Diaper Sissy Bondage Stories

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Orientation
Length
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Infinite Scroll

The Intern Ch. 02

by FrostShard on Sep 14, 2017
BDSM

I didn't see Mengxia again for the rest of the day. That didn't mean she wasn't on my mind though. In fact, I thought of little else all day, and found it really hard to work. Towards the evening, I received a Snapchat from her captioned "Missing me?" showing a low selfie of her face, her full lips and the top of her cleavage. It got worse a few seconds lat...

An Evening with "Friends"

by HisSecretSlut on Aug 30, 2017
BDSM

My ass was burning and it seemed you would never stop, even the air moving over it felt like another spanking. I was squirming on your lap tears dripping onto the floor, my pussy leaking all over your thighs. You pushed me off of you and told me to lick you clean, I couldn't help but reach back to soothe my behind. It was hot to the touch and throbbing. You...

The Party Game

by talthar on Sep 17, 2017
BDSM

I knelt beside the tub and waited for my Mistress's command. She laid back in the soapy water, surrounded by a cloud of steam, her long black hair flowing out around her. "Washcloth, maid," she said, and I immediately handed her a blood red cloth. As she washed her legs she looked at me with a grin. "Are you ready for the party tonight?" she asked. "Oh, yes...

Trick or Treating with Sara Ch. 02

by BobDogwood on Sep 17, 2017
Exhibitionist & Voyeur

The next party we visited was being given by Camille. She was one really cool chick, who was getting ready to graduate (one of those weird mid-year things) and then she was going to join the army. The girl loved guns! She actually scared a lot of guys with her rap. Mwahaha! But most of them were sissies to begin with. Camille stood about five foot, seven, ha...

No Rest for My Ass

by humbleslave on Sep 17, 2017
Celebrities & Fan Fiction

This is a continuation of the "Being Brittany's Bitch" series. Your votes and constructive feedback are appreciated! Chantz Fortune had just finished fucking my ass and blowing a load from her squirting strapon all over my face, hair and tits at the opera, and was dragging me to the car. "You're in for a long night, bitch," she snarled. "No one embarrasses...

Revenge at What Price

by midnightwalk28 on Sep 16, 2017
Transsexuals & Crossdressers

Alex breathed heavily, sighing for the thousandth time as his eyes stared into the screen. His eyes burned as they began to water, as they surveyed everything on the screen again. After one more long breath and sigh he turned away as he ran his fingers through his thick hair. He rustled his own hair as he began to rethink his career choices like did every da...

Cross Dresser Dominated Ch. 01

by johnfell69 on Sep 16, 2017
Transsexuals & Crossdressers

I never knew his name. I did remember him, however. He had the thickest cock I have ever seen and probably will ever see. To say it was beautiful was an understatement. It was majestic! Let me backup to the ad I placed on the internet. Where do I start? Well, I have to confess to everyone my deep desire, no, my deep fetish, about wearing women's clothing....

David Invites JoJo Over

by polishjoe on Sep 16, 2017
Transsexuals & Crossdressers

This is a continuation from House Sitting. I had help from Graham who inspired me to write this story. It is written from David's point of view. Although I fucked Del that night, for the first time in our marriage I was thinking of someone else. I just couldn't erase the image of our sexy neighbor lying bound and helpless on our bed wearing the very same pe...

The Motorcycle

by TxRad on Sep 16, 2017
Romance

A few months ago, I bought a 1983, Honda VT500 motorcycle. It wasn't in bad shape for it's age, but it still needed work. The bike appeared to have been laid down, as three of the turn signal lights were broken. There were a few scratches here and there, along with a dent in the tank, and a missing side cover, to attest to a hard life at times. It hadn't bee...

Sissy and Hur Daddy

by Abound on Sep 12, 2017
Transsexuals & Crossdressers

My name is Jane. I'm 24, and I live with Richard, a 45 year old man I call "Daddy." We've been together almost two years now, and we are deeply in love. Although Daddy is willing and able to support me financially, I enjoy my job waiting tables, so I put in about thirty hours a week a local café. We take this money and put it in our "get away from it all" a...