Crossdresser Stories Stories

58,858 results
Orientation
Length
Source
Infinite Scroll

Crossdresser Evolution Ch. 06

by pantyhigh on Aug 12, 2019
Transgender & Crossdressers

Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing I was becoming addicted to masturbating while wearing panties. I saw myself in these cum soaked pink panties. I could feel some sense of arousal but at the same time was ashamed that I was standing there wearing my wife's panties. Recap - Crossdresser Evolution - Ch 02 - Getting my wi...

Literotica Monthly Awards 2020: April

by Literotica on Jul 14, 2020
Erotic Couplings

Manu and I would like to thank all the authors who submitted during the month, and all the other months for that matter! We've tallied the reader's votes, and are happy to announce the winners of April Reader's Choice Awards. First Place ($150 Cash Prize Winner):The Rask Rebellion by SnekguySecond Place ($100 Cash Prize Winner):Matchmaker 03: March by Sanit...

Literotica Monthly Awards 2020: July

by Literotica on Oct 5, 2020
Loving Wives

Manu and I would like to thank all the authors who submitted during the month, and all the other months for that matter! We've tallied the reader's votes, and are happy to announce the winners of July's Reader's Choice Awards. First Place ($150 Cash Prize Winner):S'mores Ch. 04 - Forever Please by BookwormmomSecond Place ($100 Cash Prize Winner):Home for Ho...

Literotica Monthly Awards 2020: March

by Literotica on Jul 14, 2020
Exhibitionist & Voyeur

Manu and I would like to thank all the authors who submitted during the month, and all the other months for that matter! We've tallied the reader's votes, and are happy to announce the winners of March Reader's Choice Awards. First Place ($150 Cash Prize Winner):When Angels Cum Ch. 19 by CapDragon121Second Place ($100 Cash Prize Winner):Chasing The Last Roa...

Literotica Monthly Awards 2020: January

by Literotica on Jul 14, 2020
Mature

Manu and I would like to thank all the authors who submitted during the month, and all the other months for that matter! We've tallied the reader's votes, and are happy to announce the winners of January's Reader's Choice Awards. First Place ($150 Cash Prize Winner):Home for Horny Monsters Ch. 49 by writerannabelleSecond Place ($100 Cash Prize Winner):Sound...

Literotica Monthly Awards 2020: February

by Literotica on Jul 14, 2020
Erotic Couplings

Manu and I would like to thank all the authors who submitted during the month, and all the other months for that matter! We've tallied the reader's votes, and are happy to announce the winners of February's Reader's Choice Awards. First Place ($150 Cash Prize Winner):The Beast by Averagejoe1992Second Place ($100 Cash Prize Winner):Watershed by onehitwandaT...

Cabin in the Woods

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

Finally, I get to give you another TRUE story after a WAY too long 'dry spell'. This story is completely true (and may be a little boring maybe...would love any feedback). Only the names have been changed to blah blah blah... Anyone who is familiar with my writings knows my stories are true and not made up unless I openly state at the beginning that it's a...

Crossdresser Evolution Ch. 03

by pantyhigh on Jun 12, 2019
Transgender & Crossdressers

Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing I was becoming addicted to masturbating while wearing panties, though there was still a feeling of shame surrounding it. I saw myself in these cum soaked pink panties. I could feel some sense of arousal but at the same time was ashamed that I was standing there wearing my wife's pantie...

Best Camping Trip Ever Ch. 04

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

*This is a work of fiction. Most of my stories are true, but I do have unrealized fantasies...that I'll try to make reality...hope you enjoy!* *Note-this is part four of my story entitled 'Best camping trip ever for CD'...if you haven't read the first three parts, or at least part two and three, you won't understand what's going on at first. I don't like to...

Tales From the Netherworlds

by JackOLantern on Jul 20, 2018
Fan Fiction

The Netherworlds. There are a countless number of them in the universe, all with their own societies and customs. Why, nearly anything you could think of could be represented in the form of one of these demonic worlds. A world that has been converted into a gigantic spa resort run by slimes that poison their customers instead of detoxifying them? Why not? A...

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