Sissy Trap Stories

19,529 results
Orientation
Length
Source
Infinite Scroll

Pillow Talk Ch. 04

by MicheleNylons on Sep 10, 2018
Transsexuals & Crossdressers

Chapter Four - Goomah Michelle Clooney felt Frank Caputo's erection prodding at her backside; it slid inside her panties and probed her buttocks until it found her sphincter. Frankie held her hips and slowly pushed himself deep inside her. Michelle relaxed her sphincter as she had learned to do to accommodate the girth of his large cock in her anus. There w...

A Weekend with Master Jim Day 01

by Ms_Allison on Sep 17, 2018
BDSM

Through my many adventures I have been with some amazing Dominants. While I found Master Jim to be rather arrogant at first I found out that there was far more to him than just that. So very much more. I hope you enjoy it. ~~~~~~~~~~~~~~~~~~ As amber and I approached our little airport I could see her getting sadder. It was bad enough that I would disappe...

Casey's Submissive Journey Pt. 10

by corduroysissy on Jul 17, 2018
Transsexuals & Crossdressers

Mistress Dorothy was rubbing her husband's bulge affectionately. "Julian honey, Casey was sniffing your pissy pants while you were doing your chores, and quite frankly hubby, I think he liked it. Maybe in the future I'll borrow him from his wife and make him be your bathroom bitch, would you like that dear?" "Yes Mistress very much. Can I be the boss of hi...

Sausages for the Slave Ch. 03

by dyetied on Jul 17, 2018
BDSM

And so the day dawned; the day of my big punishment. The putative cause was the minor misdemeanour of ejaculating a lot sooner than my wife expected me to. The real cause was that she lost a bet on account of it. That was major. She's a competitive, alpha type, my wife: doesn't like to lose at anything. So because I had failed to perform to her expectations...

The Teasing Air Hostess Ch. 05

by footslave85 on Dec 29, 2017
Fetish

The week after my Goddess gave me the chastity cage was a very strange one, I would get home from work and put it on, then spend the evening trying to go about normal things and not have any naughty thoughts. It was really difficult at first, every time I moved and felt the cage in my pants it made me instantly think of my Goddess and I started to get arouse...

The English Ranch Pt. 01 Ch. 06

by slave_william on Sep 19, 2017
BDSM

(Warning –this and later chapters describe William's participation in Pony play and describes heavy BDSM and pain scenes which may not be enjoyed by all readers. Do Not Read if you cannot handle this type of fantasy and please remember, it is fantasy. If you do not enjoy this story or any of my writings, I'm certain that there are thousands of other stories...

The Waitress Ch. 10

by goldsssnake on Sep 19, 2017
BDSM

You cannot use this story for any commercial purpose, and you cannot publish it in any website other than Literotica. Respect original writing. Thanks. ******* I dedicate this story to Connie the Hot Cunt, and its conclusion to miss X, there in Alabama. Thanks very much to all the readers that heartily agreed with me in my points of view that I expressed...

Art Deco Pt. 03

by Sputnik57 on Sep 14, 2017
BDSM

As they drove back across the causeway, he felt like he was home. It was great to get the fresh salty air back again after the heat of the ranch and enjoyable and intimidating as the other women had been- especially the formidable Carole- he still felt as though Dolores was his true mistress and owner. "I'm going to take you right back to my house, we are g...

Cream Buns After The Party

by Cumfusion on Sep 16, 2017
Transsexuals & Crossdressers

It was seeing Tony that really made me feel embarrassed. To be honest I had hardly met some of the others before. Gavin had been to the same school as the rest of us but he was several years older. Clive had actually been in my class but was generally seen as a bit of a swot, a sort of 'teachers pet' if you like. He wasn't as physically handsome as the other...

Larry's Cougar Ch. 08

by aimili_sage on Sep 17, 2017
Celebrities & Fan Fiction

September 2015 "I'm gonna fuckin' kill you, Harry," Tanalei said into her phone. "What is it?" he said worriedly. "Can you tell me why I'm starin' at a home pregnancy test and it's showin' two pink lines?" Silence. "Are you sure?" She took a picture and sent it. "Does this fuckin' look like I'm sure!" "I thought you were going back on the shot?" "My p...