Diaper Gay Sissy Stories

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Orientation
Length
Source
Infinite Scroll

The Cookie Chronicles Ch. 01

by PeterBlueEyes43 on Sep 16, 2017
Interracial Love

Chapter 01: Cookie's First Trick Fort Meade, MD Thursday, July 19, 1979 Background: My 18-year old Filipino wife Cookie possessed a dangerous combination of exotic beauty and an insatiable appetite for sex. She had creamy brown skin and silky, long black hair, and she loved wearing sexy, revealing outfits. I was the envy of the guys in my unit at Fort Mea...

Colorado Rocky Mountain Bi Ch. 06

by walterio on Apr 23, 2019
Novels and Novellas

AUTHORS NOTE: This chapter contains bisexual, gay and straight sex encounters. It is also the final chapter in this series. BALANCING ACT For the weeks following July 4th weekend, things remained fairly routine with Gordy, Hua and now Gracie. Monday through Friday, I would get my workouts in before work each morning. Gordy and I would have sex each evenin...

The Girlfriend Ch. 05

by nikkiesilk on Apr 23, 2019
Transgender & Crossdressers

I shuddered and closed my eyes as Sam took me into his mouth. I knew I should stop this right now and my hands moved to push him away just as he wrapped his tongue around the head. When he flicked the spot where the head meets the shaft I moaned, and instead of pushing him away my hands held him in place as his tongue danced around my cock which was now as h...

Night Walker's Woman Ch. 11

by Tara Cox on Mar 17, 2020
NonHuman

Jaycee paced in front of the old bank building on the main street in Comfort. With its older builders, historical signs, and quiet streets, this place lived up to its name. But they had chosen it as the meeting place for this unusual pow-wow of characters for another reason - its location close to Grandfather's ranch. She looked at her watch. Eight-forty-e...

Shade Ch. 01

by MColton84 on Aug 20, 2019
Erotic Couplings

Hello, My name is Matt Colton. A few years ago I had gone through a hellish rough patch in my life. The factory I had been working at for nine years had closed its doors for the last time, leaving some 420 people out of work. This didn't sit well with my wife, and of course, I lose my car, my three-bedroom house, my kids, hell, even my dog in a nasty divorce...

Strange Sexy: Otherworldly

by SexyKthulhu on Mar 3, 2020
Sci-Fi & Fantasy

Otherworldly [All characters engaging in sexual activity are 18 years or older] **** It was a sunny and clear morning, the birds were chirping and I had a spring in my step. Being a Saturday and all, I was hoping that I could hang out with Haley, my best friend. Our mothers had been friends for years, ever since high school, so it was only natural that...

A Freshman's Summer Class Ch. 05

by CapnSteelBoy on May 13, 2020
Transgender & Crossdressers

**All characters are of legal age for adult content.** Thanks for reading and rating, its much appreciated, and humbling to see so many folks enjoy this story. I'm pushing out about 2 chapters a week, and will continue with that pace. Thanks again for reading! Chapter 5 I awoke the next morning in the pink bed of Ms. Kelly's daughter, images of the nig...

It Was Just Sex, Honey Ch. 01

by Night Scribe on Sep 19, 2017
Loving Wives

I guess you might say I'm a lucky man. My name is Paul, and I have a runner's body which has stayed with me since college. That's how I got to college in the first place. I was good at running the hurdles and even better at the sprint races. If it was a mile or less, I was your man. At least I was good enough to get an athletic scholarship. I even got to try...

Sissy Hubby Ch. 06

by buttboi on Sep 19, 2017
Transsexuals & Crossdressers

As I stood under the showerhead, the hot water pouring over my body, I could think of nothing except Ben's cock sliding in and out of my throat. My freshly pierced "clitty" tingled with excitement and became semi hard. I stepped out from the shower before I started stroking it, quickly drying my body with a clean, fluffy towel, taking extra care around my be...

A Wife's Lover, His Boss Ch. 02

by keptsissy on Aug 30, 2017
Fetish

"I take it she's spoken with you about me, about me and her?" He sits behind his desk and stares at me. He's aloof. He's never said more than two words to me before, passing in the hall at best. I'm so nervous I can hardly speak. When we got invited to his all-company BBQ party at his house it was the first time he'd ever really paid any attention to me. Mo...