Whipping Post Stories

48,278 results
Orientation
Length
Source
Infinite Scroll

Jenny's Journey

by slutty_jannelle on Sep 12, 2017
Transsexuals & Crossdressers

Jenny was more than a little nervous as she watched the taxi pull away -- terrified was more like it. The bus trip had been scary enough. Never having ventured beyond her front door dressed en femme, she had ridden a bus 700 miles to a strange city, looking like a low-classed slut. Here she was, at last, on the doorstep of a man she had never met in person b...

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 Sally and Mike

by jcrmaster2000 on Sep 12, 2017
BDSM

I am going to take you to the Sally and Mike, an underground club, its name chosen for its initials. I dress you Myself. My warm hands caress your white neck as I put your collar on you, and I bite you hard to leave a mark, My warm tongue leaving a cold spot as My juices linger on your skin. you put your hands over your head and I slip a tight black formfitt...

Nicoletter Ch. 02

by THIRDCOAST on Sep 16, 2017
BDSM

Chapter One I did accept Mrs. Boroughs's offer to stay with her and her husband, at least until I'm able to get a place of my own. The more I think about it, she is only trying to help me out. The first night there, everything was pretty normal. I was introduced formally to her husband, Mark. He certainly looked different with his clothes on, but I couldn't...

Roman Slave Girl's First Orgy

by Skorpion49 on Sep 19, 2017
BDSM

I sit at the banquet with my two good friends, the centurion Marcus and his wife the good lady Titiana. We admire my two slaves bringing trays of roasted meats and fruit, olives and wine. Valentina, you look fantastic I think to myself, you wriggle as if to enhance the feel of the leather thong on your clitoris, your heavy breasts jiggle beneath your flimsy...

Sandra's Stories

by porneia on May 9, 2015
Miscellaneous

"Not bad." Sandra Hamilton whispers to herself as the new and improved Chyoa format appears on her laptop as the buxom coed leans back against the pillow covered backboard of her bed. It has been a few weeks since she has logged onto her most shameful secret; that she loves interactive pornography. With finals now over, and nothing to do, the chest...

Open in Reader

Bird of Prey Ch. 05

by Sputnik57 on Sep 11, 2017
BDSM

Gordon watched the pencil-skirted Penny strut into the house with her attaché case, drop this into a chair and strip. She smiled broadly as she returned across the lawn, naked, as though this were routine. Gordon's back stung like hell but his cock rose as even the scent of the three naked women took control of him now. The assertive blonde smiled down at th...

The Mistress of Holt House Ch. 09

by Sputnik57 on Sep 12, 2017
BDSM

True to form, when Stainforth was revived in his new surroundings, he was as cocky as when he had passed out. Ruth was had partly manufactured this as it suited her. She would get great pleasure from breaking him. He was at first made to think that this was still some choreographed game. The women had also drugged him to maintain an air of non-anxiety within...

Whipping Boy Ch. 03

by weird_little_stories on Sep 14, 2017
Celebrities & Fan Fiction

Author's Note: 1. This is the third chapter of a multi-chapter story and won't really make sense unless you've read the first two chapters. 2. This chapter is mostly a BDSM scene, with a fair amount of conversation and a small amount of (male on male) sex. If that's not what you want to read, well, this site has LOTS of other stories. :-) 3. See the Chap...

Loosen My Cunt, Use My Tits Ch. 03

by CafeExtreme on Sep 11, 2017
BDSM

It had been a torrid time, I thought, as we quietly sipped champagne and made small talk. We could have of been any two women with an age difference chatting about girly things. Of course that wasn't true. I'd given up my older body to the body and mind of this younger woman and I had been thoroughly used. We were both naked. My tits were still red, my nippl...