Gender Roles Stories

14,399 results
Orientation
Length
Source
Infinite Scroll

I, Jennifer Ch. 01

by MicheleNylons on Jul 2, 2018
Transsexuals & Crossdressers

Author's Note: This is another of my stories that is driven by character and narrative development rather than just 'wank fodder'. There is plenty of sex though. For those looking for titillation just skip to the last few paragraphs. xxx Michele ***** Chapter One: Awakening J47347 became self aware on the tenth of June 2347. She knew immediately that sh...

On Being a Busty Feminist Slut

by naivesluts on Sep 16, 2017
Reviews & Essays

It has been an almost exclusively positive experience writing for Literotica so far. I'm so glad I finally starting writing my own stories after years of only reading and anonymously commenting. I've had more feedback than I expected, and as such I've started to notice some trends in some of the questions and comments I get. Along with compliments and const...

No Mercy

by Wordy_1s on Sep 13, 2017
Exhibitionist & Voyeur

I have a knack for getting into trouble. In this instance, the mitigation was the mother of all losing streaks. If it hadn't been the mother of all streaks I wouldn't have even gone into the sedate little club for 'afternoon'-amateurs, let alone invited myself into the game with five women who were clearly intent on gossiping a bit during a break from the do...

Belle Donne Italiane Ch. 02

by AnnabelleRaven on Sep 16, 2017
Transsexuals & Crossdressers

SIX MONTHS LATER Since Tommy's retirement from the force and emergence as Tina, a lot of wonderful things have happened. First and foremost, the guy who slashed Tina was sentenced to life for attempted murder and assault with a deadly weapon. Tina has fully recovered from her wounds, and all of her plastic surgery, along with some hormone therapy, have ma...

Jock Princess Ch. 02

by Sissyhalo on Sep 15, 2017
Transsexuals & Crossdressers

My brain trembled with my body. I could feel it, my insides all those nooks, crannies, all those muscles inside me trembling inside from being fucked so hard and so deep. All mirroring my brain and the shock of getting fucked too and how much I loved it. And I did love it, more than I should, more than any jock guy ever should. If there was a part of me t...

Westrons Pt. 19

by AspernEssling on Aug 26, 2019
Sci-Fi & Fantasy

I was away from home for a week - any delay in posting this chapter is entirely my fault. But what a pleasure to come home and find all the comments on Chapters 17 and 18. Thank you all for your support. Thank you, too, Anonymous Colonel. Excellent suggestions! At some point, I would like to include an epilogue of sorts, with some of the best feedback I’ve...

Not So Sleeping Beauty Ch. 05

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

"Taken, you say?" Asked the King. "Yes your highness." The Royal warden bowed low. His face was flushed with blood and he gasped for breath. "Stolen away in the night?" Asked the King. "They must have been your highness. We found this, " he held up an arrow fletched with a single black raven feather. "It was in Prince Michael's bedroom. We searched the c...

The Greatest Liar Ch. 01: My Awkward Phase

by alexandrarios on Jul 3, 2019
Transgender & Crossdressers

Chapter 1 My Awkward Phase The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne in the Newspaper Office, our refuge at University High in Los Angeles. A g...

New Order, New Opportunity Pt. 04

by freddieclegg on Apr 14, 2020
BDSM

Chapter 10 : Service With A Smile James struggled to sit up, trying to make sense of his situation. Across the room, silhouetted in the light of the doorway the women that had brought him here were talking to a thin, short man. He showed every conventional respect to the women; nodding and barely speaking as they made their points forcibly, gesticulating a...

The Tournament of Colors

by MisterWildCard on May 30, 2018
Sci-Fi & Fantasy

"A tournament? What's the point? Aren't we all on the same team, here?" That was Melissa, always the first to speak her mind. "Think of it as a test, Trainee Eshkenazi." Mr. Sandow didn't even look up from his tablet, flipping through data as he sat on the locker room bench. "It's not about winning or losing, it's about how you play the game." Melissa roll...