Sissy Brother Stories Stories

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Infinite Scroll

Siss the Bride Ch. 03

by theonewhowas on Sep 19, 2017
Transsexuals & Crossdressers

Every marriage has its problems, even mine, which is a huge problem considering I'm a guy who gave up every semblance of a normal life to follow hidden fantasies on a spur of whimsy induced by my hot older brother. My life during my marriage to my brother has been built upon submission, only natural when you are a sissy crossdresser and when he has the perfe...

Dry Valley Ch. 20

by RedHairedandFriendly on Sep 18, 2017
Chain Stories

Finishing Touches Three days had gone by since the break-in and attack on Jessica and Bailey. The women had been moved to the Walker Ranch, much to Missus O's soft muttering. But she knew the ranch was the place the girls needed to be to recuperate, she was however out there every day just to ease the burden on her friend Sissy, though Sissy didn't find it...

Recruiting of a Sissy Maid Ch. 01

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

[Welcome to my next story. This story has become a little different in how I planned to write it as compared to my previous stories. It has been fully written up already, as of this first uploaded chapter. Doing it this way allows me to better proof read and adjust for future chapters before uploading each. I will submit uploads on a regular basis for my rea...

Literoticum Survivor Murders Ch. 06

by Angelscuck on Sep 12, 2017
Chain Stories

Hastings sat at his desk contemplating his next victim. He had already taken care of the major competition. "Let's see," He thought. Who shall I do next?" Then his eye caught a name on the list. Angelscuck. He was not one of the top five, in fact he was a relative newcomer but he had been rising fast on the list. "Sometimes these newbies get lucky," Hast...

Sissy and His Sister

by secondsamuel on Aug 28, 2018
Transsexuals & Crossdressers

Author's note: I am recovering from repeated surgeries on both arms to correct a degenerative nerve condition. To write this, I am using a voice to text software which isn't always as accurate as I would like it to be. As my recovery time will take more than a year, I have decided to continue writing and give my best effort at doing the thing I love. Please,...

Dry Valley Ch. 11

by jushorny on Sep 12, 2017
Chain Stories

Mitch kissed his mom goodbye and drove off to his place to clean up, the oil change and fence repairs having covered his body dirt and sweat. On the way home he schemed ways to best to convince Jess to stay in Dry Valley. He knew it wouldn't be an easy, most likely taking the entire six day limit imposed on by Jess or possibly longer. Once home, he headed...

Mama Mia Pt. 01

by grizzley123 on Jul 13, 2020
Fetish

This story is a fetish fantasy where many themes get woven together. There are cuckold, incest, bi-sexual, BDSM, and a few other themes all combined. If these themes are not your thing, please just move on. If they are, enjoy! Like most of my stories it arose from a single incident. In this case it was watching a very hot mom and her even hotter daughter mo...

Fukee Sukee Beach

by JamesMiehoff on Nov 19, 2018
Erotic Couplings

Copyright (c) 2018 James Miehoff, All Rights Reserved. This work may not be published whether for fee or free without this copyright. --------- This is one of a series of stories set in what I call Universe-J. Universe-J is very much like this universe with a few exceptions. First the people tend to be a little more sexual and less hung up on sex that...

Jamie's Descent Pt. 01

by nikkiesilk on Sep 18, 2017
Transsexuals & Crossdressers

Chapter 1 What did we do before social media? How did we manage to get through the day without that endless stream of dirty jokes, funny photographs, gossip and links to dodgy websites that now fill our lives? Yeah, yeah, I can hear you grumble. Get on with it, I can hear you say. Well, dear reader, it was one of those links that started me down the road to...

Panty Fantasy-Hurricane Kate Ch. 01

by eliasrotica3 on Sep 14, 2017
Fetish

'A day like any other,' thought Kyle to himself. The view outside his Research Triangle Park office was a little boring with the leaves all fallen and the snow not yet come. It felt good anyway to see the world and the weather. Kept him from getting office fatigue. He liked his job as a senior accountant but he did get a little bored by the routine at times...