Sissy Test Stories

46,770 results
Orientation
Length
Source
Infinite Scroll

Trouble in Paradise

by Buildaworld on Sep 12, 2017
Transsexuals & Crossdressers

Spring time in the city had gotten tough. People had to be tighter with money and as such, the café was dead that afternoon. The only customer we had was Gladys, the kind old cat lady that loves to show off pictures of her white Persian cat called Yasmin. I was minding the counter, flicking a wooden stirrer between my fingers when my world brightened with t...

The Rendezvous Ch. 03

by CassidyCaine on Sep 26, 2017
Transsexuals & Crossdressers

(Author's note: I have tried to get an editor for this story but failing that after over a week of looking I'm publishing it. Please be aware this work has some fictional coercion and other sissification elements.) The car drove through the city as the night pressed around Nick, watching the buildings flicker by as he wondered what was in store for him....

Balls On The Line In City Trading Ch. 02

by gomorrah on Sep 16, 2017
Transsexuals & Crossdressers

So with much apprehension, I turned the handle on the blue door. Stepping through, I struggled to adjust my eyes to the brilliantly white light streaming out of the other side. I raised my hand to try and filter the glare, and heard the door click shut behind me, and then double-click again. Instinctively, I tried for the handle on my side, but there was no...

Barry's Submission: The Initiation

by woozydye on Sep 17, 2017
BDSM

The Initiation It was a lovely evening, mildly cold and slightly romantically misty, and a perfect one to start my married life. After three years of convincing and cajoling, Amanda had finally given in – and I hoped more out of love for me than pity on my sorry state – and we tied the nuptial knot on a fine Sunday morning of January last year. The proceed...

Tonight, You Will

by trixie_leigh on Mar 3, 2020
Transgender & Crossdressers

Yes, you should be on your knees for this. Definitely. That's what you like isn't? To serve me? To submit? To be my little bitch? You look awful cute in that chemise, although it does keep falling down your left shoulder doesn't it? Too bad you don't have actual tits to hold it up. That's okay, we can pretend. I mean, I know you pretend all the time. But I...

A Shell of A Man

by uppishcarrot on Sep 13, 2017
Transsexuals & Crossdressers

Six years ago, I was doing well enough to finally afford my dream apartment. It was a studio apartment on the upper side of town. So, I had the job, the apartment, the money... but I was lonely. Very lonely and very horny. Not only would I get all hot and bothered from looking at all of the pretty women at work, but there were also plenty of hot women who li...

Halloween Pool Party Pt. 02

by sissymissyct on Sep 15, 2017
Fetish

Maddy Returns I noticed Miss Maddy getting dropped off at the main house around 10 am. I did a quick final check of the pool room and my "pink" room just in case I forgot anything and around 11 Miss Maddy came in. She greeted me warmly with a light peck on the cheek and asked, "How's Ronnie doing today? I have missed our time here in the pool house". Why do...

Wife in Control Ch. 07

by wifetoy on Sep 25, 2017
Fetish

This is the seventh chapter of my wife's fulfillment of the punishment poem I submitted suggesting ways to atone for my inability to control my orgasm. Please read the earlier chapters for the full poem and the humiliations I have been forced to endure because of my failure. I am grateful that my wife loves me enough to exercise the total control over me tha...

Simone

by Sissyhalo1 on May 11, 2020
Transgender & Crossdressers

I'm so sick and tired of my life. It was like I'm cursed. I wasn't a great looking guy in high school with bad skin and bad grades because well... I was poor. My old man was a night watchman and mom was a stay at home mom because she was poor and had no real education past junior high when she started popping us out. So everything was tight and for the m...

Robin and Jimmy Olsen - Sissies Ch. 02

by tawnysuede on Sep 15, 2017
Celebrities & Fan Fiction

Chapter 2 Robin prepares, Alfred beware! The evening before the date in Part 1... Sitting in her resplendent suite of rooms in the Manor, Robin inhaled a slow drag from her cigarette. As she exhaled the stream of smoke, she admired her lipstick on the filter of the cigarette. It was funny. More than a year ago, when "he" was just "Dick", he was appalled...