Sissy Gender Swap Stories Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll

From Russia with Love - Finale

by pellucidbard on Jul 17, 2018
Loving Wives

Author's ed. notes: "From Russia with Love, Finale" is a sequel to "From Russia with Love, Part Dva." The central characters and storyline are developed there, so please read that story first. For the best read, start with the original story in the series, "From Russia with Love." My stories are long. They are usually slow burners with the hot sex in later...

Jan, or Rather John

by Kary_M on Sep 13, 2017
Fetish

We all have secrets, hidden away in our closets or in the back of our minds. In my case, an unnamed folder hidden I thought deep inside my computer. But I guess you should never underestimate the curiosity of a woman, especially my wife Jan. Little did I know on that fateful Wednesday night that my wife had found that file and intrigue by it decided to act o...

Business and Pleasure

by bbare on Sep 17, 2017
Loving Wives

I would like to extend a special "thank you" to Potsherd for his assistance with editing. Our volunteer editors perform an excellent service for literotica.com * "I was kind of hoping to do something alone tonight," Bob lamented to his wife Denise as she was pulling cupcakes out of the oven of their spacious kitchen on a Saturday night. "I know, honey, bu...

Attack of the Yellow Convertible

by 4glory6 on Sep 1, 2017
Group Sex

Gail nudged Sam's body off her stomach and to the side. He was lost to the world. She had about ten minutes she figured before he started to snore and she'd be forced to get up and go to the guest room. The mention of "guest room" got her off on the cryptic e-mail message she'd gotten from her cousin, Faye, earlier in the day: "Landed in PBurg. Docking soon...

Getting Nailed

by jbirdman on Sep 25, 2017
Fetish

This story is not intended for children and if you are not old enough to read sexually explicit material, go away. This story features some elements of female domination (femdom), cross-dressing (CD), mild bondage, Trangender (TG) and a few other fantasies of mine. I hope you find it entertaining, but if you might be offended, stop reading and do something e...

Mastering the Multiverse

by google2020 on Apr 29, 2025

Percy White was many things according to her peers, a nerd, geek, unpopular…… and a genius. It took her several years, but she finally managed to figure out how to create fully functional teleportation device. She had been working day and night, hoping to revolutionize the world around with it, and become an amazing scientist. At least that’s what she hoped...

X-Change

by Noah_Peal on May 15, 2015
Miscellaneous

Pills Pink pills change males to females. Blue pills change females to males. Purple pills (X-Trans) change males or females into transgenders, can be combined with pink or blue. X-Change (Formula subject to change) Acquired from unlicensed "street" vendors. Changed (defective/in testing) formula. Cheapest. High pregnancy risk. Can lead to mental a...

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...

The Bottoms of My Heart

by SEVERUSMAX on Jul 3, 2018
Group Sex

"And then there's me, but I don't believe in such stupid taboos, anyway. And you have some dirt on me as well, don't you, at least by the same idiotic moral code that so many give at least lip service. I don't personally give a fuck. So, be that as it may, perhaps we should kiss ... and make up, eh?" Marsha told Howard and Kristin with a wink. "Or maybe I c...

Cloned!

by Wholemanz on Sep 14, 2017
Sci-Fi & Fantasy

WARNINGS: Contains transgender themes, Sci-Fi, explicit sex, mild violence, bad words, and strange ideas. It has only the strange things that dribble from my head. If you are not old enough, mature enough, open minded enough, and especially not smart enough to stop reading should you find yourself becoming offended viewing such a story, don't! I hereby gran...