Riding Boots Stories

87,337 results
Orientation
Length
Source
Infinite Scroll

La Contessa Ch. 19

by SlaveNano on Dec 11, 2018
BDSM

Chapter 19: La Contessa's Arrival Later that morning Julia summons me and the other staff. La Contessa has arrived earlier than expected; she's been spotted in the distance riding along the sweeping avenue leading to the hunting lodge. Julia hurriedly assembles the domestic staff to greet her. It seems she has taken two horses, one for herself and another f...

Technique

by Saucyminx on Sep 1, 2017
Humor & Satire

Author's note: Warning! Danger! No actual sex in this story. It's all smoke and mirrors, but fun nonetheless. Thanks! SM I stopped to pick up a few things after work; my sweetie had lost her bet and I was feeling "experimental". Since I was now attached, I spent a lot less time at the Come Here Kitty Adult Book & Toy Shop than I did before. I was in the lub...

Stable Boy Ch. 01

by MissLisaJones on Sep 13, 2017
BDSM

Dedication This story might never have happened if it weren't for the help and encouragement of Miss Worthing's biggest fan. At each stage of the process I was never let off the hook, I was cajoled, encouraged, bullied, pushed and pulled until this story became the best it could be. Many of the plot twists were suggestions and, in a very real sense, this st...

Prisoner of War 1944

by hornet66 on May 21, 2019
BDSM

It was the winter of 1944; I was an Army Air Corps P-51 Pilot providing air cover over the mountains of France protecting bombers going in and out of Germany on Raids. After a successful mission, I was heading back to my base when two FW190's jumped me. I took two shots in my engine and started to lose altitude with the engine on fire. I slide back my canopy...

Sissy and Missy

by ChristopherDB on Feb 12, 2019
BDSM

Copyright 2019 Christopher D.B. * The central vacuum system made barely a sound as I made my way through the apartment. It was spacious and occupied the entire third floor. Although fully furnished and containing some of Countess Tori's personal items, she only stayed here a few nights a week. My feet were hurting, as the toe box on my pumps fit a little...

Horse Play

by MrVid on Sep 13, 2017
Romance

Vanessa had returned from finishing school in grand style. Father had showered her with gifts and treated her to a lovely weekend in the city. The only detail left was her coming out party, which Mother had been planning forever-or at least it seemed that way. She had been hearing about Mother's coming out party since she was a child. Positively EVERYONE agr...

A slave's Motorcycle Diaries Ch. 01

by Doggy4Mistress on Sep 13, 2017
BDSM

It's a beautiful Sunday morning and slave is excited. Because on Sundays, his Mistress goes for a ride on her motorcycle. And this Sunday, Mistress has promised to take him along. Slave has hardly slept at all that night, because he was sleepless with anticipation. He is waiting for his Mistress to come out and summon him. After what seemed like an etern...

Teaching My Boss a Lesson Ch. 02

by sexymistress6969 on Sep 16, 2017
Transsexuals & Crossdressers

(note this is the second chapter to a previous story) * Jess pulled the car into the parking lot of her apartment building, flipped it into park and turned the car off. She turned to look at the slut sitting next to her. "Alright slut, time to face the music. We are going upstairs but Mistress needs to make sure everything is in place for her slut." Jes...

Susuruss Pt. 17-20

by Macjay on Aug 18, 2017
Fetish

Part XVII The next several days saw Kate and David following a traditional tourist route through Stonehenge, Bath, Stratford upon Avon, the Peak District and York. For the most part they had stayed in bed & breakfast inns and country pubs. They tended to prefer the latter as it placed them in contact with the local people. It amazed Kate and David that they...

Ms. Webb's Equestrian School

by Georgeslut on Sep 14, 2020
BDSM

The manager of the equestrian college was confused. He'd seen Lulu, the stable-girl, busying herself by the new stable block earlier, but now he needed to talk to her about something, she was nowhere to be seen. Entering the low building, he thought he heard a suspicious noise. Creeping further in, he headed for the tack room. What he saw through the sligh...