Gay Sissy Anal Stories

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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...

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...

Freddie Pt. 02

by exaucer on Aug 18, 2017
Gay Male

I could not believe it. Freddie must have dissolved the Viagra in the coffee and that was why my cock had become erect on its own, why it would not go down and why I was unable to resist his advances. Freddie had duped me. At least that is what I told myself. I decided to go back down to the basement and confront him. When I went down to the basement I went...

Fixing the straights

by cdbaby on Dec 28, 2016
Gay

You wake up and prepare for your day, unaware that this would be the last day you would be considered straight. You shower as you did every morning and felt the water's warm touch as it cascaded over your skin. You could stay here forever if you could. But you need to start your day and the hot water would run out before long. You wash your hair, then the re...

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Curiosity Fucked the Straight Guy

by silkstockingslover on Sep 25, 2017
Gay Male

Editor's Note: this story contains incest content. NOTE 1: A special thank you to Estragon and Goamz86 for editing this lengthy multi-chaptered journey. Curiosity: Fucked the Straight Guy I can't explain for the life of me when I suddenly became curious. I mean I am 44 and have never found any man remotely attractive. Oh sure, I can tell when a man is goo...

The Man Cherry Fetish Ch. 01

by blondeallover_00 on Sep 2, 2017
Gay Male

This is the story of how I came to be an Asian cock and ass freak. I had no idea how much I craved dick until I became a student in the eastern U.S. I was attending a party that was being thrown for the better students in my department by professorial graduate school assistants. The event was located at a professor's home who was known to "swing both ways",...

Learning a Lesson

by tommyrj on Aug 18, 2017
Gay Male

When I was around eighteen years old I worked for a newsagent, sorting and delivering papers. One day, as I got back a bit later than usual. I went round to the back and picked up my bike. I noticed a newly arrived stock of porno magazines, and to my surprise, there were some gay ones. I was Curious, and not sure what I liked at this point. Girls were fun, b...

Coming to Terms

by HerLittlePiggy on Aug 18, 2017
Gay Male

I stood naked beside the bed. My hard cock jutted straight out from my body betraying my excitement. "I have never done this before," I said softly. "But it excites you doesn't it?" "I guess so," I answered as my cheeks flushed red with embarrassment. "You guess so? It's a yes or no question. Does it excite you?" "Yes," I replied honestly as I cast m...

Bikini Boi

by MySissyWorldx on Oct 3, 2018
Gay Male

My Brothers Troublesome friends... Note: everyone is of a legal age, and names have been changed for the sake of this story Enjoy *** My first time was more than a little bit terrifying, but enriching to my life beyond my wildest dreams. It began on a family holiday, just after my older brothers 21st birthday, him being 2 years older than I was at 19. Be...

Tricked into Gay Sex

by beatoffboy on Aug 30, 2017
Gay Male

This is the story of how I was tricked into having gay sex. I had been dating a woman named Jean for several months. Jean had long dark hair, perfect thirty-six C breasts and long legs leading up to a nice tight behind. Although we were dating regularly, we had not yet had sex. My only attempts to lure her into bed had ended with me getting a quick feel of h...