Diaper Sissy Stories

8,305 results
Orientation
Length
Source
Infinite Scroll

Sissy Gets Used

by Laila2605 on Oct 19, 2020
Transgender & Crossdressers

It was about 2 in the morning when I pulled into his apartment complex. As I drove to the back I could see the spot he was talking about, a big dumpster in an almost completely unlit part of the parking lot, so I did as he said and pulled into one of the parking spots right beside it. As soon as I parked I got a text from him: "Now do what I said." I resp...

My Sissy Wife Pt. 03

by IcelandSpar on Mar 12, 2019
Transgender & Crossdressers

Continued from where we left off in part 2. For everyone who read this and liked it, favorited it, left a comment, or sent me a message: thank you, you inspire me to keep writing. If there's anything you'd like to see here, or questions in general, please don't hesitate to reach out. Peace! ***** Somewhere in the night I must've rolled off you, I woke up b...

Sissy Masochist

by _pdy_ on Sep 24, 2019
Transgender & Crossdressers

I'm writing this because, personally, I really enjoy writing about my sexual desires and turn ons. I find it very taboo to express these secret thoughts for strangers on the internet to see, and to be completely honest, I have a massive hard on as I write this. Well, not massive, quite the opposite actually, but you get the point. Reflecting on my previous...

Jonny Wall

by TheBigEd on Sep 17, 2017
Loving Wives

I work in a small office where we manage commercial real-estate. I have a total of over twenty-two million square feet of warehouse space and over a million square feet of office space. I stay away from retail; the turnover is too great and they require a lot of time and maintenance. I just love Fridays, it's the slowest day of the week. I generally take th...

A King's Touch Ch. 00

by dragontatto on Sep 19, 2017
Sci-Fi & Fantasy

Thanks to all of those who have been patient with me and the delay for returning to Venus and these wonderful characters. I hope you enjoy and wish me the best during the Nanowrimo contest, which is what I'm writing this story for. * Sandova, Venus, 2108 "Come out child." Clara's gaze was steady on the spot where she was certain she had a little spectator...

Stepsister's Surprise

by PantyWarmer on Sep 12, 2017
Transsexuals & Crossdressers

I was twenty when my father re-married. My mother walked out on us when I was six and Dad was always right there for me. Fourteen years raising me all by himself, sacrificing his own personal needs and desires and now that I was grown it was his turn. I believed that and I was happy when he found Jane. ‘His Jane,’ I would say making a spoof on Tarzan. Jane...

A Birthday to Remember! Ch. 04

by searic on Sep 11, 2017
Transsexuals & Crossdressers

A Birthday to Remember Part 4 In some ways the meeting room in which Haley and I found ourselves looked typical of the species: there was a long table labeled "Welcome--Registration"; A couple of folks behind it helping individuals sign in; a coffee urn with cups, cream and sugar; next to it a selection of cookies; and a place for seating with whiteboard,...

It Happened in Mexico Ch. 03

by Angelscuck on Sep 16, 2017
BDSM

Angel watched the video of her husband in disbelief. Kelly had never shown any signs that he was gay before yet hear he was, begging to suck Joaquin's cock and to be fucked in the ass and looking like a sissy drag queen. It hurt her when her husband said he didn't want her anymore and called her a whore. She felt disgusted at the sight of him being fucked,...

Sissy Joanne Parr Fantasy Fucking Ch. 01

by Sissy Adele Howells on Aug 18, 2017
Fetish

Joanne Parr was 26 years of age. She had an obsession with the Barbie doll . She wanted to look like Barbie, as well as dress like her. One day in the office, I was so jealous of her. How dare she wear pretty dresses, when they would look much better on me. I want to be the new Joanne Parr, but I needed help to allow my kinky fantasy to take place. Georgina...

Alone with a Sissy

by JRussell on Sep 16, 2017
Fetish

Home alone with the wife conveniently out of town for the next four days, Mark wanted badly - badly - to act on his urges to be intimate with a man, to hug, kiss, touch, rub, stroke, suck, the whole progression of lovemaking. He was starting from scratch, as his gay friends also were his wife's friends and he didn't want to take a chance that a careless word...