Gay Sissy Maid Stories

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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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Sissy's BBC Submission

by tawnysuede on Sep 19, 2017
Gay Male

Chapter 1 - First Contact "Tyler! Snap out of it - you're staring again, and he's noticed!" Jack's voice whispered hoarsely in Tyler's ear as the hot water from the shower drummed across his back. There were just the three of them left in the shower now. Basketball practise had been over for more than half an hour and the most of the players were showered...

Enticed and Humiliated Ch. 07

by FantasizeAndRealize on Sep 14, 2017
Gay Male

The French Maid in the Sex Shop It was Sunday morning and I rode the metro into downtown Buffalo in order to visit the sex shops. Although I had a hot session with Glen just yesterday I knew that I could not wait too long before I needed to see him again. When I left his apartment the previous day he had told me to purchase a French maid uniform before comi...

The Long Trip Pt. 02

by TheBlackStallion on Mar 20, 2018
Gay Male

A few weeks went by since my incident in Thailand. Everything felt like a bad dream, but the guys at work didn't bother me at all. No one mentioned a thing, the guys seemed pretty happier than normal but acted like nothing happened. When we pulled into Japan together, Rick insisted we go together. I wasn't going to, but I didn't have anyone else to go with a...

Punished Asian Shoplifter Ch. 12

by asianspankee on Sep 19, 2017
Gay Male

After my oral submission to you, I'm left quietly in the corner to reflect on everything that's happened so far till now. Mrs. Jones leaves satisfied, having "conquered" yet another sissy boy with her obscene weapon. After ten minutes you call me back to your side and announces that next week will be my final punishment session. I feel both relieved and sad...

How It All Started Ch. 01

by Mixedwritings1993 on Aug 18, 2017
Gay Male

"Did you rat us out?" "No..." I felt a sharp sting on my butt-cheeks. Even though I was wearing my jeans still I felt as if I am naked. I am not good at lying especially before two of the greatest bullies from my class but what could I have said? 'Yes I did rat you out', not very likely. Jojen and Theon both stood around 6' and pretty muscular too, towerin...

Earning Wally an A

by mklit74 on Aug 18, 2017
Gay Male

I realized in college that I was that I was gay, submissive, and that I worshipped my roommate Wally's amazing dick. My relationship with Wally grew over the course of our college career. I would rush home after class to meet him, trying to get home quick enough to change into lingerie, especially a French maid outfit he was particularly fond of, and meet h...

Sissy

by MVP6 on Jul 15, 2020
Gay Male

This is my fifth letter describing my expanding awareness from a naive man with a desire to suck a cock to a man willing to explore his seedier side. (M+/M, oral, anal) In my first letter "Costume in a Costume" I describe how I dressed as a girl in a Halloween costume to trick an unsuspecting man into letting me give him my first blow job. In my second...

Turning Myself Gay Pt. 04

by bart_allen on Jun 25, 2018
Gay Male

Things changed slowly over the next half a year or so. Work was work, boring and uninteresting, but between that, my consistent aerobic gym work outs and keeping up with Danny took up the majority of my time. We saw each other every week or two, but sometimes he'd go days without texting me. He was definitely a bit of a bro, but he was always friendly and he...

Roommate Turned Me Out

by ralphcollant on Nov 2, 2020
Gay Male

It was a typical Tuesday afternoon after my last class for the day. I walked into my dorm room and found my roommate, Mike, watching porn on his laptop. This was not unusual for either one of us. Some of this junk could be quite entertaining. He nodded and said "Hey Tim" as I walked in and then waved me over so I could see what he was viewing. It was some pr...