Pillory Stories

399 results
Orientation
Length
Source
Infinite Scroll

21st Century Subterranean Slavery Pt. 09

by Reavantwo on Sep 16, 2017
BDSM

21st Century Subterranean Slavery Part IX One-eight-six relaxed on her cot, eyes closed thinking about her old man client. "Hey you look too happy this morning." She turned looking at her neighbor One-six-three. You must have had a good night?" "Yes, a short seventy year old homely, nerdy accountant type; I cherished every minute of making love to h...

The Room Down The Hall

by Miss Jane on Sep 17, 2017
BDSM

It's been a few weeks since my stories were discovered by Sir on the Literotica website. As it turned out, Sir and I live in the same city, about 10 miles apart. When Sir mentioned there was an opening in his company, and it was in my field of expertise, in order to be closer to him, I jumped at the opportunity. Since being hired, Sir has made a point of ca...

The Adventurers' Club Pt. 03

by professorjames on Sep 13, 2017
BDSM

Chapter 4 The six girls went downstairs and into the dining room. There was a breakfast buffet of sorts laid out on a table along the side and Kelly led them to it. After they had filled their plates - Laura realized she had quite an appetite - they went to the round tables. Laura, Ashley, Kelly and Janet went to a table where they saw John, Brad, James, an...

After the Lecture

by dr_mabeuse on Sep 13, 2017
BDSM

“And so we see that it is not only possible that the human female is not only capable of a sensual enjoyment of the sexual act on a par with the male’s, but that such enjoyment may be vital to her own health and physical well-being. My own research has demonstrated that the female orgasm is no myth, ladies and gentlemen, but a new and hitherto unknown territ...

Retired to a Whole New Life

by sissymissyct on Jan 22, 2019
BDSM

Well, I am finally on my way to the airport for a long dreamed of ski trip to the French Alps. I am in pretty good shape for a widowed retiree in his 60's, and life is pretty good. I hadn't flown in years and, as I sat in the back of the Uber, I wondered if the airport scanners would show the pretty panties and cami I always wore. Old habits are hard to br...

Stan's Journey into Gentle Femdom

by JasonClearwater on Mar 26, 2019
BDSM

Author's note: Bisexual Stan submits to his lover's sister, Shae, who takes him to a femdom club to explore his submissive side. This story is a follow-on from the Connor on Campus series, and chronologically follows Connor, Stan, Darren and Shae: https://www.literotica.com/s/connor-stan-darren-and-shae. * * * * * Recap "So, I will see you again?" Stan...

The Man Who would be Queen Ch. 14

by rik581 on Jun 5, 2019
Transgender & Crossdressers

Dexter's now dyed platinum blonde hair and his scheduled permanent wave for next Friday at the beauty salon was causing Angela much heartache. She was in such conflict inside. She knows the reasons why Dexter has to do this, but then again she doesn't know why, and she is one of the ones pushing him forward, but watching him just sit there passively while th...

Mary's New Life

by susanstoryteller on Sep 14, 2017
BDSM

Authors Note: This is a new story that continues the four part series Mary's Story. Although helpful it is not necessary for the reader to be completely familiar with that previous series of stories before beginning this new narrative. But if you are not and are curious as to how it all began I would like to encourage you to read her story from the very begi...

Milk Sow Ch. 09

by InYourDreams on Sep 26, 2017
Fetish

Chapter 9: The Finale The other sows made a great fuss of ginnysow when she was reintroduced. They had missed her and made her feel welcome. They could not believe that her husband had sold her back to the farm. Some of them were really indignant at him, others were just pleased he had so that she could be back among them. Ginnysow was overwhelmed and seeme...

A Proper Scottish Wife Ch. 23

by Thors_Fist on Apr 3, 2018
Novels and Novellas

Teárlag is asked about her betrayal. Màiri is laid to rest. Ailene desires children. One scene of oral and regular sexual intercourse. ***** "Are your servants here?" Frang asked. "No, though I'm expecting them to arrive shortly," Teárlag said. "Can you leave here without raising the suspicion of Blackthorne?" "Not alone. He expects me to seduce on...