Pussy Whip Stories

252,705 results
Orientation
Length
Source
Infinite Scroll

Miss Guided Pt. 05

by MissMarianne on May 6, 2019
Transgender & Crossdressers

We had a lovely dinner after which Donna walked us back to the new apartment. I decided to make us some coffee while Donna and Charlene had a conversation in the dining room. I could hear everything they were saying. "So, Charlene, Susan has told me that you have been a very bad girl. You were very naughty and need to be punished she said. I am very disa...

Her Whip Hand Ch. 01

by motoskoota on Oct 22, 2019
BDSM

I got into the habit of going to a gym three times a week a few years back, and after a while it became as regular a part of my life as brushing my teeth. This is unusual for me as I don't have a terribly disciplined life otherwise. So, as much as gym work can be tedious at times, I feel a certain sense of accomplishment at having stuck to it over a span of...

Silver Lining

by dnightshade on Jul 15, 2020
Non-Erotic

I wrote this for a contest entry. The theme was 'silver linings.' I hope you enjoy it. -------------- "I'm afraid I have bad news, Richard." I braced myself for the worst, "What is it, doctor?" I had not been feeling well for the past few weeks, and I decided to go in and have some routine tests performed. It had taken several extra days to get the resul...

Natalie Succumbs Further

by natalieukcd on Oct 19, 2020
Transgender & Crossdressers

It had been a couple of days since my last session with Lewis and i had cheated... i had to cum in that time, so i had masturbated. I loved it because my thoughts were about him using me as a surrogate female. However, as soon as i had orgasmed, i regretted it: the male me reasserted himself and i had a wave of revulsion at myself. Typical! I stared down at...

He Made an Offer I Couldn't Refuse Pt. 07

by eviltwin52 on Sep 28, 2020
Transgender & Crossdressers

Daddy Ralph and Justine move. Justine gets into trouble. Daddy saves the day and presents her with a most unusual gift. The hormone therapy was working overtime. I was crying my eyes out for no good reason. Tomorrow was my wedding day and I should have been happy and excited. In truth, I was but that didn't stop the flow of emotions coursing through my body...

Three Ch. 1

by Coygirl on Sep 17, 2017
BDSM

my fingers intertwined with hers as we made our way to His room. our bare feet padded softly along the tiled floor, our silks rustled softly as we moved quickly down the hallway. she glanced over at me, smiling a little. It had been nearly a month since we all started living together, the two of us serving our Master together. He's talked to both of us for w...

Playmate Vs Playmate

by Dice_Casden on Sep 14, 2017
Celebrities & Fan Fiction

This story is written by both Dice Casden and Kristi as part of the D&K Universe. This and all of the other stories we write are for entertainment purposes only. If you do not like what we choose to write about, Literotica offers many other stories for you to read instead. ****** After the Smackdown Taping on April 17, 2003, John Cena, the Doctor of Thuga...

Home Entertainment Specialist

by Cosmic Knight on Sep 17, 2017
BDSM

Kimberly sat by the window, watching, as the hands on the clock slid past 2PM. He had said early afternoon, the TV repairman that is, when she explained that the vacuum had snagged the wires from the TV disconnected everything. And now she waited, hoping that she was suitably attired, in a dark blue business suit, the skirt just above her knee, and a crisp...

A Game within a Game Ch. 02A

by doberinca on Sep 16, 2017
Transsexuals & Crossdressers

Author's Note: This is the second story. I still have sometimes trouble to find the right syntax. I hope you still have fun in reading this second story in 4 chapters. This is chapter 2A. The characters involved will appear more 'human', not real good and not real bad, and make sometimes bad decisions. I want to thank Kittenkinky for her excellent work o...

Trophy - The Preys Story

by MissYellowPanties on Nov 26, 2017
Transsexuals & Crossdressers

The Beginning. I don't remember much of how I originally got myself into my current situation; it all seems so long ago and far away. All I'm really sure of is I was an IT geek working at a client site for a few months, I was staying at the local Marriot full time and only traveled home once every two weeks. It was a pretty miserable existence, people we...