Diaper Gay Sissy Stories

28,999 results
Orientation
Length
Source
Infinite Scroll

The Bearing

by SecondCircle on Aug 29, 2017
Erotic Horror

This is an entry for the 2013 Halloween Contest. Be sure to place your vote and check out other entries. Thanks. **** "It's that offensive line, man," Gary said. "You can't do anything with a line that's in shambles." I took a drink of my beer and nodded. "I wish they would've spent some money on that instead of those puny running backs and receivers t...

Daddies New Girlfriend Ch. 02

by LilLindaMelons on Oct 8, 2019
Transgender & Crossdressers

Part 2 AKA A walk in the park After the torrid love making session he had enjoyed with his Father just over a week ago, Jerry knew his life would never be the same. That night Doug had tenderly held his special Gurl against his chest and had warned his son that if he ever caught him dressed up as Cynthia again he would not be able to control himself becau...

Guarded Ep. 03

by GCStargazer on Dec 23, 2019
NonHuman

Leo strode over to the check-in desk of the hotel lobby. He was still in his leather pants, his jacket open and plainly exposing his sculpted muscles for all to see. The front desk girl gave a polite bow to him not seeming the slightest bit surprised by the display. "Good evening Mr. Montone, your room is ready for you already. The penthouse suite on the top...

Decorating Her Dainties Ch. 03

by wordyone on Oct 3, 2018
Fetish

Back at work in the new year, I was missing Sophia's horny body. A sight for sore eyes amongst the chaotic views of site work. She turned up all overalls and paint rags one lunchtime at the end of the first week. I was mortified when she took her bag of used nylons away with her. I had missed her naughty little body and her cheeky ways but to have a little...

Sabrina Pt. 02

by GeneraZ on Mar 25, 2019
Sci-Fi & Fantasy

Chapter 6 As Paul and Sabrina spent time together the time flew by, and seemingly in the blink of an eye a semester had passed. Though the demands and distraction of his incredible girlfriend had done considerable damage to his grades Paul had never been happier. Nevertheless, he worried what he'd tell his parents when they'd ask and learn how badly he'd be...

My New Neighbours Ch. 04

by csm1967 on May 6, 2019
Transgender & Crossdressers

We must have drifted off as I woke with a start and it took me a moment to realise where I was. We were still in the bedroom and I was cold from the air conditioner. I continued to lay there as Katie was asleep on my chest. I looked at her and smiled and once again was thankful that I had a partner that allowed me to fulfil my sexual fantasies. However, the...

Saving Savannah

by MTL17 on Sep 19, 2017
Celebrities & Fan Fiction

Author's note: This is a story based on Hellcats. Both the actresses and characters are over 18. * "Get that girl a hurricane and keep them coming." Marti Perkins grumbled as she heard Lewis's voice in her head yet again. Why couldn't he just have said 'get that girl a hurricane' or just 'get that girl a beer'. That would have loosened the brunette up....

Anal Addiction Ch. 01

by Tallnhard1 on Sep 18, 2017
Transsexuals & Crossdressers

It was after midnight by the time I pulled up in front of her apartment. Putting the car in park I sighed and then looked over at my girlfriend Tiffany. She was sitting in the passenger seat with her legs tucked under her and her eyes on the cell phone in her lap. Glancing up she looked at her apartment building and then over at me with a disappointed look o...

Dressed To Please Kate Pt. 02

by jealouscuck on Sep 25, 2017
Transsexuals & Crossdressers

Kate and I went from newlyweds to a loving dominant/submissive couple. I had been introduced to feminization and really loved to be dressed totally. We had close friends who had actually introduce Kate and ultimately me to the lifestyle. While most of our life was "normal", we became very active in the alternate lifestyle. We would go shopping with me dress...

Super Advice

by MTL17 on May 29, 2018
Celebrities & Fan Fiction

Disclaimer: I do not own Legends of Tomorrow or Supergirl or anything to do with DC. I do not make any money from the writing of this story. Author's note: This story is an alternative version of a scene in my Super Dating fic. ***** "Gideon, report!" Sara Lance demanded after a sudden jolt almost knocked her out of her chair, "What the hell was that?"...