Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

An Accidental Parent

by cbrguy on Jul 15, 2020
Romance

The hitch-hiker. It had been nearly two years since my life partner of two decades had died, and in February 2014 I had finally made the move away from the Australian capital to rural eastern Victoria. The sale of my previous home had allowed me the luxury of buying suitable land in the quiet seaside village of Marlo, where the Snowy River meets the ocean....

How I Met Sheri Pt. 01

by Kjo415 on Sep 28, 2020
Transgender & Crossdressers

I woke up as the sun was beginning to rise on the horizon, looking down at the beautiful girl sleeping next to me, and think about the crazy year it was. If you told me a year ago that I'd be engaged, I'd call you crazy. Then I look on the other side of me, and see my other fiancée, yeah it's been an insane year. Tomorrow is my 26th birthday, this is a stor...

Shruti - A Complicated Woman

by dilipsexist on Sep 26, 2017
Loving Wives

Falling in love with a complicated woman - Shruti (Involves cuckold, voyeurism, humiliation, rough sex and gangbangs) This story involves multiple themes like Cuckold, slavery, bdsm, rough sex and so on. If any of these offend you, please stop reading. It is going to be a very long story. So you will need patience. As with most of my stories, there will be...

Role Over: A BDSM Odyssey

by ColinGraham on Sep 25, 2017
Novels and Novellas

PROLOGUE (present day) As I walked down the grassy bank and approached the lake I barely noticed the gay collage of joggers, bicyclists, strollers and children. I was in a pensive mood, and this familiar place opened doors to my past that I'd kept closed for a long time. It was right here where my former life had come to an end and where my new one had begu...

Becoming the Man He was Meant to Be Pt. 01

by fantasyhunter2 on Sep 12, 2017
Novels and Novellas

Author's Introduction. This is the first book in the chronicles of the life and loves of Anthony Madison. This is my first attempt at crafting a multivolume novel and I hope that I will somehow find the time to complete these chronicles with additional books. However, I believe this book stands alone as a complete story even though there will be a few linge...

One in Ten Ch. 10

by FinalStand on Sep 25, 2017
Sci-Fi & Fantasy

Your mind is your arsenal, fortress, and armory. Your words are potential weapons you give to your enemies to assault the citadel of your soul. To PokingFun and Talenwolf for the editing help. Also, for all those who helped with the creative process of this story. My weary mind cannot put a name to you all. We share a darkness, a confusion with the injustic...

Dom Roomies Ch. 03

by onyourknees on Sep 25, 2017
BDSM

*** At the time I finished the last part, I had some ideas for what to write next, but those ideas are long forgotten, and I don't feel I could tell a good story for that portion, so it does feel like there is a gap in the story. Please ignore it as best you can. *** After that summer, I left as agreed, and life kind of went back to normal. I stayed in to...

2 Magic Marbles

by baubleheadz on Aug 7, 2018
Sci-Fi & Fantasy

Part 0 - Introduction - Not knowing can be Dangerous... and Fun! Dear Emporium Shop Owner, Here is an account of my experience as you requested. The magic marble you gave me manifested a garment for my wife and my pleasure. I lay on the bed, naked, watching my wife holding the garment to her skin. When it's impossibly thin and improbably silky texture...

Leftovers

by LittleBrain on Dec 3, 2019
Romance

I decided to put this in its correct category. Chapter 1 At the age of nearly 30 I would have preferred not to bring a stranger into my house to live on a semi-permanent basis but unfortunately it was a case of 'needs must'. My ex-girlfriend (I would like to point out that she was not 'ex' at the time that we did the deed as that would have been too stupi...

A Happy Ending

by luk77 on Oct 21, 2019
Transgender & Crossdressers

I had gotten into trouble with a school bully; a mean cuss who had beaten me and nearly raped me during my last day at high school. This bully, Jake, and his friends had made my last year of school miserable, always taunting me and calling me names like 'fag', 'sissy' and worse. That last day at school I was in the restroom when he came in with a buddy of hi...