Cheerleader Bet Stories

69,749 results
Orientation
Length
Source
Infinite Scroll

Tom & Sue & John & Debbie Ch. 04

by Reversecowgirl2014 on Sep 26, 2017
Novels and Novellas

If you haven't read Chapters 1 through 3 yet, I suggest you read them first to pick up details not included in this chapter. * * * * The phone rang and Dad said, "Sue, its Tom." Suddenly I realized I was only dreaming—Christmas was still three weeks away! I answered and told Tom, "I just had the most horrible dream—I was pregnant and it was Christmas Da...

Sweet Little Danielle - Football

by TheSparkZone on Sep 18, 2017
Exhibitionist & Voyeur

My cheerleader friend, Vicki, is one of the best looking and most popular girls in our high school. I, on the other hand, have always been a member of the nerd herd or geek freaks. It's not that I'm unattractive. I just have a high grade-point-average and the guys I hang out with would rather write a computer program than pass around a football. However, I...

Becoming Cassie Ch. 07

by TGJamie on Sep 25, 2017
Transsexuals & Crossdressers

This was harder than I thought. I was trying to live as Matt and keep my thoughts focused on school, sports and life in general. Yet at the same time I couldn't wait to be Cassie. And now there were all kinds of Cassies. There was the Cassie in my mind who was happy just to toss on a pair of panties under some jeans and go throughout the day as Matt. The...

Halloween Surprise Pt. 02: Emily

by JOHNKEY2222 on Sep 15, 2017
BDSM

'God my bum's stinging' I squealed through gritted teeth, I jumped up clutching my burning bare cheeks in both hands, vigorously rubbing my tender bare ass, oh, that feels so much better rubbing my poor stinging bum cheeks... Oh no, I just realised, too late, holding my bare ass cheeks and rubbing them will have given Danny a good look at my bare hole and p...

A Cheerleader Next Door

by SxxyLyssa on Sep 25, 2017
Erotic Couplings

I sighed and picked up the box cutter, deftly slitting the packing tape on the last box of the worst moving experience of my life. We, my wife and I, had moved from the east coast to the west coast for what was supposed to be a better job opportunity for the both of us. Outside, it was raining profusely and the weatherman was predicting more for the next thr...

The Humiliation Of Jen Ch. 08

by Alfamann on Sep 13, 2017
Exhibitionist & Voyeur

Recapping the characters: My Ma, Pa, older brother Jethro and younger sister Trixie My Uncle Jimmy & Aunt Shirley, and their 2 sons, Stan & Billy My cousin Dirk My boyfriend Bobby Sonja, the bitch cheerleader * I could not believe I was sitting in my cousin Stan's car with my dress hiked up around my waist and my pubes on display. I could not comprehe...

Love, True Love

by Joesephus on Sep 17, 2017
Non-Erotic

I would like to thank Erik Thread, and techsan for their help in editing. I apologize for the mistakes I've made since they last saw it. * As the handsome young couple walked hand-in-hand down the hallway, an old woman called out, "Oh, what pretty flowers. Who are they for? If you're not in a hurry could you stop for a minute and visit with me? I never h...

Where’s My Bride?

by clinton09 on Sep 13, 2017
Loving Wives

Where's My Bride? [©2010 BY CLINTON09; ALL CHARACTERS OVER THE AGE OF 18; NO EVENTS DESCRIBED ARE TRUE; STORIES HAVE A 'HARDER EDGE' THAN MOST; BE WARNED; HERE BE DRAGONS] [This story is fictional and is not meant to comment upon any book, real or imagined, that may or may not appear to be cited. It is not implied that any book supplies wrong or mis-inform...

It Happens Now and Then

by tabber on Dec 24, 2019
Erotic Couplings

"Okay," I told myself. "The road is straight for miles. I can close my eyes for five seconds. That's all I need." That's where I was. That's the shape I was in. It was past midnight and I was half an hour from the nearest town. I was in the middle of deep, East Texas on a blacktopped road between the pine trees. I was beyond exhaustion. I badly needed sl...

The Double D's Play D&D

by GeorgeTasker on Nov 4, 2019
Humor & Satire

“As you all should have learnt in this class, we live in a multicultural society,” droned Mr Bartholomew, the Downtown High social studies teacher, in his usual boring monotone. “For this weeks homework I want you to select one culture and spend some time immersed in the culture. I want a five hundred word essay on your findings by Monday.” There was a groan...