Cruel Boots Stories

52,836 results
Orientation
Length
Source
Infinite Scroll

Mistress Angel Lets Him

by rickyc on Sep 12, 2017
BDSM

I am kneeling on all fours like a well-trained dog. I am wearing my slave outfit, which consists a collar around my neck, ankle cuffs which are attached to a 50 pound ball and chain, and a translucent cloth that is tied around my waist and barely covers up my hard on. Mistress Angel enters the room, and I can't help but utter a soft moan of lust from my li...

The Devil's Mystery Box

by bbcummings on Jan 30, 2019
Fantasy

Author's note: My idea is for the stories to mostly be 3rd person. However, this section basically has to be second person, so bear with me. *** The box you found was peculiar. Usually, a box didn't come with strange markings. It wasn't made out of exotic materials that seemed to defy normal physical behavior. Boxes were usually cardboard or wood. They held...

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The Dutch Master Ch. 03

by suboots on Feb 7, 2018
BDSM

Gerd loosened off and then untied the ropes that bound my wrists and ankles. I rubbed the marks where the flesh had been heavily indented by their tight constriction, sitting at his booted feet now as he watched me. He clipped a leather leash to my collar. "Whenever you are leashed you will remain on all fours unless told otherwise, is that understood boy?"...

Romancing the Foot

by quebesasuspies on Nov 5, 2018
BDSM

"Open your fucking mouth!" the sensually cruel Mistress Persephone demanded, shoving Her precious toes deep into my gaping mouth. "Lick them clean, it's punishment time," She ordered, alternating between slapping my face and forcing Her sexy feet deep down my throat. My cheeks stung from Her leather gloves, adding to the intense sensations as I orally worshi...

Mistress Ashley Ch. 01

by FanFicWriter on Sep 13, 2017
BDSM

Author's Note: This is my first submission to Literotica. I'm open to feedback about the style and content, as I want to improve my erotica writing. This is just the beginning of a new series I'm going to start. It may not start out too sexy, but my plan is to heavily load on the smut in the next chapter :) * * * I was in a good position. I'd been made red...

Shangri-La Ch. 02

by daxg2001 on Jul 10, 2018
Celebrities & Fan Fiction

WARNING: The following is a work of erotic fan fiction, the events of which are completely made up and did not happen, and is no true reflection of the characters, video games, franchises, historical events etc depicted or referenced within. Fantasy is legal. This material is unsuitable to be viewed by those under the legal age limit of viewing pornographic...

BluBalls for Kitty's BootBoy Ch. 07

by KittyZateez on Apr 3, 2018
Fetish

I was teasing my BootBoy in my slutty pink outfit; this look was so girly and feminine in appearance, but the ball-busting behavior on my part was quite contrary to the visual image I was presenting! And I had just discovered the thrill of one specific role play technique I was instantly beginning to enjoy - ordering him to touch my boots but not letting him...

Mistress K Letters 06: Abduction

by Sexykit on Oct 6, 2020
BDSM

Slave Do you feel scared, little sub, to wake up in a strange room, bound so tightly and with no memory of how you got there? Are you confused, disoriented, trying to piece together what happened to lead to this? Are you desperately trying to take inventory of your naked, restrained body to see if you can tell how you may have been violated or abused when y...

In Need Of A Bitch Girlfriend

by ChickenchChowMein on May 8, 2017
Fetish

This is under new management, feel free to add and comment. Somehow, there are a new set of rules to be taken in count: 1.- MC will never enjoy, get used to or like the flavor of semen. 2.- Absolutely no men in diapers. Women can wear them. 3.- Almost anything is allowed, except underaged characters, bestiality, guro (you know, main rules), chastity devices...

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Cowboy Matt and Mary-Lou Ch. 02

by muscularcowboy797979 on Sep 16, 2017
Mature

Inspired by Matthew McConaughey in "Magic Mike". Continued from Cowboy Matt and Mary-Lou Ch. 01... Hobbling on her cane with one hand, and using the mop as another cane with the other, Mary-Lou disobeyed Earl's orders and made her way backstage. She couldn't believe how sleazy backstage was: the muscular studs in leather or uniforms, the slutty female st...