Cruel Boots Stories

52,836 results
Orientation
Length
Source
Infinite Scroll

A Spider's Web Ch. 08

by Lithium_hobo on Sep 26, 2017
Celebrities & Fan Fiction

It was usually the cold air that woke him up, and if not that then a hot body grinding against him. If he was lucky, it would be Mary Jane; at least then he didn't feel guilty. However, it rarely was her, and when it was Black Cat would be watching nearby, mocking the red head's "poor performance" and pulling her off so she could finish the job herself. Spi...

Trapping Rats

by rbrbill2 on Dec 24, 2018
Fetish

Chapter 1 The apartment was perfect! It was a nice upgraded one bedroom place in an older neighborhood near the Concord BART (Bay Area Transit System) stop. It made for an easy commute into the city. She could enjoy the fun and excitement of San Francisco without the super high cost housing. In fact this place was a great deal, under $1,000, which was next...

Things Her Husband Won't Do

by KentPreble on Jan 8, 2019
Mature

DISCLAIMER: All characters appearing in this story are at least eighteen years of age. TRIGGER WARNINGS: drunkenness, feet, bodily fluids, adultery ***** All that was left was the pool table, the TV, the kitchen appliances, and about a dozen bottles of wine. We'd packed up the rest—the furniture, the china, the antiques, all the hunting and fishing gear a...

Cumming to Terms with Her Pt. 03

by contactsteph77 on Sep 24, 2019
Transgender & Crossdressers

Chapter 3 Decisions decisions Oddly the hangover the next morning wasn't too bad. But my little but hole stung a little, I would remember to carry a little tub of lube the next time Victoria went out or be a little less slutty! I entered the living room to find my lifelong friend Mel drinking a coffee and rubbing the balls of her feet. "Babes are your fee...

A Trample Party Pt. 03

by TeroWright on Nov 18, 2019
Fetish

In my confusion and hazy excuse for a thought process, Kacie has returned and is standing inches from my face. I roll over enough to make solid eye contact with her, and she gives me this look like 'surprised to see me again?' What a view from down here! Looking up at Christie and Kacie is enough to make any man blush, skip a heartbeat, forget his name, any...

Superpower

by Talusmanic on Jul 3, 2019
Loving Wives

It was Saturday night, and the usual was happening. Martin was fucking his wife. Shereen was in her usual position, her legs propped up with the pillows. Martin thrust and pounded on top of her, trying to force himself up on his elbows. Martin was staring down into the mattress as he let his ass ride the wave. He loved his wife, and he loved fucking her. He...

A Kingdom for Slimes Ch. 03

by LambentNorth on Oct 21, 2019
Sci-Fi & Fantasy

Elaine was unique among the knights of the realm in that she wasn't required to stay in the shared living quarters of the barracks with the other soldiers. Even though she herself technically wasn't of noble heritage, her station as Prince Stathis' personal champion had garnered her a few privileges that made her the envy of the rest of the palace guard, mos...

The Costume

by thepoisonquill on Sep 14, 2020
Exhibitionist & Voyeur

The shoes complete the costume: tall black boots with sharp stiletto heels, suede that will cling to my calves and shoot up to the bottoms of my thighs. I've been buying the clothes one by one over the past few months. The first piece was the skirt. Dark purple leather with black snakeskin detail, tight around the wast and only a little looser around the upp...

Sharing my Asian Wife Tammy Ch. 02

by AsianAficionado on Nov 16, 2020
Loving Wives

Introducing the Fantasy It had been a week since I had shared Tammy, my beautiful Asian wife, with Richard, a handsome Australian hunk who we had met through an online advertisement. The three of us had spent a wild night together at an expensive downtown hotel. Tammy had been tossed around multiple times between Richard and me, had ultimately been pumped f...

The Gentleman's Confession Ch. 02

by prophet007 on Sep 16, 2017
Novels and Novellas

Originally published in "The Discerning Gentleman's Weekly" Volume IX, number 18 Issue dated March 25th 1896 It has been some days since last I took up my pen to add to this sad and sorry narrative of shame. I could not bring myself to resume the thread, but after days of drink and despair I knew that I must return to my notebook, locked in the drawer of...