Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

Miss Bernie

by Grey Eagle 286 on Sep 26, 2017
Transsexuals & Crossdressers

Hiding a Company sniper from drug lord killers. * My name is Bernice McDonald and I am the very happy owner/ operator of a couple of children's day-care centers. I love my life and I love this work. I love children and since I have one of my own this helps satisfy my need to nurture. I have not always felt or recognized this need. I was born in a remote...

Nephrite (The One Week Chronicles)

by Louise69 on Sep 14, 2017
Transsexuals & Crossdressers

My friends would say that I'm a happy go lucky gal, full of energy and bubbling wit. I'll get up to all kinds of crazy mischief as long as no one gets hurt. I'm a yes girl, but not in that office politics bull crap way. My mother always found a reason not to do something. Always looked for an excuse to say no, however flimsy that may be. My rebellion is to...

Life Anew

by JimBob44 on Apr 23, 2019
Transgender & Crossdressers

*Author's Note: Anny and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: This story has been edited by myself, utilizing Microsoft Spell-check. You have been forewarned; expect to find mistakes. *.* Nicole Banks and her personal assistant, Polly Chastaine made their way along the corridors of Pine Groves Assist...

Bread and Butter

by beagle9690 on Oct 8, 2019
Romance

Author's note; This story is a Romance, and the sex occurs towards the ending. Some might not like it for its lack of vicarious luridness from the beginning to the very end. The poem John shares with Rachel; "Autumn" belongs to Emily Elizabeth Dickenson, (December 10, 1830 - May 15, 1886). She was an American poet. I chose it because it is my favorite poem o...

My Indian Slut Wife Vidya Ch. 04

by spankedboy on Apr 6, 2020
Loving Wives

My wife Vidya starts an affair with a neighbor - Rajesh Author's note: This is a story of a cheating wife, of adultery, of cuckoldry and small penis humiliation. If that is not your thing, skip this story. And remember while adultery can be a great source of enjoyment in fantasy and erotica, in real life it damages souls and destroys marriages. Please trea...

Jill's Promotion

by Ray Dario on Apr 13, 2020
Group Sex

Jill Cumbest sat back and rubbed her eyes. It was after ten, well past quiting time, but the market research she and her team had been slaving on for weeks was finally done. She had just finished getting it all compiled and presentable. Giving the final chart one last glance, she rolled her tired shoulders. A sigh escaped her lips before she saved the docume...

Meetup IRL Pt. 02

by JamieMcKafee on Mar 2, 2020
Transgender & Crossdressers

** Hi all, the story continues! I hope you all enjoy the second chapter. I'm having a really good time writing this, and there's another chapter planned after this to round off the series. Just a small reminder that as an aussie, I generally write in British English. Thus, the spelling of certain words may be slightly different for any US reader. I hope it...

Secret Journey Ch. 03

by DrGonzo124 on Mar 31, 2020
Sci-Fi & Fantasy

...And when she had made all of Heaven and Earth and even the fell shadow realms including the Abyss, The Divinity looked upon all she'd created and desired to go out and walk among her creations, experiencing them first hand. Thus she left on sabbatical, leaving all of creation under the watchful eye of her 2nd in command, The Jade Warlord. The Holy Texts...

Repercussions Pt. 02

by astushkin on Jul 29, 2019
Romance

Grady The running footsteps receded in the distance. Grady staggered forward, wrenching open his trouser flap --- his overready cockstand sprang free. He sank to his knees where he had been just moments before. Sitting back upon his heels and bracing his spread thighs, he spat in his palm and wrapped it around his engorged organ. He saw again her parted pa...

Making Dreams Come True

by Writer345 on Jan 7, 2018
Transsexuals & Crossdressers

Just a few points: firstly this story is written in British-English so the spelling and grammar may well differ from that of the particular dialect in which you were educated. Secondly it contains descriptions of shemale-shemale sex and anal sex... If these are not to your taste then read no further. Thirdly it is a story and nothing here is real, it's al...