Pillory Stories

1,000 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com

Pillory Punishment Fantasy

by Wil68 on Sep 14, 2017
BDSM

I dreamed of having you in the pillory in our dungeon, naked and exposed for my use. Your riding crop is in my hand as I walk into view. You squirm just a little which I love to see. "I told you that I'd punish you if I caught you watching naughty videos and masturbating without me again, didn't?" I asks you sternly. "Yes Sir, you did," you say, sounding...

The Pillory

by rockbohunk on Sep 17, 2017
BDSM

Monica was relaxing in a warm bubble bath on this early Saturday afternoon. Rich was outside working in his shop where he had been spending a lot of his time lately. As she washed her body, she became aroused in the warm water. She played with her nipples, kneading her breasts until her fingers found their way between her legs. She gently parted her labia a...

A Night on the Leash

by Public_Pillory on May 21, 2019
Fetish

Jacob stood in the middle of his living room. His ears strained to listen as he heard Nicole's footsteps fade as she ascended the stairs out of sight. Even though this routine was nothing new, Jacob could feel the budding anxiety and excitement in his stomach. Jacob glanced at the time of his phone, 11PM. Late enough for what was about to happen, but just b...

Humbled at the Pillory Stockade

by reddbunnz on Sep 14, 2017
BDSM

This is Part Two of the Humbled Series. To better understand the characters you should read Humbled first. * Upon arriving home, I was greeted by Mistress Monica at the front door wearing her now normal household attire (stiletto heels and stockings, and nothing else). She quickly told me that she was aware of the new SCA rules, and unless I wanted to be c...

Pleasure in the Pillory Ch. 01

by adoration on Sep 17, 2017
BDSM

It was an advertisement which changed my life. It sent me on an upwards spiral of pain and pleasure from which I never wish to descend. Allow me to introduce myself. My name is Penelope Paulizter, and my parents had a thing about alliteration. Of course, if I had been the marrying kind that could have been ruined unless I had I married someone named Parker,...

Pleasure in the Pillory Ch. 05

by adoration on Sep 17, 2017
BDSM

My ordeal was not yet over, Charisma "staked" me out on the rubber sheet for my final hour's fun and games, leaving the wicked breast "pillory" on me. No sooner had I been pinned onto the sheet than Charisma enjoyed herself licking me to a noisy orgasm, while my employer, Patricia, amused herself by giving me some whip strokes with the little titty torturer...

Pleasure in the Pillory Ch. 03

by adoration on Sep 17, 2017
BDSM

The first week rushed by, with me providing regular research for Patricia to work into her latest blockbuster, an occasional trip to her huge bed for a sexual romp, but mostly it was work, eat, drink and sleep. And speaking of sleep, at nights I often had to finger myself like crazy before drifting off to sleep and dreaming wonderful, erotic dreams about bei...

Pleasure in the Pillory Ch. 04

by adoration on Sep 17, 2017
BDSM

I looked down at my breasts as I stood naked in the lovely little private garden, while my employer, Patricia, and her assistant Charisma, debated how to start my next hour's punishment. My breasts thrust out beneath me like two oversized melons, the skin taut and stretched, veins showing across their voluminous spheres. This was because they were imprisone...

Pleasure in the Pillory Ch. 02

by adoration on Sep 13, 2017
BDSM

My delightful mistress had made a joke about me being a "sucker for punishment". To help underline her point and prove my devotion, I smiled softly and then asked in a quiet voice: "May I have some more, please mistress?" Patricia, one of the world's most famous historical romance writers, smiled almost indulgently at me. "You sound just like Oliver Twist,...

A Little Pillory Fantasy

by hueloovoo on Sep 13, 2017
BDSM

Tonight was the night. In my stomach, butterflies banged heads to the beat of heavy metal music, even as my mind constructed guesses at what it would feel like, to finally... No, I should start further back. My boyfriend and I, we have always been into kinky stuff, BDSM, swinging and even three-or-foursomes. We've shared with each other our wildest fantasie...