High School Cuckold Stories

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Mind Parasite

by Rinderpest on Sep 15, 2019
Fetish

I'm Eric. I'm a student in high school. Lately, one of my best friends, Maude, has been acting weird. She has recently started seeing this new guy, Tyler. To say she's fallen head over heels for him in an understatement. She seems to live and breathe for this guy. I've never seen her fall this hard for someone. She's dated a few guys since I’ve known her, bu...

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Reunion

by Wordmate on Nov 20, 2018
Interracial Love

I was on my way to my high school reunion, anxious to meet my old classmates after ten years. Since the day came I'd been a nervous wreck, worrying about what to say once I met up with every familiar face. The party took place in the school cafeteria; noticing how beautifully decorated it was, with a huge banner welcoming back the graduating class. The whole...

Single in the City Ch. 03

by LumberSexual on Sep 14, 2017
Erotic Couplings

***** Part 3 of the Single in the City series. Adventures continue, with a sexy wing-woman at my side. Hope you enjoy the read! ***** "A little tired, big guy?" Tiffany and I were sipping coffee and rehashing the night before, when I had hooked up with her roommate and my good friend Elsa, aided in no small part by Tiffany playing provocateur all night...

The Pledge Mistress Ch. 25

by caligula97236 on Sep 14, 2017
Novels and Novellas

Chapter 25 - Bernadette's new clique Tuesday morning began with the usual morning PT. The male pledges and their Pledge Master were assigned to Heather and faced a truly grueling hour of harsh exercising, complete with constant swats with her riding crop. The morning promised not to be much easier for the Lisa and her companions, because that was the first...

Tom Prentice Ch. 04

by jake60 on Sep 15, 2017
Romance

CHAPTER 4 ...Laney.... The next morning, Tom had been up for an hour when he got a phone call from Laney. He was invited for supper with Laney and Grace, and was happy to accept, as it gave him a chance to spend more casual time with Laney. Tom arrived at the Frost residence just before four o'clock, and brought along one of his parents' bottles of wine. E...

Letter from Augusta

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom Deuce, my second son is finally beating me at Ping-Pong. The ball flies over my head! When I was a kid the balls were just white, but now they come in neon orange! Deuce looks relieved, I wonder why. Is it because I have always punished him, taking his pants down and spanking him hard with my paddle when I beat him at table tennis...what a...

NOHAIR - the Drive

by LitEroCat on Mar 18, 2020
Exhibitionist & Voyeur

Several fully naked, actors leaped off the stage and ran into the small, 200 or so, audience. They tapped audience members and lead them onto the stage. My 'shy' wife included, but she froze in her seat. I had just seconds to ponder how we got here and if I still wanted us to be here. ~~~~~~~ two weeks earlier ~~~~~~~~ My beautiful wife, Sue, decided it wa...

Best Possible Valentine's Day Gift

by WFEATHER on Sep 15, 2017
Non-Erotic

Admittedly, I was rather late getting into the "dating game." It was just after Christmas Break of my senior year of high school when I had finally fallen in love with someone – a tall, glamorous beauty with a silky voice, eyes as deep as the oceans, and skin as white as virgin snow: Claire Mangelson. Suddenly, I realized that, for the first time in my lif...

A Man's Path to Power

by Samuelx on Sep 17, 2017
Non-Erotic

I've often been called an arrogant bastard with psychopathic and megalomaniac tendencies. That's not very flattering. I'm a free-spirited visionary who lacks a conscience and inhibitions. That's what I call myself. In the eyes of the world, I am Paul Jackson Billings, a student at the Alabama Institute of Technology. The world is mine. Nothing you or anyone...

Cross Country Coach

by Jdill22 on Sep 14, 2017
First Time

It was hot, around 90 degrees and very humid. John finished his five mile workout drenched in sweat, and after pausing for a few minutes to catch his breathe, he went to stretch with the rest of the team. His side ached as he walked through the school parking lot towards the them, as it had the whole run, he wondered why as he hasn't ever felt pain like this...