Cheerleader Bondage Stories

20,280 results
Orientation
Length
Source
Infinite Scroll

Mayhem at Mardi Gras

by Azrael556 on Sep 17, 2017
BDSM

I wrote the original version of this longhand. It began as a letter to a lady friend while I was deployed on a peacekeeping mission to the former Yugoslavia in 2001. She was a six one redhead ex-model from the Mississippi Gulf Coast that I'd met on a now-defunct bondage personals site. We had our first date the week before I left, and she said this letter ha...

Mistress Chantel, Tranny Dominatrix Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Prefix: Welcome to my next erotic story. This story will be written from the point of view of a Transvestite Dominatrix. It is a new twist in my mindset as I normally identify as submissive and as a sissy maid and slut to a dominant Master. It's my 'kink' but I have danced around in my mind a story from a position of Chantel being a true Transvestite Dominat...

Confused Wife

by Shiela1961 on Sep 26, 2017
Mature

I'm so confused. But I hope that if I write this down, maybe things will get clear. Where to start? Back in high school, I was a cheerleader and the homecoming queen. I dated "nice" boys and was not sexually active. Then in my twenties, I married a very kind man who has been a good husband and provider. What could be wrong? Well, last summer my husband a...

Mistress Z's Game Ch. 02

by Ropesonme on Sep 17, 2017
BDSM

"What do we have here?" My blindfold was removed and I rapidly blinked my eyes to clear them and bring them back into focus. In front of me were three women. The woman in front was tall and slender, with jet-black hair and a face that, at the moment, was exuding disdain for me and probably everyone within ten miles. The stereotype for this look is "frosty....

I Am Jack's Life Ch. 02

by Finis on Sep 13, 2017
Novels and Novellas

Author's note and acknowledgements This story has sat on my hard drive for four years now. I wrote it, all twenty chapters and 95,000 words of it in eight days of a frenzied, near trance-like state, sitting on my couch with my wife's laptop. She would occasionally have to remind me to eat. When the dust settled, and I looked up, I realized a couple of...

Celebrating National Nude Day Ch. 02

by BOSTONFICTIONWRITER on Sep 13, 2017
BDSM

"Okay, who's next? Who celebrated National Nude Day and wants to share their story with the group? Also, let's not forget the rules. You must be naked. It must be sexual. And it must be something you haven't done before." Eddie raised his hand. "Okay, Eddie," said Stan flipping through pages of what each man had volunteered to do in celebration of National...

A Tale of the Technician Ch. 02

by FinalStand on Sep 25, 2017
Group Sex

*Compassion and passion are not matters of gender or preference* We took a shower together when we got to my place. Jamie and I were busy exploring one another with soapy hands when Mom knocked on the door and started to come in. I hustled Jamie behind me so that the shower curtain concealed our outline. "How was the game, dear?" she asked while barely not...

Hailey's Journey Ch. 15

by nanmar on Sep 19, 2017
BDSM

Nick was a one man percussion band today and he was thoroughly enjoying himself. His drum sticks included a wide range of canes, floggers, whips and straps. His instrument itself was, of course, a much modified Hailey. She was naked, as usual, hanging face down, held up by a complicated arrangement of straps and ropes. These held her head up, compressed he...

Getting the GED Ch. 02

by turo69 on Sep 16, 2017
BDSM

Please, in order to have this story make any sense, read Part 1 first, otherwise happy confusion. Maybe it was all due to my frame of reference. Hookers and massage girls don't really give you a deep insight to be able to form specifics. I know I shouldn't generalize, but at least some Asian girls could be pretty submissive for the right price. Except...

Hailey's Journey Ch. 07

by nanmar on Sep 14, 2017
BDSM

The rest of Hailey's week was similar to her second day, except for changes in costume. She wore a Playboy Bunny outfit, or leather corsets or short little cheerleader outfits, and carried out her dusting and serving duties. As long as she obeyed him, she got her reward in the night, when he would give her a nice warm, scented bath, massage her tired body, a...