Crossdresser Lover Stories

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Orientation
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Infinite Scroll

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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Literotica Monthly Awards 2020: May

by Literotica on Jul 15, 2020
Romance

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 May's Reader's Choice Awards. First Place ($150 Cash Prize Winner):'Twas The Night Before... Ch. 02 by BrokenSpokesSecond Place ($100 Cash Prize Winner):Succubus A...

A Sissy in the 22nd Century

by JerkGently on Jul 1, 2020
Transsexual

In a future not too far flung, humanity has progressed to a stage where almost all production and provision of society’s needs is automated. With no need to work, all citizens are instead driven to find lifestyles that fulfil their own and each other’s fundamental desires. This is achieved by the medium of an overruling system of artificial intelligences and...

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A New Start

by Stoked Flow on Jun 20, 2020
Transsexual

You spent most of your time at home playing video games and browsing the internet. You decided to take it easy after high school before deciding college was right for you. That was a couple years ago and now you sense a growing frustration within your mother. One afternoon after dinner, you found yourself suddenly sleepy and crashed onto the sofa. Your next...

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Literotica Monthly Awards 2020: June

by Literotica on Oct 5, 2020
Celebrities & Fan Fiction

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 June's Reader's Choice Awards. First Place ($150 Cash Prize Winner):All That Glitters Ch. 17 by bigtddybrSecond Place ($100 Cash Prize Winner):Martha's Second Chan...

Suspected Affair

by 69Jance on Apr 21, 2020
Transgender & Crossdressers

I had suspected for a while but recently found confirmation, not that I would blame her. I know we loved each other but I also knew there were needs the other could not fill. I found evidence she was having that need I could not meet, met by someone else. I was a bit jealous but in a strange way. There was no anger but a bit of arousal as I imagined her love...

The Deviants' Room

by sissyrikki17 on Oct 14, 2017
Transsexuals & Crossdressers

Upstate New York, 2007 - Day 1 They all kept talking—bitching—about "sloppy seconds" but if you're drunk enough, and these guys were drunk most all the time, you don't really care about dipping your wick into a hole filled to overflowing with other guys' junk. You just stick it in, numbly hump for a few minutes, then make your own delirious contribution to...

The Agreement Ch. 03

by komrad1156 on Sep 18, 2017
Transsexuals & Crossdressers

On the ride home from Dr. Turner's office, my mind was swimming with thoughts. I was intent on practicing her voice techniques, but I couldn't get Michael out of my mind. He was so accepting of me as Callie. Had we met when I was Cal, we'd have been competitors as it were. Just two men jostling for position. But as Callie, he was so different. He was like......

Becky's Video

by purekink on Sep 13, 2017
Transsexuals & Crossdressers

I suppose I was the one that first mentioned porn to Nikki. We'd been chatting on a girls' night out and laughed abut how I'd never found any porn in the house. She giggled and said I was bound to find some sooner or later -- all men had some, somewhere. A few days later, I'd completely forgotten our drunken conversation and so when Nikki showed up at mine...

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...