School Cuckold Stories

109,558 results
Orientation
Length
Source
Infinite Scroll

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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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...

Myra's Little Book Shop, Redux

by carvohi on Sep 16, 2017
Reviews & Essays

"Myra's Book Shop Redux." By Jedd Clampett ~~V~~ My Prologue: My God I'm pulling my hair out. Whatever you do don't skim what people write, and don't look for some cheating story with some kind of logical or justifiable pay back every time you open one! Gosh, everyone understands no one wins with infidelity. No one ever wins! Infidelity is about murder;...

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...

Jennifer Ch. 01

by sitlox on Sep 13, 2017
Loving Wives

1: How it All Began *This is my first story and contains both a story of my life with elements of fantasy and embellishment. I will not outline where truth stops and fantasy begins for flow. **I've not written before so am open to critique. ***This is a long story, I write this almost as a journal of my experience and it helps me relive the moment. It is...

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...

My Life as a Cuckold

by CuckoldGuy on Sep 16, 2017
Reviews & Essays

A True Story After the first year of marriage, my wife began an affair with her manager. He was the first of many men over the years. Some of them I knew about and I may have even encouraged them but most were done behind my back, in secret. Because she has these secrets, not a day goes by that it doesn't play on my mind. One day in my angst, I typed the wo...

So You Want to be a Cuckold...

by WorshipTheDivineGoddess on Jul 4, 2018
How To

A note to perplexed wives: If you've found this story in your husband's browsing history, congratulations! You hit the jackpot --you have yourself a cuck husband! Please keep an open mind and remember that he wants to see YOUR sexual liberation. If you choose to get into this, YOU should be the one in control. If he's a true cuck, he'll accept that and let...

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...

Black Cuckolding 101

by Samuelx on Sep 11, 2017
Fetish

Welcome to the world of Black Cuckold Couples, my name is Kia Haywood-Albright and I'll be your guide. When you think of cuckolding, I bet you automatically envision a White couple, a Black guy with a big dick and a scenario involving the Black dude fucking the White chick while her White hubby watched the whole thing unfold. Well, it's not always that way....