Sissy Pornstar Stories

7,967 results
Orientation
Length
Source
Infinite Scroll

My Husband a Pornstar Ch. 04

by gtanya on Mar 21, 2018
Transsexuals & Crossdressers

Chapter 4: Conclusion Here is a small brief of what has happened till now: My fairy husband had been seduced by a strong man at home and then had agreed to be a sissy pornstar. Fairy new master had trained him as a sissy to perform in a gay movie without his knowledge that he was making a sissy trainer porn movie the whole time. I found out and threatened...

The Bimbug

by Testytesterton on Jun 17, 2020
Science Fiction

The world changed overnight with the first cases of the Sexually Infected Subjects Spreading Infections Exponentially Syndrome, or SISSIES, became known. At first it sounded like some urban legend, men turning into hot, horny, hung shemales and spreading the infection to any man that came in them...or any man they came in. It was only after you saw video evi...

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The Mistress from Petaluma

by dudefromthebayarea on Mar 2, 2020
BDSM

For a long time now, I've fantasized about being dominated. I'm what you would call a "weird" kid; awkwardly tall and skinny and nervous in social situations. I've had a couple of girlfriends, sure, but the small amount of sex I've had has been vanilla at best. Then one night about a year ago, after smoking a couple of bowls and looking up random porn on the...

Girl's Night Pt. 12

by DifferentBreed on Sep 14, 2017
Fetish

This a continuation from an earlier story. It contains fetish themes of forced feminization, public humiliation and other erotic themes that may not be to everyone's taste. If you enjoy these, please read on. - DB **************************** Fisher slumped in his seat as the last of their party climbed into the stretch Excursion limousine that was usherin...

A Sissy's Story

by Buildaworld on Sep 16, 2017
Transsexuals & Crossdressers

Sunday was so boring for me. Nobody came out on Sundays to see me and Melanie, my mistress, was busy at work. She's a successful pornstar and has videos all over the internet, but that left me on my own. I lay on my bed, dressed in a bright pink thong and a silky purple nightie that barely reached below my round ass. I opened the laptop and clicked on the...

Sissy Meets Daddy

by lapitup_ on Jul 2, 2018
Transsexuals & Crossdressers

I never noticed in the moment, but I had been a sissy my whole life. Growing up I was always the shortest boy, always the weakest, I never had a girlfriend, and I wasn't good at any sports. My mom always told me I would grow into a man eventually, but that never happened, even during puberty my growth was minimal. By the time I finished high school I was a...

My Husband a Pornstar Ch. 02

by gtanya on Oct 12, 2017
Transsexuals & Crossdressers

So here I was sitting in my house alone, thinking about why I had convinced my husband to be a gay sissy porn star. He was currently shooting at a location 2 hours away from my house. He had been given a hotel room which he was sharing with his 'master' as the movie director wanted them to have a good understanding and chemistry together. He was going to e...

Erika Blossoms Ch. 07

by SmoovB on Sep 13, 2017
BDSM

Note: This is chapter seven of a very long story. 28 chapters so far. It is wide ranging and will eventually touch on interracial sex, dom women, lesbian sex, true love, revenge and much, much more. I hope you enjoy it. ***** CHAPTER SEVEN – Sunday Night Late "Hahahahaha! Look at that! Oh my GOD!" Jana howled. I felt him struggle, but I was ready for him...

Gloryhole First Timer

by SluttyChrissy on Oct 5, 2020
Transgender & Crossdressers

This is a true story of an experience I had a few years back. I hope you enjoy! It all started on a random Thursday on my lunch hour. I was feeling especially girly that day and I decided to make a detour to my favorite little adult bookstore/lingerie store. I walked in and slowly browsed around, looking at the lingerie and dresses, just enjoying the feel...

Only a Fantasy

by GlowingHands on Apr 25, 2020
Interracial

A kiss from Mike woke Jenna up, and she heard him whisper “I love you” as he left, she only really saw his back as she woke and Mike was dressed professionally and sharp as usual. For Jenna though, Mike’s departure meant that she had to get up as well. Today was the day Jenna loved as she got to work from home on Friday’s. Though their home wasn’t huge, bein...

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