Riding Boots Stories

87,337 results
Orientation
Length
Source
Infinite Scroll

Handyman Ch. 01

by Horrace_Barrell on Sep 16, 2017
BDSM

To really understand this story you have to go all the way back to the day that dad died. It wasn't just that he threw himself under a train, that was just the start of the nightmare. It turned out he'd been the victim of a con man and, while investing in his fool's gold, he had spent all his meager savings and mortgaged the house to the hilt. This meant tha...

Bootlicker

by GoddessVictoria on Sep 25, 2017
BDSM

BE CAREFUL WHAT YOU WISH FOR. He remembered that later, much later but by then it was too late. By then every semblance of masculinity had been totally stripped away from him. He was no longer master in his own home. How could he have been so foolish? Had there been a part of him that hoped she would find out? He had been so careful, smug even. Why shouldn...

Night and Day Ch. 03

by Mr Robert on Sep 12, 2017
Loving Wives

Don quickly made his way outside and carefully squeezed through the dividing hedge into the Kay's garden. He tiptoed across the lawn and made straight towards the window that Mr Kay had been peeping through earlier. At first it appeared that the room was empty then he saw Beth sitting in a large easy chair. She was staring towards the door which led to th...

Emily and Steve Ch. 05

by Travel_by_day on Sep 13, 2017
Transsexuals & Crossdressers

Emily, my beautiful blonde transvestite girlfriend and I were on our first out of town weekend trip as a couple. Emily had taken me up to a friend's farm, where we were going to go horseback riding. While I am pretty much a city slicker, Emily grew up in the country and had missed getting out and riding. We arrived Friday night, and after an excellent dinne...

Late for Dinner

by Tha_Greg on Sep 17, 2017
BDSM

"I'm home." I called out as I shut the door behind me. It was almost seven; I was late and had neglected, not forgotten-neglected to call, so I was feeling very apprehensive as I returned home today. "Would you please take your boots off in there by the door, I've been cleaning this house all day." Replied my wife, from what sounded like the vicinity of th...

Bait and Switch

by ChristopherDB on Sep 13, 2017
BDSM

Copyright 2010 Christopher D. B. Lana's was packed tonight. A large club that sometimes hosted nationally known bands, Jake had been concerned that despite a strong following, his band wouldn't be able to fill the place. He was also pleased at the number of hot ladies on the dance floor, dressed to impress showing lots of cleavage, and legs nicely displayed...

My Two Bikers

by MLush on Jan 14, 2018
Group Sex

He took me away for a weekend. One of those last minute, let's get out of town weekends, or so I thought. Dan had been talking about taking me to Panama City for ages. He'd been several times for the annual motorcycle rally. I've got no interested in miles and miles of motorcycles and drunk men, but the pictures of the beautiful sunsets on the gulf convinced...

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...

Maidservant and Her Mistress Pt. 02

by floor7314 on Oct 7, 2019
Fetish

That day was also a very cold day like yesterday. It was a special day for two reasons. First of all, the maid was supposed to meet her Mistresses today, and secondly it was Mistress Isabelle's birthday. The maid decided to stay in her cramped apartment and not go anywhere. She was looking forward to the phone from her Mistress inviting her to work at her h...

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...