Cheerleader Bondage Stories

20,280 results
Orientation
Length
Source
Infinite Scroll

Pushing Limits Ch. 10

by Buffy_kgg on Sep 18, 2017
BDSM

This time is different, we got into robes, kicked off our shoes, and I remembered I hadn't eaten all day (never did finish that bagel) so Jeannette brought me a sandwich so good I almost proposed. The Final Task... "You should be proud of how you pushed yourself. Most quit long before they get to the final ritual." Madame addresses only me. Jeannette and n...

Suddenly Daddy

by grimbous on Apr 10, 2018
Bisexual

(Three things before I start this twisted tale. First, I started this over on my Patreon page and I wanted to thank my awesome patrons for supporting my stories. Second, I want to give credit to the one and only Incase for the cover art which I swiped from his comic Spicing Things Up. Finally, if the cover art isn't warning enough, take note of the category...

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Mum's Friends Ch. 01

by Jack1107 on May 15, 2018
Mature

Paul had been on holiday for the last two weeks in Tunisia with his girlfriend, Kay. It had been a very relaxing fortnight. They had swum, sunbathed and had lots of sex. Kay was an excellent kisser; Paul loved to kiss and cuddle with her. Paul had dropped Kay at her house then driven home to his home. Paul was twenty-six and still lived with his divorced mot...

Deprive Me of My Senses

by Phils08 on Jul 18, 2018
BDSM

I sit alone, nervous in the hotel room, mentally preparing for a night I've been craving for years. Dressed in a thin blue chemise, clinging tightly to my skin, I pull a silk robe over me, covering myself for your arrival. My hair is curled around my face. My makeup is heavy, dark around my eyes. I have already prepped the room for the evening - champagne on...

Catcher Culture Ch. 09

by Sputnik57 on Jul 31, 2018
BDSM

The lady driver of the school bus had no qualms in allowing both Penny and Cindy onto her bus; the two mature woman had been most persuasive and generous, in asking her to simply allow them board, then have her close the door and drive off, only to let them alight again just 50 yards down the road. Penny and Cindy highlighted their ascendence to the bus amid...

Transgender Avis's Incredible Power

by justincbenedict on Jul 4, 2018
Transsexuals & Crossdressers

Skokie, Illinois, 2009 Aiken Aycock was sad to be losing her brother Aiden to the operation. He was a great guy, but he gave Aiken the beatings and torture she needed. But he'd finally gotten the money to do the big change. Aiken had really enjoyed supporting Aiden, letting him live in her apartment...stripping naked when she got home, and taking a few fro...

Betty's Blog of Bound Boobies Ch. 01

by qexiqex on Jul 31, 2018
Fetish

Boobies. She loved the sound of that word. Ever since she grew her pair, she was utterly fascinated by those strange wonders of nature. Betty looked at the glowing laptop screen in front of her. Her new project was shaping up well. Her first, personal blog. She wanted to try that for ages, but never knew what she should write about. But that question was fi...

The Cat and the Kitten Ch. 08

by GoldRogue on Aug 21, 2018
Erotic Couplings

Brad found the hotel that Lauren had texted him on and parked. With a beating heart he nervously made his way into the upscale hotel and went directly to the elevators. He was apprehensive about the whole bondage thing but, if it meant he was going to fuck that amazingly beautiful woman, he was prepared to do whatever it takes and whatever she wanted. He was...

They Understand Each Other

by HappilyLockedMan on Jan 30, 2018
BDSM

It is highly recommended that you read "the Misunderstanding" before this story. The first story gives important history to fully appreciate this new story. ***** Phil was dissatisfied. But why? Now that he was living with Mary his life was much better than before. He was finally getting the bondage he loved, he was getting the spankings he craved, he ha...

Squelch or Three

by agathabagshot on Feb 6, 2018
Group Sex

As I sit here at my kitchen table on a Sunday morning listening to eastern mystical music and typing I couldn't be happier. (perhaps I shouldn't shatter the illusion...no, honest, I'm writing longhand by candlelight for later transcription to 'type' by my faithful slave Minx. Sitting here in my boned under-bust Fairy Goth Mother corset, fishnets, and faithfu...