Thigh High Boots Stories

231,842 results
Orientation
Length
Source
Infinite Scroll

Mistress Myriam of Buttermilk Falls

by justincbenedict on Sep 15, 2017
BDSM

Chauncey Nodalsky looked desperately at Myriam's breasts, poking as they were, nearly falling out of her little corset. "Okay, Grandma...I'll think about it. Yeah, I love Uncle Gideon, but Buttermilk Falls is a little too boondocky for me, like, no offense. Love you, bye." Myriam stroked Chauncey's cock as he knelt naked on the bed, his hands tied snugly to...

Tables Turned Ch. 08

by mw0212 on Aug 31, 2017
Fetish

Chapter 8 – 'Let the Games Begin' Jack sat at his desk, phone in hand, his eyes transfixed to his PC monitor. A small window on his screen displayed the image that was laying less than ten feet away from him. His lips curling up to a wry grin, he started to type. Helena Sharp cautiously pulled on her leather glove. She was nervous because she had never con...

Modern Day Sentimental Education

by djm298 on Sep 11, 2017
BDSM

The cars began to arrive, one by one, in the horseshoe shaped driveway. Exiting from BMW, Mercedes, and Lexus sedans in the crisp January air, the middle-age couples walked to the house. Chris recognized them all. Most had known him since he was a little boy. His parents had been socializing with the same crowd for years. He rarely paid much attention to the...

Abduction

by Theguywhowrites on Sep 16, 2017
BDSM

I was took out from the van by two women. They both wore latex nurse outfits, thigh high boots and black latex gloves. They dragged me inside the mansion and as we walked along the hallway. I saw various paintings on the wall and a few men giving blowjobs to women who wore strap-ons. We stopped at a wooden door. The redhead opened the door and they dragged m...

My Son's Roommate

by unfaithfulmilf on Sep 13, 2017
Interracial Love

28-34. My husband is a Sr VP for a fortune 500 company and travels a lot. Recently he left on one of his week long trips. I decided to visit my son at his college, where he is a senior. I took a hotel room near his apartment. He and his roommate talked me into going drinking with them. His roommate is also a senior and a linebacker on the football team (a ba...

Ms. Nolwick's Writing Class

by nolwick13579 on Sep 13, 2017
Anal

Ms. Nolwick was my personal narrative professor in college, and she was the sexiest woman I've ever known. My first few days in her class I was disappointed. I was only taking the class to fulfill some bullshit requirements that had nothing to do with my major, but at least the assignments were pretty open-ended, not rigid and annoying like in high school....

Leather Shemale & Leather Wife

by LeatherKev on Sep 19, 2017
Fetish

I have always loved seeing others wear leather. I, too, love to wear leather and have a growing collection. I can't remember when it started but it seems I have always had this fetish for leather. During my first job out of college, I met a lovely young woman named Mikky. She was beautiful. Long dark hair, blue eyes, and long legs. All I could think of was s...

The Mistress Files Ch. 01

by rocketskate on Jul 15, 2020
BDSM

This story comes from a few years when in my late twenties I did a little bit of escorting and pro domming. This is a tale from one of my meetings as a pro domme with a client. Seeing a regular client was always a preference for me. For a start with pro domming I was quite picky in who I took on as a booking. Regular clients were also more fun as you could...

Sam & Jenny Ch. 4

by SamandJenny on Sep 17, 2017
Loving Wives

Chapter 4: D-Day Jenny and I continue to have a newfound love and attraction to each other since the start of our sex games two weeks ago. Reflecting back, I can't believe how a trip to the strip club could change our hormones as much as it has. From Kelly, better known as her stage name Ginger, dancing for Jenny to our massage last week that ended in anal...

The Meet Up

by FamiliarEnough on Sep 13, 2017
Erotic Couplings

It was the end of January and by sheer luck a full 24 hours of sunshine had burst through the sky in Toronto melting most of the ice and snow away from the sidewalks, outside of the large black piles stacked up next to the roads from an immense snowstorm less than a week ago. I walked out of my hotel as gingerly as possible in the 4" black, knee-high, stilet...