt. 01

by richard3cm on Nov 1, 2017
Loving Wives

I Didn't Know What I Wanted Until I Got It—Part One This is a work of fiction. All characters, events, and locations are made up. This is not about me or my wife. To save anonymous commenters some time and trouble: 1. The tags for this story are swingers, creampie, creampie eating, chastity, party, cuckold. 2. The Literotica definition of Loving Wives is...

Limp No More

by notunique on Jul 10, 2018
Loving Wives

For years, Roger was limp. It was a combination of things. Anti-depressants. Age. Chronically jacking off to cuckold and nylon themed porn. His wife certainly didn't help either. She was drop dead gorgeous. Always made up to perfection with raven black hair and perfectly sculpted tits. She knew about her husband's struggles but she didn't know whether to be...

A Woman's Story

by CuckoldGuy on Sep 14, 2017
Fetish

Based on a true story * "Wow! You drain me. Between your mouth and that big guy between your legs, my pussy is so sore. I think I'm going to call you, 'Bruce the Bull'. Wow!" Bruce: "Oh, I bet you tell all the guys that." "Just the well endowed guys like you." Bruce: "Have you had many experiences? Oh, maybe that's not a proper question?" "Oh, that's o...

April's Story Ch. 01

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This is the first episode in a series entitled "April's Story". This story is the fourth part of a four part series. The first three parts: "Brenda and Bobby", "Sandra and Stevie" and "Roxanne and Willie" have already been posted on this site. "April's Story" can be read and enjoyed on its own, but you will know more about the characters if you go ba...

A Pro-Wrestling Cuckold Ch. 05

by longhairedcuck on Jul 9, 2019
Fetish

They snogged all the time on the way back home. I strained to get a clear view of their making out from the driver's seat but nevertheless I was incredibly aroused. Darren had instructed me to drive back to his condo, which was some fifteen minutes from the practice centre. Obviously it took me way longer because I wasn't really concentrating on getting us...

How I Cucked My Husband Ch. 02

by wifelvrman on Sep 17, 2017
Loving Wives

Last night I met up with another lover, Bob, who roomed with Scott at the teachers conference. Bob, of course knew that Scott had spent the night with me. The first time Bob and I fucked was about a month after the conference. We just went to get a soda after school. As we talked the sexual tension was very high. Bob knew that I had been fucking Scott and st...

Nadege The Haitian Cuckoldress

by Samuelx on Sep 1, 2017
Group Sex

In the bedrooms of Black couples across the continent of North America, a change is definitely occurring. Folks, when you think of cuckolding, you typically envision a White chick getting fucked by a well-endowed Black guy while her White husband or boyfriend watches. Am I right? Of course I am. I'm almost always right. What you won't read about anywhere is...

A Cuckold's Journey Pt. 01

by yukonnights on Nov 20, 2018
Fetish

INTRODUCTION: I wrote this story at the request of a Literotica member who wishes to remain anonymous. I agreed because this is a story about cuckolding that is founded on a couple who truly love one another and a dominant man who is educated and caring of his sub couple. For lack of a better description, I'll call it a loving cuckold tale... In this partic...