Gay Sissy Anal Stories

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Nephew's Readjustment Pt. 16

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. ***** That evening Nicholas took a very long shower. He was finally unlocked again, and the soreness of his anus made it difficult to clean. Despite being free,...

The Warden

by TheGoodSick on Sep 14, 2017
Gay Male

Bryan walked away for a moment and left me standing in the shower. I dried off like he told me to and sat down on a three-legged stool. Only a few minutes had gone by when he came back through the door. My massaging had me relaxed and content, but the sudden loud jerking of the door startled me. Bryan carried a box over and put it down on the desk with a thu...

Insatiable Ch. 01

by RandyAlabama on Oct 6, 2020
Gay Male

All people in this fictitious story are over 18 years of age. All characters are fictitious and if anyone seems familiar it is purely coincidental. *** Kevin had turned 19 years old. It was like a clock had awakened inside him. He had seen his friend Johnny 30 years old and had gone through some hypnosis sessions with him. Johnny had put suggestions in Ke...

An English Boy Gets Turned Out Ch. 03

by RustyRover on Sep 14, 2017
Gay Male

Mr Tobias was at work earlier than normal today. He had an early meeting with Mick to discuss the new star of their porn website. The Porn industry used to be a license to print money but that had changed over the last few years. Now there was more free porn available than paid for porn. Between Porno YouTubes knock offs, torrents and all these other sites e...

Daytime Fun between Tim and Bill

by Hawkeye1981 on Mar 13, 2018
Gay Male

Tim got home from work. He called out to his mom. "Mom!" No answer. He walked into the kitchen and saw a note. "Tim I'm going out after work I will be home later. Hope your day was good... Mom" Tim smiled thinking about lunch with Bill. He still felt the fire in his stomach for him. Tim changed into some shorts and wandered to his moms room. His feet...

Johnny Uses Me

by analvirgin4older24 on Sep 1, 2017
Gay Male

I was 18 years old just out of high school, I had got a construction job with some guy who was friends with my dad. John was 55 years old, 5'9'' 270 pounds. He was a stereotypical pot bellied dark Italian guy, think the Soprano's Big Pussy. He hooked me up with the job and every Friday we would hang out with a few other guys we worked with and get a buzz and...

Sissies love big black cock

by Yelawolf on Nov 16, 2017
Gay

Welcome to the story you crazy sissies and you strong aphla black males. This is from edithis and I want to bring here so you guys can write or read or for the real reason you're here to masturbate. Get your hand, dildos, lube, and whatever else you need to jerk it off. Time to begin the story up. (Thanks for all of the likes and support on this story. I jus...

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You are a Sissy Pt. 03: Body

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello. Hello, sissy. You have come back. You have come back again for another session. Welcome back, faggot. My sexy sissy faggot bitch. I am so glad you have come back. But you have no choice, do you, sissy? You have to come back. You need to come back. You need to hear my voice. It is the voice of truth. The voice that tells you what you are. What you tr...

You are a Sissy Pt. 02: Public

by Roland15Rollin on Dec 24, 2019
Gay Male

Welcome back, sissy. Welcome back, my little sissy bitch. We came so far in our first session. You came so far. You once thought you were a man but now you know better. You are not a man. You have never been a man. You are a sissy bitch. And that makes you so happy. So fulfilled. You love being a sissy bitch. A faggot. A gay little toy for real men to use...

You are a Sissy Pt. 07: Cuckold

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, princess. Hello again. I see you are back. That pleases me, sissy. It pleases me that you have come back for more of what only I can give you. The truth only I can give you. And we have come so far together, princess. We have come so far exploring the depths of your sissy feminine mind. And your mind is feminine. Make no mistake about it, princess....