Cheerleader Bet Stories

69,749 results
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Infinite Scroll

Coach's Conquests Ch. 11

by MrDean70 on Sep 12, 2017
Erotic Couplings

11 Ten minutes later, Pamela came back into the kitchen wearing nothing but a towel around her body and another around her hair. Bret could see her legs up to her ass and a little cleavage peaking out at the top of her towel. The coach had showered downstairs himself and had returned upstairs in only tight, black briefs. His package strained against the m...

Little Mel: The Cheerleader

by Lucky Mann on Sep 13, 2017
Erotic Couplings

It had been several weeks since Melanie (Little Mel), and her 5-year-old son, Bobby, had left an abusive husband. They had sought refuge with me in my home. I, of course, agreed to let them stay in my spare room. It was so depressing to see a cute little girl like Mel hurting both physically and mentally. In addition to her face, Mel's husband, Rob, had bad...

The Diary of Jewel Delacroix Ch. 21

by BJGoodhead on Jan 20, 2020
Transgender & Crossdressers

The following contains themes of forced feminization, reluctance, non-consent, and other adult topics, so before we begin here are the usual disclaimers. This is porn, you must be over 18 to read this. If not, go away and come back when you are old enough. If you are old enough and this style of erotica isn't to your liking, then go find some erotica that is...

Rita & Rhiannon's Bet Ch. 02

by BONNIEBREA on Sep 14, 2017
Exhibitionist & Voyeur

Here is the other version of Rita's Bet that I had mentioned I was working on. When I had first though about the premise for Rita's Bet I was undecided about where to take the story. There were two possibilities that appealed to me. While writing the first idea (published as Rita's Bet) I decided to write the second premise too when I finished, and this is t...

The Yes Girl Ch. 02

by sin138 on Sep 14, 2017
Exhibitionist & Voyeur

Please be warned that this story is quite dark and mean-spirited. While no pain or torture will be depicted, this story contains sadistic characters that have no respect for the protagonist. This continuing story will not end well for the main character. I do not condone the actions shown in this story, fetishes aside. If these don't bother you, then I hope...

Last Week of School Pt. 02

by andrewmoocow on Oct 8, 2019
Exhibitionist & Voyeur

My name is Amber Martinez, a freshman student at J. Oscar University and a member of the nudist sorority Alpha Zeta Zeta. Last you all heard from me, the girls and I were invited to a swinging frat party where we met another sorority that we got into nudity just like us. The next day I decided for the second day of the final week of school, I was gonna go...

A Saturday of Cheerleader Pleasure Ch. 03

by mrsterygor on Sep 18, 2017
Erotic Couplings

'A Saturday of Cheerleader Pleasure Ch. 3' is a continuation of 'A Saturday of Cheerleader Pleasure' Chapters 1 and 2. If you have not yet read those stories, I advise doing so before you start to read this story. This is an erotic fantasy. It is a work of fiction. Any characters or events related to real-life people or real-life events is unintentional and...

The Humiliation Of Jen Ch. 01

by Alfamann on Sep 16, 2017
BDSM

Author's note: This story has been written at the request of Jen. She does exist, lives in Louisiana, and Uncle Jimmy also really exists. However his shenanigans are purely the figment of Jen's very fertile imagination and the author's wayward sexual deviancy. Jen wants a slow build up in the story, so what Jen wants, she gets. I need to point out that thi...

No Room at the Cabana Ch. 02

by TexRiffraff on Sep 26, 2017
Exhibitionist & Voyeur

(Author's note: this is part two of a continuous story. It will make the most sense if you read Chapter 1 first.) : : : : : H O L L Y : : : We spent Saturday morning sight-seeing. After a late lunch, we found ourselves back at the pool. Taking off my clothes in front of other people still made my head spin, but I wasn't nearly as uncomfortable as yesterda...

The List Ch. 04

by handsomeyetnice on Sep 25, 2017
Erotic Couplings

Monday at school, everything was instantly different. To be frank, it was like Rick and I traded places in our school's pecking order over the weekend. Everybody knew what happened in the bathroom. I fucked the virgin head cheerleader at homecoming, and, what's more, I did it well. Everybody was also saying that Rick fucked her later that night and it was s...