Cruel Boots Stories

52,836 results
Orientation
Length
Source
Infinite Scroll

It's Cold Inside

by istanbulnoir on Sep 2, 2017
Erotic Couplings

The darkest terrors are within usBy the pricking of my thumbs, something wicked this way comes. Shakespeare: Macbeth, Act 4, Scene 1. * Witches, vampires, succubi, cold cruel women, femme fatales, the tart with a sliver of ice in her heart; those are what comes to my mind when I think of Halloween. And today is Halloween, so my mind is even more than usu...

Mistress Myriam of Buttermilk Falls

by justincbenedict on Sep 15, 2017
BDSM

Chauncey Nodalsky looked desperately at Myriam's breasts, poking as they were, nearly falling out of her little corset. "Okay, Grandma...I'll think about it. Yeah, I love Uncle Gideon, but Buttermilk Falls is a little too boondocky for me, like, no offense. Love you, bye." Myriam stroked Chauncey's cock as he knelt naked on the bed, his hands tied snugly to...

No Longer a Game Ch. 03

by GothicGaGirl on Dec 29, 2017
Sci-Fi & Fantasy

Chapter 3 - No longer a Game Natalie awoke by someone shaking her and calling her name. She was disoriented and nauseous. The last thing she remembered was the chemistry professor setting the mood for the night's game and then he started to speak in a strange language, the smell of an assortment of exotic scents filled her nostrils, the bright flash of ligh...

A Different Kind of Roleplay

by Outsider1505 on May 12, 2020
Fetish

It was a rainy Sunday afternoon, with clouds filling the sky and the sound of video games filling the messy apartment. Shawn was in the middle of his fourth straight hour of gaming when he heard the front door open and footsteps come up the steps. Given the day and the time, there could only be one person coming inside, and that person was Becca. They'd me...

NYRR Inc.: The Quarry

by CarlUrvile on Mar 7, 2018
BDSM

Amanda had already spent 4 days at the NYRR facility working in the Inmate brothel. It was exactly as degrading and humiliating as it sounded. She spent 18 to 20 hours a day on her knees, all fours or back servicing the guards and overseers. The positive to her predicament was she was given a few days to gather information and learn more about her precarious...

Training Wheel

by Boxlicker101 on Sep 17, 2017
BDSM

CAUTION: This story is nothing like my usual tale of mutual sexual pleasure among happily consenting adults. It is the story of the abuse of an innocent young woman by her cruel abductors and, if this kind of thing bothers you, you are perfectly normal, but might be well advised to read no further. On Monday morning, Cynthia and Melissa Raleigh reclined on...

Torrid Lady Victoria Ch. 05

by 123z on Feb 25, 2019
BDSM

Kent, September 1921. xxx When her Ladyship, Victoria Ponsonby Smythe, looked back on the last five years she had to chuckle. What had been a spur of the moment event, her bare handed spanking of a clumsy maid in her service, had actually been a life changing moment. In a loveless and sexless marriage to sixty year old Lord Henry, the now forty year old we...

Would Like To Meet. No Strings Ch. 05

by nortythorts on Sep 15, 2017
Mature

Although some people clearly don't like slow build-ups and tease I am gratified by the feedback to some of my stories that other folk really like them. I have tried to cater for both in this chapter as I build up to the next chapter(s?) which will bring Joan's tale to a climax. Partly for my own enjoyment and partly to help the story along I really do like...

New Tattoo Pt. 03

by Outsider1505 on Sep 14, 2020
Fetish

As much as I wanted nothing more than to go back to the shop and get some new ink, or even touch-up my current tattoos, life seemed to have different things in mind for little ol' me. First off, less than two months after my last 'appointment', I lost my job. It wouldn't have been so bad except I'd been there for several years and really hadn't considered...

Amy's Bitch Ch. 03

by vainvanveen on Sep 18, 2017
BDSM

**Author's note: this is a BDSM story concerning a husband and wife who both get sexual pleasure from her domination of him. If that doesn't interest you, don't read this.**      It was summer. The slow death of summer, with the shadows lengthening by the day. Outside, a lawnmower droned somewhere in the warren of suburban streets. The day's heat had dissi...