Diaper Gay Sissy Stories

28,999 results
Orientation
Length
Source
Infinite Scroll

Lonely Man Becomes a Sissy Ch. 02

by rebeldoll on Sep 13, 2017
Transsexuals & Crossdressers

I awoke groggy and confused. I normally wake up in my nice queen size bed. I didn't know where I was. I had had the craziest dreams of me being a woman and getting me ass beat and fucked. Then I realized that it was no dream. I was tied down, my arms in front of me, I was on my stomach, my ass stuck in the air, something holding my feet spread apart, and I s...

Sissyquest

by Humiliatrix on Mar 23, 2018
Fantasy

You open your eyes slowly and find yourself standing in a forest, rubbing your head as your massive headache slowly fades away. You have no idea how you got here. The last thing you remember you took that girl home from the bar...Edith?...Ellen?...Emma! That was her name. You were actually going to get lucky for once, until you stripped down and she saw the...

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Yes, Mommy Ch. 04

by searic on Sep 17, 2017
BDSM

What follows is another section of my "Yes, Mommy" saga. Some readers have asked for more, but I haven't added any for a long while since I'm concerned that some may misunderstand from the title and think me a devotee of infantalism due to the diaper and "mommy" references. I'm not, and I'm including a section at the beginning (below) to explain. Heather ge...

The 2 notebooks(Public)

by dicchic on Jul 5, 2018
Miscellaneous

This is public. You're walking through the mall when you notice a run down shop. Curious you enter. It's mainly populated with stationary for a student. You notice two note books which seem to pull you in. When you read the titles they say. 'Book of creation' and 'Book of life'. You buy them and go home. You open the notebooks and they each have their 'powe...

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Sissy at Sundown Beach

by BabySophie420 on Jul 15, 2020
Fetish

Jake felt a tug on his arm. He looked up to meet his Mistress's stern gaze. "Come along Jessica, I won't ask again," She said teasingly. Jake shuffled towards the door leading outside. Each step he felt the thick diapers between his legs and he heard the rustling of his lace ruffles on his bright pink romper. His pacifier bounced on his chest as he waddl...

Earning His Keep

by Compliant1 on Sep 19, 2017
BDSM

I punched in the code and waited. I knew that I was being charged $1.99 for each minute, but I didn't care. I listened to the recorded music until a woman's voice came over the phone. "Tell Mistress Monica, have you been a naughty little sissy?" "No, but apparently my husband has." There was a long pause on the other end. "I just spoke to the manager. He...

Payson's Wedding Ch. 02

by fantaseeboy on Jul 16, 2019
Transgender & Crossdressers

The next morning, Becky and I walked into the jewelry store a few minutes after it had opened. The older man who owned the store looked at us with a funny expression on his face. We approached him hand-in-hand. Becky, with her Hispanic heritage, was wearing jeans, a white blouse that draped over her giant breasts in the most alluring manner, and white cross...

James and Daddy

by crazygirl18 on Oct 19, 2020
Fetish

*All parties are over the age of 18, story features gay incest, pissing, and diaper play.* The alarm blared to life, announcing 7am. James moaned and rolled over to hit the button that would make the terrible noise stop. He stretched out, popping the stiffness out of his joints and causing a crinkling noise. He looked down and smiled at the adult diaper tha...

The Wedding Ch. 08

by betamale08 on Mar 31, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 8 -- Deceptions at the Reception... "Now then, if everyone is in agreement and there are no persons here who find this couple unfit for marriage... By the powers invested to me by God and the State... Patti and Dale... I hear by pronounce you as husband -- and wife... Dale -- you may kiss the bride..." *** It wa...

Slave Immigrant Ch. 13

by OldGuy1026 on Sep 15, 2017
Sci-Fi & Fantasy

After receiving a cloned body I immigrated 127 Light Years from Earth to Free Skyes. Unfortunately I had to work and pay for that cloned body and I had very few skills a high tech society could use. So it was either I become an Unskilled Labourer or a Sex Slave. I guess Human Recourses sure had me figured out. All those years in BDSM chat-rooms and websites...