Gay Sissy Caught Stories

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The Story of Indio

by justincbenedict on Aug 18, 2017
Gay Male

I write to you of my friend Indio...who became a male slave/master when he turned twenty-one and went to college! Nineteen year old Sipple Knox was what they call a "fourth generation legacy", a rich boy who didn't have a lot of smarts, and just got into Georgetown 'cause all his relatives did. Sip couldn't take his eyes off Indio, though--partially because...

The Jackal House

by castlequill on Aug 30, 2017
Gay Male

When I was 18 years old, I was kidnapped. Except, it wasn't your typical kidnapping. There was no ransom call, no revenge plot, nothing. Nothing except a couple of seriously fucked up, twisted minds of some seriously fucked up, twisted psychopaths. It was the summer after I graduated high school. My best friend Lacy and I embarked on a 2 month backpacking...

The Erotic Tales of a Trucker Pt. 07

by sexygirl76 on Sep 1, 2017
Gay Male

Chapter 12 Room Service Anyone? North Dakota, now there was an interesting trip. Over the years, I got into a routine when I went to the different states around the country. If I went to a town or state multiple times, I got to the point where I would just stay at the same places over and over again. Especially if I got good service there; if not I would fi...

The Erotic Tales of a Trucker Pt. 05

by sexygirl76 on Sep 1, 2017
Gay Male

Chapter 8: This nurse gave me more then just a shot My encounter in Wyoming now that is one I will never forget. It took place about two years ago. I had just finished a long haul back east and was taking a couple days off in a small town just outside Cheyenne while I waited for another load. I was laying in my bed next to a hooker I had picked up enjoying...

Boy Story

by azburglar on Aug 18, 2017
Gay Male

I was going through some hard times recently. My job was cut during the recession and I was trying to get by on the meager unemployment check I received. It didn't help that I had a bit of a gambling problem. I was badly in debt but pretty much judgment proof so I didn't worry too much about it. Sometimes I would take my weekly check to the casino on the edg...

Carl: My Hung Black Internet Lover

by Bi_in_LA on Sep 14, 2017
Gay Male

At 37, life had become quite mundane. It was 1999 and I had been divorced for two years after 12 years of lackluster sex with a disinterested wife.. A cold loveless marriage didn't work for me and I decided I'd had enough I had married young, at 23, after graduating college. Now I shared custody of two great kids, and suddenly I had a lot of extra alone time...

Sloane House Y

by timmywells on Sep 14, 2017
Gay Male

It was the early 1970's, and I had just turned 20. To celebrate, I decided to take a trip to New York City. Not having a whole lot of money, I had asked around before the trip to see if anybody knew of a cheap place to stay. "Sloane House Y," one of my fellow students informed me. "Just don't drop the soap, if you know what I mean." The guy didn't know me...

Love In His Eyes

by tye27 on Aug 18, 2017
Gay Male

BLAKE: I was swimming alone in when I noticed he jumped in the lake and was slowly paddled toward me with his prefect white smile and beautiful brown eyes that were fixed directly on mine. I realized in that moment that I was in love with my friend. How it happened, I didn't really know. Here we were on the Fourth of July with all of our close friends, swim...

Go Ahead

by Robert_Furlong on Aug 18, 2017
Gay Male

Whenever I need to use a public toilet, I invariably go into one of the cubicles even if the entire row of urinals is empty. This used to be because, having had some bad reactions from women at the large size of my manhood, I was self-conscious about exposing my genitals to other people and preferred to hide myself away. These days, that no longer bothers m...

Boys of Sharp Shire

by JimBob44 on Aug 18, 2017
Gay Male

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. ***** The late October rain seemed relentless, made all the worse by a cold, biting wind. It had been raining off and on all day, thoroughly saturating the campus of the University of Louisiana at DeGarde. Many students clumped together by the glass doo...