Roll Reversal Stories

67,316 results
Orientation
Length
Source
Infinite Scroll

First Time with Jessica

by magicrub on Sep 16, 2017
Transsexuals & Crossdressers

"Hello Darling, I'm Jessica." "Hi, Nice to meet you, I'm Rob." "Can I offer you a drink?" asked Jessica, noticing he was pretty nervous. "Sure, that would be great," he responded as he watched her cute ass sway into the kitchen. They made small talk for a while than her congenial tone changed. "Well, let's get to it. You ready to become my little slut b...

Hardly Working and Working Hard Ch. 02

by kaitokid on Sep 16, 2017
Transsexuals & Crossdressers

I still can't believe Oliver and I got away with that. It was so close but so hot. I'm still working on packing and I'm mostly done. I've packed all the clothes I want to take home and am laying out my winter crap to store when a knock arrives at my door. "Come in!" I quip. "Last night..." I look up and see Sir Oliver. Lol reminds me of game of thrones....

My Need

by IronCali on Sep 14, 2017
BDSM

I pull into the driveway and notice all the lights in the house are off. Walking through the front door, I hear a soft rustle as I close it in the dark. A rough hand suddenly on the back of my neck, shoving me against the wall in the front hallway. My face stings from where it connected as I slammed into it. He's pushing me with the one hand as his other tea...

Then I Met You

by papaya_lynne on Sep 17, 2017
BDSM

Authors Note: This is my twenty-fourth story. It is written as a fantasy but is based on experiences I've had with a friend of mine, although his name has been kept private. Enjoy and please remember that all feedback is greatly appreciated! ************************************* Here I was, 22 years old, thinking there wasn't much left sexually I hadn't do...

The Whipping Game

by sexywrites22 on Sep 15, 2017
BDSM

He had read my journals. I want nothing more than for his strong hands to grab my tender flesh, feel the wet smoothness of his serpent nibbling on my breasts, after going so long without his touch I found myself craving his touch. Tell me I want it, force me to take it, make me hurt. Cleanse me off this filthy mind Every page, every paragraph, every reveal...

Rocking Chair

by dustbunny69 on Sep 13, 2017
Toys & Masturbation

I take a deep breath as I put my car into park. Sitting there, staring at your house, wondering if it is okay that I am here; what you would think, if you knew? I take in the gorgeous view, feeling the weariness of the long flight slipping from me. Wishing you were here now; knowing you will be soon enough. Pulling the keys from the ignition, I slide out of...

Taking Turns

by sweetangelelise on Sep 14, 2017
Toys & Masturbation

I wake up to the darkness, my breasts aching and my pussy wet from need of you. Your scent surrounds me but there was only your empty pillow beside mine and your shirt that I wore. I can't have your kiss, your cock, you strong, hard body driving between my trembling thighs. I miss you. I miss you more than I can say. More than anything, more than ever. I...

Watcher in the Shadows

by femmedeviant on Sep 16, 2017
Toys & Masturbation

This could have ended in a very different way if only you had made yourself known earlier on in the night. As it is, I have done enough to satisfy my own lustful self, and I've got little energy left over for you. Maybe enough to finish the job that I unknowingly started in the first place... we will find out soon enough... It all started when I got home fr...

Dating is the Shits

by passionmaster on Sep 16, 2017
Toys & Masturbation

This dating is the shits. My name is Susan and I'm 42 years old. I am a grandmother and I am in better shape than most women I know in their thirties. I have a treadmill to keep in shape and swim three times a week. The rest of the time I am working. He dropped me off and like a gentleman walked me to the door, a peck on the cheek and he was gone. I smile...

Shamed In Panties

by trevorm on Sep 16, 2017
Transsexuals & Crossdressers

Ralph stood before the full-length mirror dressed only in his underpants. He caressed his cheek with the lace panties he'd taken from the laundry basket. He felt deliciously naughty. The light gauzy material snagged against his overnight stubble reminding him of the difference between man and woman, male and female, masculine and feminine, the harshness of h...