Sissified Stories

213 results
Orientation
Length
Source
Infinite Scroll

Our Steven, Our Stephanie Ch. 05

by Johnboy9 on Sep 15, 2017
BDSM

This is the fifth installment of the "Our Steven, Our Stephanie" series, and I wish to give my thanks once again to the continued support and great feedback I have received for the chapters I have written and submitted thus far. You people out there have made it a joy to write for this site [as well as provided many great stories for me to have read on my of...

Aztec Art - The Path to Submission Ch. 07

by Sputnik57 on Mar 20, 2018
BDSM

Lloyd had been treated to a gratuitous and well received whipping by Joyce, watched by Patti, Kay, and Maria, who noted the pleasing sign of a boning erection as his wife confirmed her new status as his owner, then was bundled into a walk-in wardrobe at Patti's house, trussed with his head down to await their further pleasure. He was not alone in the wardrob...

Tales of the "Pink Mist" Ch. 06

by Qeda_Charlemaigne on Sep 12, 2017
Sci-Fi & Fantasy

AUTHOR'S NOTE: My readers are so cool. Thanks to all who helped me on a few points (sentences which gave me trouble, clearing up those pesky confusing issues, ideas for tactics, etc). Thanks to Literotica for letting me entertain people, and thanks to all the people who provide feedback, giving me the impetus to continue writing. As long as there exist those...

Brown Sugar Faithful

by ILuvItBlack on Sep 25, 2018
Interracial Love

Henri and I were out of town, planning to attend a two day old tractor show, and have a motel room nearby. Getting there early enough on Friday, we checked in, had a meal at the onsite restaurant, and met a really sexy black lady. We planned to eat there again, mostly to look her over some more. This Saturday morning, on the way from our room to the show, w...

Life and Time of Lady Vargos Ch. 09

by rik581 on Mar 26, 2019
Transgender & Crossdressers

Martin walked down the hallway at a brisk pace. Walking with a bit of exaggerated hip movement and fingers out palms down, just in case somebody was monitoring him. He had adapted quickly to walking this way and had found it not too difficult since his daily treadmill walks were done the same way. The walk was cute for others to watch, but Martin felt silly...

The Ex's New Toy

by Urtoy2be on Sep 15, 2017
Fetish

A special thanks to Camilla for helping me realize my hidden desires and giving me the courage to put them into words. This is a story about fantasy but based on actual people. Some events are real some are wishful thinking. I hope you enjoy. As always comments are welcome and appreciated. ***** I am a divorced man of sixteen years. I still see my ex-wife...

Brazilian Discovery Ch. 01

by dan57 on Sep 15, 2017
Transsexuals & Crossdressers

by Dan57 with characters from Jill York Joan arrives in Brazil The plot from Susan and John series : Mr Gupta, the wealthy businessman had built his empire from scrap, starting from a small greengrocer shop in B'ham. He had slowly bought similar shops throughout England, federating them in a company that was powerful enough to build its brand new supermark...

Jesse's Journey Down a Rabbit Hole Ch. 04

by sadkins116 on Sep 19, 2017
Illustrated

As I mentioned in the previous chapters, this story is a collaborative effort between me and Rebeccsm. She has provided the art, and a lot of the plot, god I love how her mind works, and me for the text. Please let us know how you feel about our efforts. Comments and votes are welcome. It is the only way we will know if you like our work. I would like to th...

Holleywood's Cuckold

by cuckytoher on Sep 17, 2017
Loving Wives

by cuckytoher & Throne No one really found Holley attractive or pretty, and most found that it was a stretch to call her sexy. But Holley never lacked for male attention. Perhaps it was the fortune her father left her when he died or the fact that during high school Holley's five foot nine inch frame, 40DD breasts, thick features, coupled with her love of a...

You Knew

by TwistedPanties on Mar 18, 2020
Transgender & Crossdressers

You had willingly searched and jerked off to sissy porn for years. You regularly read Literotica fiction and would love to stroke yourself for hours. It was not uncommon for you to chat or flirt with other bloggers or online friends. You sought out a deeper role. The hypnosis of online flirts and short sissy skirts led to cravings, stronger and stronger with...