High School Cuckold Stories

209,968 results
Orientation
Length
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Infinite Scroll

Serving Her Country

by Rattlesnake1775 on Sep 13, 2017
Erotic Couplings

The mall was teeming with people, which was a bit odd for Super Bowl Sunday, but she was not paying attention to the masses. Moving with her friends through the crowd, she tried to focus on what was going on around her, trying to listen to the conversation, trying to be interested. But all she could think about last night. Her asshole of a current boyfriend...

Wrestling With Life's Cruel Irony Ch. 04

by cdhawkeye96a on Sep 16, 2017
Non-Erotic

With the pending birth of their own child the young couple gave little attention to the affairs of their parents. Jeff was also concerned about Royce who for several weeks complained of a lack of energy. After some pushing from Jeff he had a doctor's appointment scheduled when he got back from a planning conference. The early panic that Pam had in those fi...

The Treatment Afforded to Karen Ch. 01

by susangreenway on Aug 24, 2020
Fetish

[There's a spanking and a good deal of focus on all women's bodily functions, so if inclusion of those bothers you, please read no further. All characters are over 18.] Karen lives up to her name. She's 43, 5-7, reddish blonde hair, 140 lbs., 34C, and is a soccer mom who for 20 years has spread her legs and obliged her husband who fucks her every third nigh...

My Dream Girl

by Angiesteve69 on Sep 19, 2017
First Time

This is my first story of this genre. My ex (and only) girlfriend is described here as Jennifer. But remember, this story is pure fiction. Enjoy. ***** I was sitting at the kitchen table and looking at the most beautiful woman I've ever seen. She was preparing the breakfast and she didn't notice me admiring her from behind. She was perfect in every way. Sh...

Cool Like Tommy

by JimBob44 on Sep 14, 2017
Erotic Couplings

All characters in sexual situations are 18 years old or older. & Tommy was holding court, such as that was, in the parking lot of North side High school. Doug and Ralph both listened intently and with great awe as Tommy described his latest conquest. "But supposed Mary Ann finds out?" Doug asked. Mary Ann Valiancy was Tommy's girl. The five foot three in...

Allison's Story

by juicyjoose on Sep 15, 2017
Interracial Love

This is a story of Allison Kim. Her mother is South Korean while her father is unknown to her. Allison's mother often told her that her father was a white US Army soldier that she married in Korea but separated when Allison was born. Having that said, Allison stood about 5'5" tall, and weighing in about 110 lbs. Light skinned, and somewhat on the thin side,...

Wanda Karaoke Night

by Pugzilla on Dec 9, 2019
Exhibitionist & Voyeur

This takes place after the Halloween Fundraiser. The Tau Iota Taus were sponsoring a karaoke contest for the Teaching and Nursing college. The contest was mostly for the purpose of providing cheap entertainment for their November get together. For five grand in prize money, they got an evening of the mostly female college students putting on a show. The stu...

Rendezvous with the Youth Pastor

by flyingbluejay on Sep 14, 2020
Erotic Couplings

I was in college when my family started going to church for the first time. I'd grown up an atheist, maybe going to church with the grandparents the occasional Christmas and Easter. Then, suddenly, once I turned eighteen and moved out of the house to go to college across the country in California, my parents decided that my younger siblings ought to get some...

Love Hurts

by TheMarlboroMan on Mar 2, 2020
Loving Wives

I was sitting in a bar having a quiet time drinking my usual scotch and water when I watched her walk up to the jukebox and put a quarter in. To me she was still the most beautiful girl in the world and had been since I had first met her. I knew she knew I was there. She had come to give me a reminder once again of where we were in our relationship. I knew w...

Showing Off At Spring Break

by Azuldrgon on Dec 12, 2018
Exhibitionist & Voyeur

(Thanks and lots of kisses to Victoria for helping me with this one also.) Paula couldn't believe her luck. Here she was, in Panama City, for Spring Break! She had come down with two long-time friends from high school, and as a surprise to the other two; she had managed to score tickets for the big hip-hop concert that would be shown on MTV. As she slid...