Sissy Faggot First Time Cottaging Story Stories

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Sissification 101: Ch. 06

by silkstockingslover on Sep 28, 2020
Interracial Love

Sissification 101 Ch 06 Summary: Eric gets fucked by BBC for the first time; Joan gets black pussy. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught in pantyhose watching hypno-sissy porn by...

Sissy Surprise

by silkstockingslover on Jul 18, 2018
Interracial Love

Editor's note: this story contains scenes of gay male sexual content. Summary: Wife discovers her husband is a slut for BBC and... Note 1: This is a NUDE DAY 2018 Contest Story. Note 2: Thanks to Tex Beethoven, and MesaMan for editing this story. - SISSY SURPRISE My husband hadn't been the same since he returned from a six-month military tour. There w...

Sissy for a Day

by silkstockingslover on Oct 16, 2018
Fetish

Summary: With his wife's help and support, a man becomes a sissy for black cock. Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further. Note 2: This is dedicated to the real Paul who requested this story. Note 3: Thanks to:...

Controlling Sissy Janice Pt. 02

by sissy_janice on Jul 6, 2020
Fetish

Lilly instructed me to go upstairs and strip, and to remove my wig. "I have to get some bags out of my car. I want you naked and in the shower when I come back." I did as I was told. I was in a bit of a fog. I was now going beyond what I'd ever contemplated. Even if I'd worked up the courage to tell Lilly the truth, the most I'd have hoped for was the occas...

A Sissy Saga Ch. 10

by Snurge on Sep 15, 2017
Novels and Novellas

"Disgusting!" exclaimed Miriam Hancock lightly as she examined the photographs Emma Twist handed her. It had taken Hardwick most of the day to produce the prints, but they were well worth waiting for. The headmistress went through them as if shuffling cards, and having glimpsed each one viewed them a second time, more slowly and with greater concentration. "...

A Sissy Saga Ch. 08

by Snurge on Sep 15, 2017
Novels and Novellas

In the gymnasium a practise was in progress. "One, and two, and three and four," Hardwick's voice brayed above the tinny jink, jink, jink of an elderly piano. Ten students arranged in a double row of five were dancing to the beat as he called it. It was part of Hardwick's routine. Groups of them came to him daily, either for dance, deportment or gymnastics...

Big Black Cock: A Sissy Surprise

by silkstockingslover on Feb 13, 2018
Illustrated

Summary: A wife joins her husband as a slut for a teen BBC. Note: This is a 2018 Valentine's Day story so please vote. Note 2: Thanks to Tex Beethoven, thor_p, Robert and Wayne for editing this story. WARNING: If you hate gay stories, interracial submission, sissification (not a word I know) or cuckolding please don't read. If you do like those themes.....

My First Visit

by gbr2004 on Jan 1, 2019
BDSM

This is fiction. Do not read if gay action and discipline aren't your thing. ***** I was nervous as I drove through Tucson on my way to meet a man I had met online. I saw his ad on Craigslist and he said he was into dominating other men. I emailed him telling him my interests in this but also told him about my lack of experience with other men. I had been...

The Sissy Diaries Ch. 1

by colettegrrl on Aug 18, 2017
Fetish

This is a story about my new life, my new way of being. I wanted to share my story so I started to record my events. I figured the best place to start was, well the beginning. Here's how it all started. * * * * * I come home to find you sitting at the dining room table, laughing and drinking with a tall, dark, well-built and handsome black man. You introdu...

A Worried Warden

by justincbenedict on Aug 7, 2019
BDSM

I think I knew that my career as an associate warden of a major state prison was going to end the night that I passed Turk's cell for the first time. I had a habit of wandering up and down the cellblocks, day and night, just to let the inmates know I was tough and was ready to rumble if they were. It's true, I'm a hardass. Well, not at home. When I'm at h...