Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

Thespian Love

by Moondrift on Sep 16, 2017
Romance

Looking back now over several decades I wonder at how naïve, how innocent, most of us young people were, especially when it came to sex. For those who have been born since those days in the nineteen forties and fifties, you probably won't believe me when I say that at nineteen years of age I had never had a sexual intercourse. Nevertheless it is true, and it...

Lost Luggage

by Tomsparty on Sep 18, 2017
Transsexuals & Crossdressers

As usual my mum took great delight in telling my new girlfriend the lost luggage story. I took Clare to her house for Sunday lunch and told mum specifically not to embarrass me with any of my childhood stories or old photographs. She was on her best behaviour during the meal but afterwards as we sat down in the lounge for coffee she was true to form. She qui...

Dream Date

by Tomsparty on Sep 16, 2017
Transsexuals & Crossdressers

Who would have thought it; I was reduced to finding a partner on the Internet? I had read about these dating web sites and though dubious I found one, completed my details and waited. A few days went by and I heard nothing. I waited a few weeks and still I heard nothing. I turned to an old girlfriend for advice. I'd known Julia since school and though close...

Marigold Tells the Truth

by justincbenedict on Sep 14, 2017
BDSM

In the Attic Spenlow thought of beautiful Marigold, and how she'd run her pale pink nails all over his cock as he'd been tied down. She'd be in one of her snug powder blue T-shirts, and licking her lips, tossing her long hair behind her shoulder, and he'd squirm, but be completely in her power. I'd started out with them fucking like rabbits, and then she'd...

Role Reversal

by aForK on Sep 17, 2017
BDSM

I knew that today was going to be a very strange day. My Mistress had ordered me to spend some time "punishing" my Test Coordinators (or face dire, but unspecified, consequences). I wasn't too sure why I'd be punishing them. Yes, they had given me some somewhat onerous tasks to perform and document, but that was, I thought, their job. Oh well, ours is not to...

On-Camera After Bar 69

by Nudemodel on Sep 12, 2017
Interracial Love

"On-Camera After Bar 69" is the third story of four. It was drawn from experiences of an American white male nude art model named Tom from Cleveland. This filthy white male sex-pig gets a gig as a naked sex-model and publicly engages in sex and mutual rimming with a naked filthy Ukrainian female, Marina, on-camera in a porn studio in Nuremberg, Germany. Weal...

The Slave Trade

by Grey Eagle 286 on Sep 13, 2017
Loving Wives

Thomas Burke Rockwell III sat at his desk and watched the latitude and longitude change as he ran the cursor across the satellite picture of the area. He looked at the next coordinates for a corner of the property he was interested in. It was a 1244-acre parcel of land; it was planted in pine trees now. He wanted to determine how much pine was harvestable ri...

Born Into Darkness Ch. 15

by wingedangel324 on Sep 19, 2017
NonHuman

Her stomach churned in the most awful way; as if there were very agitated butterflies in her stomach and not in a cute way either. Bile began to rise from her stomach, making its way up Sophie's throat. Quickly covering her mouth, she sprinted to the closest tree and threw up the contents in her stomach. Groaning Sophie wiped her mouth with the back of he...

A Long Weekend

by d_flowered on Sep 26, 2017
Loving Wives

This story did not happen to me and should be considered fiction. The story plot was given to me by a reader. She had a few very specific items that she wanted included in the story. I would like to thank JayDavid for editing this story for me. He spent a lot of time helping me with my punctuation, POV issues and grammatical issues...there were many. He is...

Dealing with Jessie Pt. 05

by carvohi on Sep 24, 2019
Loving Wives

The sun was shining when Gary awakened. The clock by the bed read 8:15. He remembered it was Monday. He'd made provisions for being absent, but he didn't know what Jessie's plans were. Slipping on his shorts and T-shirt he went downstairs. The girls were in the kitchen, and they weren't smiling. He asked, "What's wrong?" Katy said, "Mom left." "What," he...