Cruel Boots Stories

52,836 results
Orientation
Length
Source
Infinite Scroll

First Time Sharing My Sub Pt. 02

by DsCouple1985 on Aug 24, 2020
BDSM

This time it is late, when the two of us come back from the party, our second visit after our session in the cabin. We walk hand in hand, stopping to kiss before we start crossing the yard. Her mouth tastes like lubricant and cum. Mine, this time. I feel myself stir again, despite the two previous orgasms. I am hungry to take her, or to reclaim her, to be m...

To Serve Her Pt. 03

by skinnysailor on Sep 17, 2017
BDSM

Just after Labor Day Beautiful Mistress took me to Her dressing room and supervised as I packed bags for both of us. She didn't tell me where we were going until we were out on the highway. She's rented a cottage on a small lake for a week's vacation. With school back in we had the lake to ourselves. Two lovers away from the hustle and bustle. Perfect autumn...

The Keyholder Ch. 10

by AndreaJordan on Dec 11, 2018
BDSM

Amy was trembling as she hurried to the train, her leather boots clipping loudly, and her white cotton trousers feeling warm and tacky as they stretched to contain her long striding legs. Ben had slipped the only key to his ankle shackles somewhere inside her trousers and she hoped like hell that the key was still in there. If not, Ben was fucked. She slippe...

Fox Ch. 02

by Scorpionic on Sep 17, 2017
BDSM

As she neared him his stomach knotted, again, as his cock hardened even further. He could not take his eyes off her. She moved, gracefully, and with great purpose towards him, the long velvet cloak falling away from her shoulders and eventually down to the floor in her wake. She reached up to ruffle her hair, as he had seen her do so a thousand times already...

Piff and the Bed-wetter!

by justincbenedict on Aug 7, 2019
BDSM

"Maybe plastic pants would help," Epiphany said to my father, as I stood there, pants around my ankles, having just had yet another whipping for bedwetting. This time, in front of my college crush! I love Epiphany so much. We call her "Piff" for short at Buttermilk State, and she is easily the cutest girl in the junior class. Because of Father's rules, f...

Becoming Bree Ch. 08

by BrettJ on Sep 13, 2017
Erotic Couplings

Although she was by no means a poor girl, her father having left her well-provided for, Sabrina told Tera over breakfast one morning that she wanted to get a job. She wanted some spending money, she wanted to stop sitting around the house -- so to speak. Eyebrows raised, Tera said to her playmate, "Bored honey-bunch?" Sipping her coffee, Sabrina nodded. "I...

Leia's Discovery & Zekk Two Pack

by HandcuffGirl on Sep 13, 2017
Celebrities & Fan Fiction

Authoress's notes: This story is a sequel to Jaina's Discovery, and takes place later the same day. In that story Jaina Solo discovers a Jabba the Hutt Slavegirl Outfit that her parents had purchased for a roleplaying session. Jaina tries on the outfit, and gets stuck in it. Lando then shows up, and the two race to free her before she is discovered by her pa...

The Getaway Ch. 01

by duck12345 on Sep 14, 2020
Fetish

Chapter 1 - Solitude Finally. A week away with the woman he loved. A week alone together in the wilderness, spending every moment with one another. Larry couldn't help but smile, and nod his head to the music whilst he steered their car along the shaded forest road. Everything was perfect. Well, almost perfect. He sniffed and wrinkled his nose. "Heather,...

Oriental Angel

by Shadow Dancer on Aug 18, 2017
Fetish

It was just another balmy August night and there I was rambling around downtown, restless as ever. Movement alone had the power to calm my scattered mind. Though solitary, I was not completely alone there, on dry dark streets. Occasionally I came to witness some other poor soul wanderer who seemed just as restless as I. the same dead stare which sees nothin...

Reinforcement

by skinnysailor on Jun 19, 2018
BDSM

I feel so elegant and sophisticated. My red hair has just been styled. I'm wearing my sexy spiked heels with the rhinestones that bring me up to five foot four. My shoulder-less red velvet gown is hugging my trim body to just above my knees where it flares out so dramatically to my ankles. My diamond necklace, pendulum earrings and two diamond bracelets, one...