Whipping Girl Stories

200,371 results
Orientation
Length
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Infinite Scroll

Sweet Gwendoline Ch. 18

by Schlank on Jan 13, 2020
BDSM

Amesbury ordered me to start serving the canapes. And as I stood in silent horror, Mistress, Barletta, Lyndsay and the other free women at the table began to debate the merits of punishing me for being a bad daughter. I hesitated but then obeyed, cringing anew at every order, as Mistress Barletta, Amesbury and Lyndsay forced me to display my naked body in...

A Severe Paddling

by keptsissy on Sep 16, 2017
BDSM

"You know this isn't about you displeasing me, right? I mean I was displeased, very much so. When I saw that your toenails were not painted pink, after I fucking told you to paint them pink, I was displeased, oh yeah. But this is more because I like to do it. I should say I love to do it. But don't think that you didn't disappoint me, little bitch. And you k...

Chained

by wickedmind on Sep 13, 2017
BDSM

Imagine the scene. You are chained up, powerless and in my control. My slave. To do as I wish and demand. You are standing in the middle of a room lit only by candles, to the side of you is a bed and a range of toys (strangely enough the ones we have), laid out neatly on a table on the other side of the bed. Now when I say your chained up I mean you have I...

Goes Both Ways!

by Bi_Siamese on Sep 19, 2017
BDSM

I met a couple several months ago who invited me to an S&M play party at their house. Tina was a hot blond dominatrix standing 5ft. 8in. tall with a curvaceous body anyone would take a whipping for. Her slave Darren was a gentle 6ft. tall and slender man with long brown hair tied in a ponytail. I was jealous of his huge 9in. erection which made my 7in. cock...

A Well Groomed Sissy Boy

by keptsissy on May 15, 2018
Transsexuals & Crossdressers

"If I receive any complaints I'll diaper you and put you in your dog cage for 48 yours, no exceptions. Do you understand?" He looks down at me. I feel his dominance over me. I see the look on his face. I start to cry hard. "Please, Daddy, no. Don't do that to me, please...I'll be good...please..." I stammer through sincere tears. "Well then, all you have...

Letter from Fort Worth

by justincbenedict on Sep 17, 2017
BDSM

Cleo kneels before me, silently. She knows she's erred, and that I'm going to punish her, but she just hopes that I don't use my Stimulant, which is ten straightened wire coat hangers tied together at the end with a chain. "Husk, please...I know I deserve punishment, but please don't be too hard on me, Master." Listen to her whine, my lord. Having her brea...

Naughty Schoolgirl's Ass

by Boxlicker101 on Sep 19, 2017
BDSM

Classes had just ended for the day at the local high school, and Principal Benjamin Dixon was feeling horny and a bit out of sorts. He thought about Jennifer Brock, a tall female student with long blonde hair, a beautiful face and a terrific figure, and how he had spanked her with a ruler when she was caught smoking in school. She had suggested corporal puni...

The Wanderings of Amy Ch. 23

by caligula97236 on Sep 15, 2017
Novels and Novellas

Chapter 23 - Wendy's Whipping Burnside almost immediately achieved her main goal with Wendy, to get her thought patterns away from what they had been over the past year. Wendy ceased to think about gambling. Her suicide fantasies totally vanished from her mind. Instead her life and thoughts consisted of pleasing her mistress, her correspondence classes, and...

A Dominant's Diary Day 05

by The Hungry Eye on Sep 19, 2017
BDSM

People ask me frequently, people that know me well, why I haven't remarried. I have been single now for ten years. There are only two reasons for marriage. First, to have a monogamous sexual relationship. The second is to raise children. I have no intention to remain monogamous. To remain with one woman and deny the others I know who depend on me to feed the...

Simon Sissy Slave Ch. 03

by Timewarp10 on Jul 30, 2019
BDSM

Mr Berne watched with satisfaction as the sissy paraded in the post room. Sissy walked gracefully in high heels. His ballet training made it easy. He knew how to walk like a woman. He had practiced, and he could walk with a book balanced on his head. It gave him poise, and the high heels gave elegance to his calves. The skirt was short enough to look slutty,...