Gay Diaper Boyfriend Stories

3,715 results
Orientation
Length
Source
Infinite Scroll

Pathetic Ch. 02: Friendship

by kipp412 on Sep 14, 2017
Gay Male

"Hi and good morning, I'm Lucca from the IT department." I said as I shook the big wig's hand. "I got an email that there was an issue with this meeting room's equipment?" "Yes, I need to give this presentation that I have saved on my laptop. I have it connected to the cord for it show up on the TV, but the screen is staying blank." I suppressed a groan as...

Black Cock Party Ch. 04

by MarkLazer on Sep 14, 2017
Gay Male

It had taken me a couple of days to fully recover from Vinny's huge dick. It took that long for my asshole to eventually contract back to its original size. I still couldn't believe that I had fit and taken Vinny's thick black cock in my ass. I had wondered when our next encounter might be coming. That next Friday night, my roommate Bob's gorgeous girlfrie...

Turned Out on a Bet Ch. 03

by Coxswain on Sep 19, 2017
Gay Male

TURNED OUT ON A BET, PT. 3 In which the best-laid clans of men often go astray The Seventh-Inning Stretch How does the saying go?--The balls have reasons that reason itself knows not of? I was in a funk. Mess hall coffee tastes even worse when your head spins with an impossible scheme. It was a simple question, really: How do I stretch the asshole of an u...

Consumed Pt. 12

by myoregon on Sep 14, 2017
Gay Male

Author's Long-Winded Note: Hello all! Well, I feel like I owe everyone an apology and an explanation. First, I'm sorry that I've dropped the story. Secondly, as for an explanation, my mom, some time ago, was diagnosed with Progressive Supria Nuclear Palsy, which is a degenerative neurological disorder. I had to move her closer to me and also had to take awa...

The Long Road Ch. 01

by jdunaway on Aug 18, 2017
Gay Male

To all of my friends and fans, I apologize for being absent so long, but I've been in the process of completely re-writing The Long Road, implementing a number of suggestions I received via feedback from you. There is more background story and character development as you will discover in this and subsequent submissions. The Long Road, from beginning to en...

My Boyfriend and his Bud Ch. 04

by Dirtynerdychick47 on Dec 13, 2017
Gay Male

Another short story but the next one is longer I promise. Also it shouldn't be as long in between stories. I hope you enjoy, and please feel free to comment or send me feedback. I do my best to reply to any feedback I get unless it's anonymous because then I can't. ***** A few nights after their last session my Boyfriend and Pete attended their company C...

Repairing My Relationship with Dad

by tomguy12345 on Dec 25, 2019
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** I'd only just come out at 18, and not long after I started dating a hot older guy in his late 30s - a therapist actually. I loved being with an older guy, it made me feel special. He liked the attention from a younger guy. Being a therapist, my boyfriend couldn't really resist ana...

A Top for My Boyfriend

by Tough_But_Femme on Jan 29, 2020
Gay Male

My boyfriend and I have been together for about a year now, and things have gotten a lot more fun over time. It all started when I came home from work early one day. I told him I'd be back later, but one of my meetings got cancelled. So, I figured I'd surprise him. When I walked in the door, I heard a few voices moaning and some slapping. I just assumed that...

Little Sex Toy Ch. 04

by keptsissy on Sep 26, 2017
Gay Male

I'm over a complete stranger's knee, butt way up high with his left hand and huge arm wrapped over my back and up under my stomach. He has the flat inside of his left palm pulling me up slightly off his knee. It hurts. I feel him push up into my stomach. He could pick me up like this, pick me up and hold me upside down if he wanted to, he's that strong. He's...

Voyeur Girlfriend

by PrettyStoryLover95 on Apr 23, 2019
Gay Male

I was home that Saturday evening when Fynn, my boyfriend, wrote me a message asking if I was home. I usually waitress on Saturdays, so it was normal that he should ask. I told him I wasn't home, even though I was, because I wanted to surprise him with a chocolate cake that I had bought for him and put in the fridge. I hid in the kitchen until I heard the fr...