Gay Sissy Cuckold Stories

804 results
Orientation
Length
Source
Infinite Scroll

I Make Believe I'm a Cuckold Ch. 04

by donaldelliott11 on Feb 10, 2020
Gay Male

This is the fourth and final chapter. You should read the others first. This chapter contains a scene of incest between two adults. [Writers love feedback. Please comment on and rate this story. About 99 readers out of 100 do *NOT* bother to do either. Comments help me improve my writing; ratings help other readers find what they most will enjoy reading. Ra...

The Metamorphous

by eviltwin52 on Aug 29, 2017
Gay Male

I didn't plan to be a homosexual. I didn't want to be known as a sissy. I didn't want to be used and abused by those who were my friends. I tried to be a normal, heterosexual male. Mother nature had other plans for me. My name is John. I've always been on the small side. My height is 5'6" and my weight was 130. I have a narrow waist, a pert, round bottom...

I Turned Myself Out

by drmweaver705 on Jan 29, 2020
Gay Male

All characters are 18 or over. ***** My journey must have begun with my discovery of porn. When I was eighteen, I discovered a trove of porn magazines hidden out in the abandoned shed of a derelict and condemned house near my childhood home. This was the first time in my sheltered life I had ever seen anything like it. The magazines varied from soft nudit...

My Role in Porn

by Cyanlot on Aug 18, 2017
Gay Male

Like any twenty-two year-old guy whose girlfriend had just dumped him, I was at a bar, drowning my sorrows. I didn't know the bar. Not wanting to run into any acquaintances, I'd picked a dive a few miles from my neighborhood. I'm not much for hard liquor, so I was slugging down beers and spending almost as much time going back and forth to the john as drinki...

It Could Be Worse Ch. 05

by eviltwin52 on Sep 14, 2017
Gay Male

Note to readers: If you don't like IR, gay male, and cuckold stories please move on. You can jack off to some one else's imagination. My stories aren't required reading. And yes, I know. I'm a twisted fuck. Lastly, I never sucked a cock. I was merely posing for dirty pictures. ***** Two years after I sucked my first load of cum from Jim's cock and then w...

My First Gay Orgy

by yvetteinpanties on Jul 4, 2018
Gay Male

Note: autobiographical, not fiction. Lucky me. *** The idea of sucking cock did not appeal to me for the first 50 years of my life. Then, the love of my life left me, claiming I was too dominant to put up with. In an emotional turmoil, I began to investigate websites about how to be less dominant. Web searches for such things as 'female led relationships'...

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...

This Cock Tastes Like My Wife Ch. 03

by Turned on Sep 17, 2017
Gay Male

Part 5 – The Partnership This is part 5 of the series. Part 4 was contained in chapter 2. Parts 1-3 was contained in chapter 1. I was shaking outside of room 217. I'd been standing there for almost five minutes and still hadn't knocked. It wasn't too late to turn around. But who was I kidding? I'd come this far because my obsession ruled me. I had no po...

Cuckold at a Cocktail Party

by CuckoldGuy on Sep 1, 2017
Gay Male

When I was a young, naive, immature man or maybe I should say boy, I was engaged to be married to a very beautiful, sexual, voluptuous, full figured girl. She had full puffy lips, large rounded breasts, curvy hips with full rounded buttocks. I introduced her to my boss. He was an old wise man and she must have made an impression on him because a couple of da...

Party with Wife and Her Lover

by colleenslittletoy on Sep 14, 2017
Gay Male

My girlfriend of six months came home all excited. This was a good sign I thought because I was afraid things had been getting a little dull lately. It seemed like she wasn't really into our lovemaking sessions and they were getting fewer and fewer. "I need your help!" she exclaimed when I asked her why she was so excited. "There is an important business di...