Sissy Auction Stories

9,787 results
Orientation
Length
Source
Infinite Scroll

Bad Puppy

by MistressChase on Sep 17, 2017
BDSM

"Kneel!" I yell at you as you enter the hotel room and fail to get immediately on your knees in front of Me. You fall to your knees and instinctively lower your lips to My boot, showering it with kisses. "That's much better," I purr. Unsure what to do next, and not getting any direction from Me, you continue to kiss my boots, to lick them, to suck on the l...

Susan and John Ch. 14

by dan57 on Sep 17, 2017
Loving Wives

By Dan57 with characters from Jill York The Mayor finally submits to Mr Gupta Vicky made many phone connections on the Monday morning. She finally found what she was looking for : a clinic in the Netherlands could restore her hymen and they had a vacancy in their schedule on the next Friday! Vicky had just to inform her husband that she wanted an aestheti...

It's a Wonderful New Life

by alexyzia on Sep 16, 2017
Transsexuals & Crossdressers

I met Sherry at a bar. Imagine that. I often picked up women at bars. I'm a good looking man, have a nice sporty car, cash flows freely from my pockets - at the bar anyway. So I do OK at snagging a tipsy babe for a nights folly. But all of the sudden karma has caught up with me. When I hit on her she told me to back off or I'd be sorry. When I persisted, pol...

The Journey Pt. 02

by MissYellowPanties on Sep 26, 2017
Transsexuals & Crossdressers

The Third Room. The Third room was a dormitory. On either side of the door was a line of four beds, the last two on each side were made up. These were soft feminine beds and bedding, not hard army bunks like school dorms have on TV. Between each bed was a chest of drawers, four drawers deep, each labeled from the top down; Bras and Panties, Nightwear, Toys...

A Mistress to Obey Ch. 04

by gbr2004 on Sep 12, 2017
BDSM

This story includes female domination, forced fem, forced bi and discipline. Not your thing, please find a different story. I follow Mistress into the playroom wearing just the thigh high nylons and heels. I'm so hoping she is in a good mood after watching her have several orgasms with Terrell. Maybe she will be in a more playful mood, hopefully, thinki...

Sissy Prince: Origin Ch. 01

by SatinSlip on Feb 6, 2018
Fetish

Prince Oliver skipped through the castle garden. He loved the green and the flowers. He was nineteen and yet to be married. In truth his parents had coddled him as a boy. He knew his numbers and letters. He knew how to run a castle and a kingdom. On paper anyway. But he would never be a warlord. Never be a brave leader of men on the battlefield. His gold...

Made to Obey Ch. 11

by madetoobey on Aug 21, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). I'd been forced into a chastity cage and made to wear panties all the time. Humiliation was now a frequent event. Esther, who had investigated my internet usage on my laptop to see if I'd visited shema...

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...

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...

Compromised Pt. 02

by HorribleHenry on Jul 6, 2020
Transgender & Crossdressers

Many of you seemed to have liked my life story so far Chapters 1 - 5. I am very flattered; what girl wouldn't be? You've motivated me to reveal more about my life and career as a shemale (more of a 'she' than a 'male' if you don't mind). I've got lovely boobs you know. Just one thing, if you haven't read Part ONE you'll make it a little more difficult for me...