School Cuckold Stories

109,558 results
Orientation
Length
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Infinite Scroll

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...

Dishpan Hands

by Axelotto on Sep 17, 2017
Loving Wives

There's a special quality about late nights in an airport bar, drinking and shooting the shit with folks you are NEVER going to see again. I heard somebody telling this story while I was drinking away a layover at Dallas-Fort Worth. By the time I thought to turn around and see who was telling the tale, the storyteller was gone. It's probably just a drunkard'...

Dorm Room Cuckold

by snowbunnyslave on Sep 26, 2017
Interracial Love

I met Hannah through my cousin Rebecca. Rebecca knew I was an ass guy, so she figured I would love Hannah. She was about 5' 4" with long blonde hair and the thickest girl I had ever seen. She had the smallest hint of a belly that just added to her sexiness and 34 C's that got lost because you couldn't stop staring at her ass. It had to be at least 55 inches...

Where's My Wife?

by wifelvrman on Sep 14, 2017
Loving Wives

I was getting worried, my wife left to get her toenails painted and said as she left, "It will take a long time, so don't worry." OK. But after six hours and hearing nothing? I know she has her phone but she is not picking up. My wife has never done that before. She is a conservative housewife, school teacher, and sings in the church choir and helps in Sun...

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,...

My Wife Passed Away Ch. 02

by CuckoldGuy on Jan 1, 2019
Mature

About six months after my wife passed away I began seeing a widow. We dated and it soon turned into an intimate relationship. I discovered that I had erectile dysfunction and the little blue pill doesn't work for me. I get a semi hard erection but not hard enough for penetration so I would sexually gratify her with my mouth or fingers and she in turn would g...

Office Cuckold

by Cuckjosht on Sep 12, 2017
Interracial Love

Emma had just started in our office. She was the assistant for an executive, sharing his office, filing his paper, and doing other odds and ends. My office was next to his large corner office, so I was able to see Emma often as she walked past carrying a file or an envelope to be mailed off. Fresh out of high school, Emma was getting some experience in the...

A Changing Anniversary Ch. 02

by esknr on Sep 19, 2017
Interracial Love

This is a hot wife/cuckold story that started in chapter one and with her husbands blessing the hot wife has chosen to continue building toward an interracial affair. This is a story about real people and their real experiences as they briefly told it to me. They have reviewed and approved each chapter, agreeing that it is very near the reality of the affair...

My Cuckold Life Ch. 01

by DandJ69 on Sep 10, 2018
Fetish

I'm a thirty-nine year old happily married man with a family. I guess you could say I live a relatively boring life as far a sex goes. But that's only most of the time. My wife Kate and I do it about twice a week on average, sometimes more. But every once in a while, when we get some time to ourselves, things turn kinky. Kate is a hard working mother who...

Black Cuckolding Reigns Supreme

by Samuelx on Sep 11, 2017
Group Sex

As Salam Alaikum, people. Shaima Lokuron here. I am a South Sudanese Muslim woman living in the Deep South, working for Walkerton Engineering Incorporated, a prominent civil engineering company headquartered in lovely metropolitan Atlanta, Georgia. I graduated with a civil engineering degree from Georgia Tech and was fortunate enough to find work in my field...