Cum On Boots Stories

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Infinite Scroll

Kitty Pimps out Her BootBoy Ch. 03

by KittyZateez on Jul 31, 2018
Fetish

Author's note: This is the third and last installment of how I pimped out my bootboy to one of my friends. It was written with his assistance as a ghost writer and is from HIS perspective, although I made lots of detailed enhancements. It was a bit odd putting myself in his shoes, as I am always writing from my own female perspective. But I think it turned...

Farm Fun

by Goldeniangel on Sep 13, 2017
Interracial Love

Peter laughed as he watched his girlfriend Kim running through the cornfield away from him, it just looked so much like something you'd see in a porno film. Not only was she a total hottie, but she was full-blooded Korean and dressed up in country gear... short daisy-dukes, cowboy boots, and a plaid cotton shirt that she'd tied up under her small breasts. Wi...

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...

Hermaphroditus Awake

by AlinaX on Sep 25, 2017
Transsexuals & Crossdressers

Every year, I take a two-week holiday in Greece with my friends Nina and Spyros. The three of us were almost inseparable at university, sitting together in lectures, spending our nights together. For me it was never about romance, just the freedom finally to have as much sex as I wanted with whoever I wanted. Being in a friendly, poly relationship allowed bo...

It Started with the Shoes Pt. 02

by onedreamer56 on Sep 15, 2017
BDSM

It has been eight months since my wife decided she needed a pair of expensive 6" heels. Said she would give me anything to get them. She had ended giving up her bras and gotten permanent nipple piercings. She wore the heels a while she then threw all her other shoes out. She was wearing them 24/7 loved the hell out of them. She had gone on a diet and lost...

Recruiting of a Sissy Maid Ch. 12

by Sissy_Chantel on Nov 23, 2017
Transsexuals & Crossdressers

Chapter Twelve: Chantel's First Night as a Club Dominatrix [One week after the dinner time encounter with Carl]. Carl in conversation with Barlow revolves around modifying a room in the complex into a Dominatrix play room/dungeon, for Carl's new girl to expand her role as to being a tranny dominatrix. Carl asks, "Barlow how is the Dominatrix room coming a...

Emily's New Boots

by Emilyplaying on Jun 24, 2019
Loving Wives

Editor's note: this story contains scenes of non-consensual or reluctant sex. *** I bought a new pair of Fluevog boots in Boston in April whilst on a business trip, they were well over $400, you can't get Fluevogs here in the UK. I wore them out that evening whilst eating & drinking with colleagues. I got a little tipsy! When I got back to my room, I und...

The Boss

by painaporo on Sep 11, 2017
BDSM

Things had been getting difficult at work lately. The open planned office was awash with fear. Ten people were made to go last week; the general consensus was that more would be following. It was such bad timing - I'd only recently bought my house. At twenty eight, I thought I was doing ok. I had some savings and I knew I couldn't stay at my mother's for the...

Kelly’s Boots Pt. 01: Two’s Company

by MarksAdams on Jul 14, 2020
Fetish

Kelly straddled Shaun's face, lowering her head down to his hard cock. She took the tip of Shauns cock on her mouth. Swirling her tongue playfully round the head. "Mmmm" she moaned as she took as much of Shaun's perfectly sized cock into her mouth as she could. She felt her fanny being worked by Shaun's tongue. Shaun's hands were wandering up and down th...

Tony

by sexy_nimph on Sep 16, 2017
Letters & Transcripts

Tony: 'It's a nice restaurant so I think I'll wear a dark suit, blue dress shirt, and tie, what kind of underwear should I wear? Boxer briefs? Bikini? Thong? Panties?' Alicia: 'Nothing. I want to be able to get to you. I think you should pick my cloths' Tony: 'What are my options? Well, black boots, just below the knee, of course' Alicia: 'Of course'...