Spanked Sissy Stories

24,820 results
Orientation
Length
Source
Infinite Scroll

Man Disciplines Sissy Ch. 04

by LanaBehave on Sep 25, 2018
Transsexuals & Crossdressers

The fitness-center shower area had three separate tiled shower stalls, with another plank-type bench stretching across their front. I stood between the bench and the middle shower, waiting for him. For Ray. For Daddy. I looked down at myself, and my little cock was hard. I was waiting for Daddy, and he was going to wash me, and show me something. Until t...

Man Disciplines Sissy Ch. 03

by LanaBehave on Aug 20, 2018
Transsexuals & Crossdressers

I watched Daddy walk to the door of the hotel suite, and I watched him open the door, and then I watched him step into the hallway. He was gone. The door closed behind him. I stood there, in my dress. In my heels and wig. I felt a shiver run through me, and I thought about Daddy, and what had just happened. I went to long mirror on the bedroom door, and I...

High School Dilemma Ch. 04

by LaurenWestley on Sep 15, 2017
Fetish

(Authoress's note: of course all disclaimers are still in place regarding characters etc. This particular episode is very XXX with pee scenes etc. However, I do know many parts of my stories will not appeal to all of you. I only wish there is enough to make each of you happy. To those who have given me constructive criticisms as well as those with praise tha...

Tom and Friends Adventures

by Mobman1 on Oct 25, 2020
Exhibitionist & Voyeur

In the night of Falmon, we come to see over the house of the young characters of the Story.What's next? Lisa Emma Sori Paige Tom (sissy) Ethan (sissy) What's next? Lisa Emma Sori Paige Tom (sissy) Ethan (sissy)...

Open in Reader

Princess Mia Ch. 03

by rossdrakon on Sep 14, 2017
BDSM

First, I would like to thank "B. Smith." For editing the story and for your advice. I also want to thank the readers for your encouraging words. I will try my best to improve on the stories and writing. The story is based on real life experience. This is a story about a guy who found the perfect dominant woman that makes him truly happy. Story would be mor...

Stevie's Journey Ch. 02

by gbr2004 on Oct 7, 2019
Fetish

I sleep soundly but finally wake up and realize it's almost nine o'clock. I get up and take a shower. The hot water feels so good. I get dried off and go over to the dresser and open the top drawer and there are several pairs of panties in the drawer. I pick out a red pair and slip them up my legs. They feel so soft as I pull them up. I reach in and tuck my...

The Birthday Party

by today_i_am26 on Jul 27, 2020
BDSM

Chapter 1 - The Negotiation We sat, the four of us, in a coffee shop on the high street. To the causal onlooker, we probably looked like university students meeting their parents for a catch up. The reality was something quite different. My Wife, Goddess, Dominant, Keyholder, had answered an online advert on my behalf; a couple looking for a Sissy to att...

The Tasting

by IraIrene on Sep 16, 2017
Transsexuals & Crossdressers

"Mmm. You're pretty in frills, sissy. Pink polka dots look good on you, and your lipstick is just so. Lift up your skirt for me, show me the panties you picked out." "Aww, those are too small. Your cock is poking out. Hee! Now turn around and wiggle your cute little tush for me. Good sissy boy. Now get down on your knees." "I suppose you're wondering why w...

What Every Sissy Knows

by BelissimaSissy on Jul 31, 2018
Transsexuals & Crossdressers

Note: the following story is about 99% true with only minor embellishments. For example, there are no condoms in the story. In real life, protection is a must, but stories give us room to fantasize. Enjoy! ***** I was scared but it didn't matter. I pushed through it until my plump little dick poured out its hot seed onto my tummy. After that all I could he...

A Wife Comes Around Ch. 03

by pinkpanteez247 on Sep 11, 2017
Transsexuals & Crossdressers

Part 3. Sorry it took so long but life gets in the way sometimes. Also had to get the creative juices, along with some other juices, flowing again. I'll try to get into more detail (foreplay), instead of just right into the action. It makes for better reading. * As I sat there and watched, my panties were getting wetter and wetter and I decided to do some...