Master Sissy Stories

61,161 results
Orientation
Length
Source
Infinite Scroll

Bitch Maker Ch. 04

by YANKEE DAN on Sep 12, 2017
Transsexuals & Crossdressers

"Fuck you Excel." I muttered. It was Monday morning and I was at work, but I hadn't managed to do much. I had to get cell G14 to show the total of B2 through B10 divided by B12 plus the total of C2 through C10 divided by C12 but every time the box just displayed a bunch of Xs. I had done this kind of thing before but something was off. I should probably...

When Amber Met Wifey

by BlakeHardly on Dec 17, 2017
Celebrities & Fan Fiction

The mood was light the conversation convivial. The trio hit it off instantly each a party to the alliance, all three pleased with their selection. Topics ranged from their homes, their hobbies, and how their websites were fairing. Dress was elegant casual as agreed upon for the initial "meet and greet." Amber had taken her time before leaving home for the...

A Domme at the Colfax Inn

by justincbenedict on Jun 19, 2018
BDSM

Nibs wearily tried to stay polite with the touron on the phone. Nibs, since childhood had referred to most of the tourists who came to the Colfax Inn as combinations of "tourists" and "morons", thus "tourons. "That's right sir...We are near Lake Colfax. My family has owned the Colfax Inn since the seventeen hundreds...No, that's the Buttermilk River. Yes,...

Life on the Ranch Ch. 02

by phoenixcinders on May 30, 2018
Transsexuals & Crossdressers

The story leaves off just after Amanda finished taking Kyle's virginity by force. I highly recommend ready part 1 first! ***** "You're not going to tell her about what we just did, right?" She said as she lifted an eyebrow. All I could do is nod. "That's a good boy, now hurry up n' get your things and sneak out the back. I'll distract Steph," she comman...

The Becoming of a Sissy Slut

by chris388 on Nov 25, 2017
Transsexuals & Crossdressers

It was a Saturday morning, when I got a text from my friend, Kelly, telling me to come over to her apartment to hang out with her, and her roommate, Lisa. Since I had nothing to do, and my roommate Brian wasn't home, I said to myself 'why not?' I texted her back, and said I'd be there in a half-hour or so. I put on a pair of shorts, and a tshirt, and headed...

A Journey of Passion Ch. 05

by _Lynn_ on Sep 14, 2017
Romance

The cold and wet cement penetrated his camouflaged uniform as if it was paper-thin. Seth already had given some thought to retiring from the business. He was just getting too old to go running all over the world anymore. Forty-five and divorced, Seth found himself missing something in life. His friends envied the way he could travel, do as he chose, and answ...

Dream Bride Tranny Ch. 02

by yano on Sep 13, 2017
Transsexuals & Crossdressers

Orchestrated by the Kinky Brides Group (KBG) Uncle Yano has been forced to have sex with his young niece, fully dressed in her bridal gown, in the bridal suite and on her wedding day. The evening continues and amid the celebrations find out what the frilly panty wearing Yano and Kirsten do next. As the night went on and the dancing continued I had another...

Doll House - The Salon Pt. 01

by Dani_Doll on Sep 19, 2017
Transsexuals & Crossdressers

(Continued from "The Interview") My mind was still reeling. Did that actually just happen? Did I just sign the next year away? For a million dollars? To be feminized? ...And I thought it was hot? I had played around with cross dressing several years ago after a raucous Rocky Horror Picture Show experience in college. The film club I belonged to had score...

My Cheating Wife Ch. 02

by vagabond678 on Sep 12, 2017
Loving Wives

When Colin woke up the next morning, Michelle was still asleep, which was not surprising, given the state she was in last night. He had taken a shower, and was dressed for work when she sat up, rubbing her eyes. "Good morning, hon," he said cheerfully. She squinted at him through sleepy eyes. "What happened last night?" she asked. "You got home at 1:00 in...

Sissy Hubby Ch. 04

by buttboi on Sep 19, 2017
Transsexuals & Crossdressers

I appreciate all of your feedback and votes! Please keep it up, they make my days! ***** After picking up and cleaning the house, I prepared one of Stacy’s favorite dishes, eggplant parmesan. She pulled into the driveway just as I finished pouring two glasses of wine. Quickly serving a slice of the eggplant onto her dish, I stood by the door to greet her....