Cruel Boots Stories

52,836 results
Orientation
Length
Source
Infinite Scroll

The Fifth Ch. 10

by OneWhoAdores on Sep 14, 2017
BDSM

10. Slut's Night Out The next day everyone, with the exception of Jared who hid it well, was in excellent spirits. There seemed to be a bit more bounce in everyone's step and a palpable sense that a cloud of some kind had begun to dissipate. At the slaves' supper that evening Michael approached Jared in his corner and 'suggested' that he join the rest of th...

JB's First BJ

by DiggMe on Sep 1, 2017
Group Sex

JB called me, frustrated. That was nothing new, JB is always frustrated. JB's sex life sucks. Well so does mine. I fixed drinks while I waited for JB to show up. I figured we would need a drink today. "I want to suck a cock so bad" were the first words out of JBs mouth. "Hello to you too" I responded as I passed a drink over. "Thanks." JB took a drink an...

The Making of Meaghan Ch. 04

by ms_599 on Apr 10, 2018
Transsexuals & Crossdressers

CHAPTER 4: Daytona After a week of rising early and having to give Dave a blowjob, I think he realized I was confused and depressed and that's why he got my motorbike out of storage and reinsured when spring rolled around. I used to love motorcycling. I had a dirt bike as a kid, and graduated through various models over the years. I was drawn to sport bikes...

Booby Trap

by oggbashan on May 1, 2018
Fetish

The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. This story is set in the 1960s. +++ I like big breasts. Since I was adult I was attracted to big...

The Alphabet of Love Ch. 10

by igottapussy on Sep 17, 2017
Non-Erotic

I sat on the edge of the bed and ran my hands through my hair, frustrated. I loved being here with Derek. It felt right in so many ways. I could even see myself in his house in Boston; he'd shown me pictures of it. A white colonial, New England issue, with big, airy rooms and the funky decorating style of Brenda, an art buff. His wife had gone back to work a...

Forced to Finish the Job Ch. 01

by milfleglover on Sep 25, 2017
Mature

Gary Thomas heard the knock and ignored it. The night before had been an epic drunk at a friend's house. He had no idea what time or how he made it back to his apartment across the college town. All he knew, or could vaguely remember, was that he hit on any woman within reach that night and failing miserably, somehow made it to his shitty little one-bedroom...

For Old Time's Sake

by TheMadSonneteer on Sep 2, 2017
Erotic Couplings

Reaching the third floor, Suzy opened the door and stepped into the darkness. It swung closed behind her, eclipsing the light coming from the stairway. Standing in the near black for a few moments, she collected herself, took a deep breath, and walked toward a stool placed against a brick wall on the far side of the loft. Two spotlights mounted on the ceilin...

A Slave Obeys

by ifyoucanmakeme on Sep 12, 2017
BDSM

I sit on the bus like a frighten animal. Outside the cold air licks the windows and condenses my breath into fog against them. The butterflies in my stomach are fluttering so fast that they must be trying to kill one another. Surely I'm stupid, nothing about my plan bears any intelligence, yet I can't get myself to pull the cord and hop off the bus to go hom...

Just Good Friends

by Storm62 on Sep 12, 2017
Romance

When I posted my latest story I saw that I had never posted this one before. They have similar themes but this one is much older. I was challenged to write it without contractions, but it didn't look right so they went back in (mostly!). **************** I had known of her for a long time, we lived in the same area as children, went to the same schools, ev...

Buckle Bunny

by rockandroller on Sep 12, 2017
Erotic Couplings

Here's one for all you cowpokes. * I'll never forget the first time I heard about them. I was just a teenager and my dad had taken us to the rodeo. I'd learned what the fairer sex was not long before, and I couldn't help but notice this pair of young girls who were hanging out over by the gate where the cowboys exited after their rides. They were cheering...