Sissy Porn Story Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Sissification 101: Ch. 01

by silkstockingslover on May 4, 2020
Fetish

Summary: Straight guy is caught watching sissy porn and...Note 1: Thanks to Eric who requested and helped plot this lengthy story. Note 2: Thanks to Tex Beethoven and Robert for editing. Note 3: All characters are at least 18 years old. Sissification 101: Ch. 01 1. MY SISSY CURIOSITY I've always liked nylons. I grew up when they were still popular and...

Sissification 101: Ch. 05

by silkstockingslover on Aug 31, 2020
Interracial Love

Sissification 101 Ch 05 Summary: Erica practices taking BBC in both of her sissy holes. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught by a very supportive girlfriend in pantyho...

Sissification 101: Ch. 02

by silkstockingslover on May 18, 2020
Toys & Masturbation

Summary: Both Eric(a) and Joan discover the joys of toys. Thanks to the real Eric who requested and helped plot this lengthy story. Thanks to Tex Beethoven and Robert for editing this story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught in pantyhose wat...

Sissification 101: Ch. 06

by silkstockingslover on Sep 28, 2020
Interracial Love

Sissification 101 Ch 06 Summary: Eric gets fucked by BBC for the first time; Joan gets black pussy. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught in pantyhose watching hypno-sissy porn by...

A Cell Phone Makes Me Pregnant Ch. 02

by satinlvr_mwf on Jul 15, 2019
Erotic Couplings

An Interracial Saga by the Consortium of CurtB, Julie Van, and Satinlvr_mwf ***** Our story thus far: Our heroine, Mrs. Suzi Recreant, has been 'discovered' by the likes of Mr. Oskar Botha, a wealthy entrepreneur and president of Rhino Industries, who is developing a world-wide network of mind-control programming, using different communications platforms....

A Cell Phone Makes Me Pregnant

by satinlvr_mwf on Mar 12, 2019
Interracial Love

A Fantasy created by International Writers Curt B, Julie Van and Satinlvr_mwf. ****** "And this is all that's worth noting tonight." Then the weather-girl broke into her almost porn-star wide smile, and finished out the evening broadcast. "Good night, and be safe everyone... Bye-bye." Oskar pointed the remote at the screen and the TV went blank. He was se...

A Latex Crossdresser's Dream Pt. 05

by shinyglove on Nov 18, 2019
Fetish

Please read A Crossdressers Dream parts 1-2-3& 4 before moving on to this story. *** The party was certainly in full swing as we had all seen some sort of action. The room smelled entirely of sex and latex, I was very happy with this as the aroma of rubber turned me on. Every time I opened the bag where I kept my latex collection the smell coming from it w...

You will Jerk Off how I Tell You To

by ThothAcolyte on Sep 14, 2017
Toys & Masturbation

That's right, baby. I'm talking to you. This isn't a story, and we're not characters. I am your master now, and from now on, you obey me. Now take your hands off your fucking cock. You can only touch yourself when I tell you to, you can only move when I tell you, you can only cum when I tell you to. I might also add, you can only cum where I tell you to. I'm...

Syrian Beach Bimbo BBC Slut

by silkstockingslover on Aug 27, 2018
Interracial Love

Summary: Wife discovers the joys of Big Black Cock at beach party. Note 1: This is a 2018 Summer Contest Story so please vote. Note 2: This is an interracial story that uses the 'N' word on occasion, so if black dominant men fucking a Syrian wife offends you please don't read further. Note 3: Thanks to Derek, who originally requested the story. Note 4: T...

Bigger and Better for Gwen

by donaldelliott11 on Apr 14, 2020
Loving Wives

With the help and consent of smallercuck, who wrote a version of Chapter 1 years ago and didn't continue. He invited me to take Gwen's story further, and has seen and endorsed this completion of his original work. ***** Chapter 1 "I noticed that Darren joined the gym." Gwen looked up from her papers as the young salesman walked into her office. As Assist...