Becoming A Sissy Stories

361,414 results
Orientation
Length
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Infinite Scroll

Dickgirl Tyranny

by Lusc on Mar 28, 2018
Transsexual

In this medieval/victorian fantasy world, the physical differences between men and women(also known as dickgirls) are enormous. In comparison to their male counterparts, women are taller, stronger, and better endowed. On top of all this, a dickgirl's cum has a strange drug-like effect on males. This effect's severity is mild when applied to the skin, stronge...

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Sissy Chantel, New Reality Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

A new story of a sissy's fantasy becoming her reality. But a reality, much more than she ever thought. This will be a multi chapter sissy maid and sissy slut story around Sissy Chantel finding reality of sissy maid and slut life can be more than she bargained for, enjoy. ***** Chapter One: The Journey Starts. Well another night and here I sit dressed in m...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

Discovering Mistress Sarah's World Pt. 02

by oneguy4fun on Sep 12, 2017
Transsexuals & Crossdressers

Chapter 4 : Introducing Miss May! Miss May's arrival seemed sudden and quick to Joe. He heard the door close downstairs. Then there was the sound of somebody running up the steps. The bedroom door flung open and before Joe could look up to see anything, he heard an excited voice exclaim, "kitty-kat!" "I think someone is excited to see you," laughed Mistres...

Jenny and the Wedding Dress

by Gemsissy on Sep 13, 2017
Fetish

I parked my car on the side street as I'd done a dozen times now. I was very excited and my cock was hard in my sissy panties as I got out of the car. Grabbing my gym bag, I felt the weight of the breast forms I carried in it, excited to put them on soon. I'd waited several weeks since my last visit to save up a nice amount of mad money. I never got out of a...

My Master

by SissyKaty on Mar 26, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** I pulled into the driveway to my house and I was disappointed to see my future mother-in-law's car in the driveway. "Oh great" I think sarcastically. I'm not looking forward to interacting with her so soon after getting off work. I had just come from a long day working in IT for...

Black Mistresses For Black Sissy

by Samuelx on Aug 18, 2017
Fetish

A lot of Black women in the world of BDSM consider themselves dominant, which is fine, but they seem to cater exclusively to White male submissive types. I take my clients anyway they come, since I am a professional dominatrix. I do enjoy playing with Black men, though. Unlike White subs, the brothers always make you work for it. My name is Shana Drummond an...

Making a Sissy Jock Pt. 02

by Sissyhalo1 on Jul 6, 2020
Transgender & Crossdressers

I stared at Robin's card for an hour sitting in my truck completely freaked out and every time I touched my lips I felt that friction of Robin's cock. I tasted him. I got slammed with the realization I drank his cum and it was inside of me. I sucked cock and drank cum and just like the sissy porn stuff said I liked it. I was beyond freaked in going to th...

Bird of Prey Ch. 14

by Sputnik57 on Sep 14, 2017
BDSM

The women now gave their full attention to the newly subdued mail; he would be like this permanently without the need for drugs within a few short weeks. Gloria retrieved some of the more expensive of the ex-owner's wine from a cabinet and the three stood triumphantly over Fox-Janner, who was pacified by the drug but able to comprehend what was happening as...

Life With Miss Ida Ch. 04

by Sheermistress on Dec 2, 2017
Transsexuals & Crossdressers

As mentioned in Part 1, all Mistress and I had been waiting on was for the lease to run out on my place, so I could sort everything out and finally move into her place for good -- I had practically been living over the past few months anyway, so it really wasn't as big a move when it all came down to it. The entry way to our home, which was on the ground f...