Gay Diaper Interactive Stories

90 results
Orientation
Length
Source
Infinite Scroll

Role Reversal

by perihelion on Sep 14, 2017
Gay Male

I never dreamed I'd experience sex with my own father. Never. But it happened when I was twenty-two and he was forty-seven. My parents were on vacation in Montana when they were involved in an automobile accident on the Interstate. A car in the lane opposite theirs sideswiped another car causing the two cars to spin and turn over. An eighteen wheeler transfe...

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...

Prison School Ch. 11

by o2byoung on Sep 14, 2017
Gay Male

It's about 9:00 AM on Sunday morning. Although most of the trainees usually eat with their respective groups on weekdays, they tend to intermingle with others on weekends. Brunch is served on Saturday and Sunday for a 3 hour period, from 9:00 AM to Noon, so some will eat early and a few will trail in late. James tries to keep tabs on whom all has been in to...

Watching Him Back Ch. 02

by Acerbicscribbler on Sep 19, 2017
Gay Male

It's Friday and I'm fidgety and in a bad mood. Part of it may be that I haven't had a chance to confirm with Crispin. Saving him from bullying is mostly keeping Jay and them distracted from that crowd, which means a lot of clowning and talking loudly about random shit whenever Crispin or one of his friends walk by. I can't get close to him, but I have this h...

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...

Working It Out - Bitch in Heat

by Baron_Cumhausen on Jan 29, 2019
Gay Male

Author's Note: Many thanks to your fellow readers' inspirational comments and up-votes, below is the second free-standing installment of the Working It Out series. I hope you enjoy reading it even half as much as I did writing it. ***** Normally, my morning commute is incredibly frustrating, what with all the traffic, texting drivers not aware of the gree...

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...

Massage with Release

by AnotherDay on Sep 19, 2017
Gay Male

After I'd divorced my wife of 10 years, I moved into a condo while she and the kids lived in the house. We'd parted amicably, but I was still pretty hurt by the whole process and the things that we'd said in court. Luckily, she wasn't able to take me all the way to the cleaners, so I was fairly well off even with the alimony and child support I had to pay....