Trans On Sissy Stories

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Orientation
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The Secret Life of a Loving Wife

by BuckRivers on Sep 19, 2017
Exhibitionist & Voyeur

Author's Intro: This story is mostly voyeurism with a heavy dose of lesbianism and other fun things. Stay patient at the beginning for a bit of character and plot development, and I hope you'll be rewarded. Thanks for reading. ***** "I can't believe it". Cassie shrugged. "You're a trusting guy, Tom. But I've been monitoring this for a while, and someone...

WBDP - Brianna Delivers Pt. 11

by Thors_Fist on Oct 8, 2018
BDSM

This is the second to last chapter in the World's Best Diet Plan series. It contains scenes of oral and anal sex, domination and submission, public sex and exhibitionism in addition to your ordinary stuff. This is also a romance between two people who care deeply for each other, so don't be offended by people who like each other. ***** The next morning, af...

The Ex-Babysitter Version 02

by BobbiR on Sep 12, 2017
Novels and Novellas

[This is largely a rewrite of the earlier story. My wife -- my fiercest critic -- didn't particularly like the way it developed, so I decided to see if I could make it go in a different direction. For those of you who have already read the earlier story, this version is pretty much identical up to the point where Alice takes over the narration, which is abou...

My First Experience Being Milked

by NTsarina on Sep 25, 2017
Fetish

Authors Note. I hope I placed this under the right section and I would like to let the reader know that this is a slow starting story. ***** After going through a horrible divorce where I lost my house, my car and the right to see my son for more than once a month, I decided to look into my ancestry. I'm over six feet tall with broad shoulders. My hair i...

Marie

by TxRad on Sep 11, 2017
Interracial Love

I hadn't been to Kingsville in nearly fifteen years. It had grown quite a bit and all the old bars, the ones I used to stop in, were now game rooms. I was down here working again and had a few days off. On my way back to the rig, I made a pass down several of the major side streets looking for a bar. It was Saturday night and I figured there had to be one so...

My Housekeeper and Her Cuckold

by q-tip on Sep 18, 2017
Loving Wives

Chapter 1 My old housekeeper had quit when her husband found out. I thought it was a little nearsighted of him, he could have at least asked to watch. But no, he didn't think it was right and he made her find another job. She still wanted to come over from time to time, but he was keeping a close eye on her now. I heard from others that she was being partic...

Big Bang Theory - Penny Pays the Bill Pt. 07

by shaggy77 on Sep 25, 2017
Celebrities & Fan Fiction

(MF, gang) Just before she left her apartment for her afternoon shift at the Cheesecake Factory, three days after Christmas, Penny received a cryptic text message from her boyfriend Leonard: "please take a change of old clothes, and I will pick you up at the restaurant after your shift ; ) ." She had no idea what he had in mind, but knew there was not anoth...

Variation

by Genas on Sep 1, 2017
Group Sex

(Note to readers - This is a true story and is co-authored by me and Linda1234, another Literotica author. I am posting it here with Linda's full knowledge and consent. Only the names have been changed to protect the privacy of the subjects.) * My name is Katie. I'm in my 40's, a Sara Evans lookalike, 5'6" 115 lbs, C cup, and very Bi. In fact, I'd be a le...

The Dungeon with an Ocean View

by LunarSirius on Sep 3, 2017
Exhibitionist & Voyeur

This story contains some BDSM and group sex as seen by a voyeur. ****** Mark closed his eyes and let the cool ocean breeze cleanse his soul. He could hear the waves break at the base of the bluff below and rush of cars on the road behind. He could feel the warmth of the coffee cup in his hands and the coolness of the bench on his back. Soon the sun would b...

An Upset Habit

by 49greg on Aug 30, 2017
Fetish

She changed how we did things, it was scary and exciting. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or persons, living or dead. Everyone in this story is over 18 years old at the time this story takes place. This story should not be read by...