High School Cuckold Stories

209,968 results
Orientation
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Infinite Scroll

I Told My Wife My Biggest Secret Ch. 01

by TheRiseFromAshes on Oct 8, 2019
Loving Wives

Author's Notes: Brand new story. Please tell me what your thoughts and feelings are. I'll welcome all constructive feedback and suggestions too. Thanks for reading. ***** I'm Victor. I'm 27 years old and work as a game developer for a small company. I'm happily married to my 26 year old wife, Megan, who is a university student working on her Master's Degre...

Joy Meets Her Bull

by The Style Guy on Apr 23, 2019
Interracial Love

Thanks to Oldnakeddad for his time and effort making this a much better story! ***** Mike, Joy, and I had just finished ordering our second round of drinks. As the server left to place our order, I spoke to Joy. "Joy, I'm enjoying getting to know you. When we finish our new drinks, allow me to pay and we can go across the street to my condo. That way, we...

Cuckolding 101

by cuck2serveU on Sep 14, 2017
Fetish

My wife Jennie and I live a very full, sexually active life. We began swinging and played in the bdsm realm and it eventually morphed into cuckolding. Our friends and family have no idea how depraved we are. We appear to be a loving couple who are crazy for each other. This is actually true. I became a cuckold when it was obvious that Jennie wasn't quite get...

Cheating and Rivals Pt. 28-29

by xleglover on Sep 16, 2017
Loving Wives

Cheating and Rivals – Part 28 (Part 4 of the Caribbean vacay) The sun was shining in the window when Jen slowly woke up. She felt disoriented, not knowing where she was. Oh yeah, the villa, Frank's bedroom. She was alone in bed although the room stank of sex. Jen's body ached. Memories of the hard fucking she got from Hugh and Lou flittered through her gr...

Is Your Name Ms. Waters?

by c1992w on Sep 17, 2017
Loving Wives

Notes: The rage now are websites where promiscuous spouses meet up clandestinely. In fact one of the major sites has been in the news and I got the idea of this story from a tabloid article I read about that particular one. It's vintage 'c1992w.' For those who know and like my previous work, I hope you enjoy this one as well. For others, hopefully, you will...

Favorite Public Cuckold Sex Moment

by StarryEyz on Sep 13, 2017
Loving Wives

About 15 years ago, I was dating my husband's boss, Guy, from the construction site he was working on. We had been dating for about 5 months and one of the first weekends we went away together, we took a trip to Santa Cruz for 4 days. We were pretty pent up and eager to be together even before we got driving, so the prospect of spending the next 4 hours focu...

Losing Pounds, Gaining a Cuckold Ch. 04

by MissToni on Sep 19, 2017
Loving Wives

Dear Readers: This is Chapter Four of my "Losing Pounds, Gaining a Cuckold" series. If you haven't read the first three chapters please do, you'll enjoy this one much more knowing the plot and how I actually got started as a wife of a cuckold hubby. As with the first three stories it's a true to life experience from a wife's point of view with some minor edi...

Unconventional Counseling Ch. 04

by 99_percent_oral on Jul 14, 2020
Interracial Love

As Dr. Perry awaited her newest patient she reflected on how far her practice had come in the last twenty-two years, and especially the last sixteen when she began her current specialization. Like many in her profession, Dr. Elizabeth Perry, or Liz, had gotten into the field of psychology, in part, to better understand her own inner demons. Liz had had a d...

Turning Tables

by PAPATOAD on Sep 19, 2017
Loving Wives

There is no sex in this story. Sorry. * The confrontation The Yuengling Black and Tan was warm. It was ice cold when I sat down. She would be home soon. She was always at home when the kids got off of the school bus. I had the drapes drawn, because the sunlight coming through the living room window was depressing. Right now, today, the darkness felt war...

Power

by nero1211 on Sep 27, 2015
MILF

John was never a popular kid in school. He wasn't athletic and he didn't have any outstanding talents. Even his grades were mediocre at best. John lived in a regular suburban area with his 40 year old mother and his 46 year old dad. John was at best 5'6. Not very tall for a senior at high school. He had chocolate brown hair, the same as his parents, no muscl...

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