Gay Sissy Gloryhole Stories

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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...

HypnoSissy: Ecclesiastical Sucking

by silkstockingslover on Oct 15, 2017
Gay Male

Summary: Cock sucker discovers a church where he can worship. Note 1: Thanks to hfernandez1983 for the story idea and the intriguing revelation that hypno sissy videos exist in the first place. Note 2: Of course, all participants are at least 18-years-old. Note 3: Thanks to Tex Beethoven, Robert, Thor_pf, and Wayne for editing this story. Note 4: Thi...

Buddy

by MVP6 on Jul 15, 2020
Gay Male

This is my sixth 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. Maybe not my best but it has an important message. In my first letter "Costume in a Costume" I describe how I dressed as woman in a Halloween costume to trick unsuspecting men into letting me give them my fir...

Gym

by MVP6 on Oct 5, 2020
Gay Male

This is my seventh letter describing my expanding awareness from a naive man with a desire to suck a cock to a man willing to explore. (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 unsuspecting men into letting me give them my first blow job. In my second letter "Gloryhole Il...

Finally

by yesplease8 on Sep 25, 2017
Gay Male

I have been happily married for over 10 years. My wife and I are sexually adventurous and open-minded. We have always openly shared fantasies. My wife always makes an effort to realize all of our fantasies. My wife, Anne, is a beautiful woman who takes very good care of herself. She is a natural blonde with natural 36 D tits and firm, muscular legs. Out in p...

The Mudroom Ch. 02

by Kent100 on Sep 14, 2017
Gay Male

Recap of The Mudroom Part I... To catch you up... In my mind, my worst fears had just been confirmed by my cousin John. It was actually his big cock that I had sucked off at what I thought was my anonymous gloryhole setup at my house. We had hooked up off a Craig's List ad that I had posted and I was mortified with what he just said to me at the family par...

Exploring a New Store

by TerriC on Nov 18, 2019
Gay Male

"I don't know how he did it, every day in those white tights." I thought to myself, as I pulled a pair of tights up my legs. The semi opaque white spandex stretched around my hardening cock. How the actor who played Robin, in the '66 Batman tv show, wore those tights without walking around hard all day, I'd never know. A wet spot forming on my tights as I sl...

Zebulon

by MVP6 on Jul 6, 2020
Gay Male

This is my fourth 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. In my first letter "Costume in a Costume" I describe how I dressed as a girl in a Halloween costume to trick unsuspecting men into letting me give them my first blow job. In my second letter "Gloryhole Illust...

Tropes Ch. 01

by UghOkay on Aug 18, 2017
Gay Male

29 year old Brad Chang sat in his friend Drake Peterson's apartment being regaled with the latest story of Drake's wild sex life. Brad tried to follow the story as he wondered when it would be time for him to have his own sex life. He seemed to spend a lot of time listening to Drake's problems and not getting any dick of his own. He was 5'11" with short dark...

Becoming a Sucker Pt. 03: Coworker

by jbrig on Sep 19, 2017
Gay Male

This story is graphic! If gay sex, breeding or forced sexual situations offend you please do not read this story. ***Spoiler*** this story is about forced gay sex. ***** I have been a cocksucker for about a year now. Guess I shouldn't toot my own horn but I've become a really good cocksucker. I understand the importance of keeping my hobby private. I gues...