Gay Sissy Diaper Stories

800 results
Orientation
Length
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Infinite Scroll

Chubby Sissy Meets His Daddy

by vulpinechub on Sep 19, 2017
Gay Male

The following story is a work of gay fiction. It contains sexual acts between males. This story focuses on: Humiliation, diapers, sissy play, domination. Copyright 2014 -- Feedback is appreciated. * My university decided to cancel classes for the day, but it was too late: I was stuck in the worst traffic of the decade. Mainly due to the incompetence of b...

House Rules Ch. 06

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Eleven WORK TO DO & BUTTERFLY KISSES I fixed breakfast the morning for the both of us. I was wearing pink hipster panties with the word SASSY across the seat and a white cami with pink trim which showed my flat belly. The material was lightweight and tight against my lean torso. You could clearly see my nipples which were as pointy as gumdrops. My...

Should Not Have Stopped

by pampersub on Aug 18, 2017
Gay Male

I had gotten a job in South New Jersey, not bad, right after law school. It took me awhile to clean out my old apartment so I did not get to leave on the road until Saturday morning. I was a little angry at myself for waiting so long, my plan was to get to a hotel on Friday night then check out the bar scene all Saturday and Sunday, pick a new place based...

PIXIE Sissy Stripper Ch. 03

by EROTICbearscribe on Jan 6, 2020
Gay Male

Darryl Powers was on his way to one of the two popular nightclubs he owned. His new sissyboi, Benji, was beside him. The boi looked pensive and vulnerable, especially sitting next to Darryl. At 6'5 and a muscled but well-sculpted 230 pounds Darryl dwarfed the, for lack of a better word, 'petite' college boy sitting next to him. Anyone seeing the two pass b...

Lessons in Humility

by KenjiDeSade on Aug 18, 2017
Gay Male

This story is a work of fiction. All character within this story are fictional and any resemblance to any actual parties in mere coincidence. Please do not re-distribute for any reason without seeking the authors permission, though the author does encourage you to share with friends. Please feel free to contact the author, Kenji De Sade, for any reason at th...

Our Night Together Ch. 01

by HappyGerman on Aug 18, 2017
Gay Male

*knock knock* "Yeah, yeah, I'm coming, hang on." Allen came to the door and opened for me. "Sup, Pigm?" This was their nickname for me - they had all always poked fun at my weight, but I didn't mind anymore. It was just their way of showing me that I was accepted. I was a bit overweight, but I still think I looked pretty good with shoulder-length, curly...

Blink: Five

by KenjiDeSade on Aug 18, 2017
Gay Male

The following story is a fictional account. The characters are entirely unreal and so are their situations. Thus no direct attention was paid to probability or safety for the characters. Such practices should not transfer over to real life situations. Practice safe, sane and consensual sex. For your own damn good. If you have problems or issues with queer po...

Blink: Three

by KenjiDeSade on Aug 18, 2017
Gay Male

The following story is a fictional account. The characters are entirely unreal and so are their situations. Thus no direct attention was paid to probability or safety for the characters. Such practices should not transfer over to real life situations. Practice safe, sane and consensual sex. For your own damn good. If you have problems or issues with queer po...

Our Night Together Ch. 02

by HappyGerman on Aug 18, 2017
Gay Male

The next day dawned bright and early at 8 AM with my cell phone alarm chiming. I clicked it off and looked at the floor to see Allen, my new slave, lying there in a diaper. His cock was creating a bulge in it from his morning wood, and I salivated at the thought of it. I crawled over to him in my doubled up diaper (which I had soaked again during the night)...

Chapter 01: Back to the Start

by dpboimikie on Aug 18, 2017
Gay Male

Brett was the typical college freshman. He moved from a smaller town in the state that was about 2 hours away, so a college city was definitely a change of pace but it suited him. He had an athletic physique and loved doing anything outdoors just to keep himself busy. Overall he was the complete package, good looking, friendly, and had the brains to back it...