High School Cuckold Stories

209,968 results
Orientation
Length
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Infinite Scroll

I am a Cuckold

by CuckoldGuy on Jan 8, 2019
Reviews & Essays

There are millions of cuckolds out here and many of them, don't know that they are cuckolds. Many of them just don't want to acknowledge it and a great number of men just want to keep their cuckold status a secret. And then there are the men who want to be cuckolds. They want their wives to experience other men. They want to watch their wives being taken by...

The Cuck and the Roommate

by sexyasiangirl on Aug 5, 2020
Cheating Spouses

Kevin and Jenny were high-school sweethearts. They'd met in their small town in the suburbs, becoming friends at 12 before they started dating at 15. They had stayed a strong couple through all of high school, growing as people and developing together - they had stuck with each other through thick and thin. They were each other's firsts in everything - both...

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Always a slut (cuckold) (incest)

by Sha on May 18, 2019
Swinging

"If you like it please let me know in comment and add story to this this would wake is more interesting" Intro I am Abby and my father" Richard "and my mom "Amy "got divorced my father was rich and my mom was a slut she used to cheat my dad . After she got divorced my mom, she got more money and property. I have a brother Peter....

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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...

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...

Story of a Sissy Cuckold

by HughJanus on Oct 24, 2019
Fetish

Hi there, my names Michael but everyone just calls me Mike, i'm a 46 year old guy, i was an average guy living an average life, married to the love of my life, her name is Samantha. Shes my high school sweetheart, we dated all through high school then when we graduated we got married. She still has a smoking hot body, even all these years later, she works ou...

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A Cuckold's Diary Ch. 25

by Paul Pines on Sep 19, 2017
Loving Wives

Chapter 25: Discovering Who I Am, and Always Was October, 2012 Preface: Please, dear Literotica reader, if you don't like stories about cuckolding, don't read this. It's about cuckolding. Honest, I wouldn't lie to you. But if you read it anyway, and you get to the end and go, "Holy shit, this story was about cuckolding!" and insist on giving it a low ratin...

BBC Cuckold Sniffer's Dream

by Missyxrxx on Sep 12, 2017
Fetish

Specifically directed at BBC lovers, cuckolds, and panty sniffers. Other than that I hope you all enjoy! ***** I have been a panty sniffer for many years with my first experience starting in high school. I sniffed my friend's sister's panties and I practically came in my pants within the first 15 seconds. This story comes about 5 years later. I was visiti...

Sharon's Story Pt. 06

by mountian299 on Sep 16, 2017
Novels and Novellas

Chapter 32 "Look I am just saying they will find a way I am only young and I would say Mrs Dagger have you approached the non working mothers and fathers to monitor and free food for them and their children." "God that is a great Idea," and then she realized if I thought of it the higher-ups would put the blame on her. "Alright I will be quiet." We went...

Unconventional Counseling Ch. 06

by 99_percent_oral on Jul 14, 2020
Interracial Love

Authors's Note: this is a story about a man who is aroused by his role as a cuckold husband. If that is not you cup of tea, try another entry. For others, I hope you enjoy it and will let me know with your feedback. * Inside the ballroom, Donald saw a raised platform to one side and a bar to the other. At the bar were his group buddies, Marc, Jack, and Mat...