Crossdressing Stories Stories

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Orientation
Length
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Infinite Scroll

Wanda Halloween Fundraiser

by Pugzilla on Nov 4, 2019
Exhibitionist & Voyeur

This takes place after Wanda T&A on TV As the nursing student chosen to be fast-tracked into the Chief Nursing Officer training program Wanda was expected to attend her school's fundraiser to celebrate the children's wing of the teaching hospital attached to the nursing school of the Teaching and nursing college she attended. Wanda's husband Julie had to...

The Journey

by GuessImJamie on Mar 18, 2020
Group Sex

This story was written as a memorial to Rachael, a talented young writer who was taken from us way before she had an opportunity to become old and jaded. Many of the characters and quotes in this story came from Rachael stories. An artist never really dies so long as their art is apricated ... All characters are over the age of 18. * The Journey I, Sapho...

Fuck Buddies with Privileges Ch. 07

by Ratamaquee on May 12, 2020
Romance

With Friends Like You, Who Needs Enemas - December 25 Six years after we both graduated from college I ran into Allison Caroll in the mall. While we were only casually acquainted in college, we found out that we had a lot in common now. Namely we are both obsessed with work and career. That was two and a half years ago and at the time Allison was an account...

Destroyed by text. Pt. 09

by Need_to_serve on Jun 2, 2020
BDSM

Monday (cont): Kevin 6:03am: 'Okay guys, I've got the first part of my story of how I dated Pam done. I think it's enough for this session. Let me know what you guys think: Back in the day Pam had that dirty chavette slut look down to a tee, which was what made me lust for her so much. She would hang out with older lads wearing her big slag hoop ear-rings...

Silver Street Strip Club Ch. 48

by Ivy_Veritas on Mar 9, 2020
Novels and Novellas

Erin parked her car in the lot behind the unimaginatively named Charlie's Place, noting the Grand Opening banners. She'd lived in Portland her whole life, and had driven past plenty of strip clubs, but they tended to be small or dingy-looking, or were sometimes part of a larger building. Charlie's Place was a stand-alone building on its own lot, and appeared...

Our First Threesome

by gravelmeter on Mar 16, 2020
First Time

Kneeling before my wife who had my dick in her mouth as I watched another guy push his penis into my wife's pussy on my camera screen caused me to reflect on how we wound up in that situation. As I looked over the camera screen at the real thing I was thinking about how we had just met this guy in person less than an hour before and now my wife had gone into...

No Brave Nude World Pt. 01

by JackandJilldo on Mar 17, 2020
Sci-Fi & Fantasy

"Attention passengers." a clear, female voice rang out from the loudspeaker of the starliner Pegasus, "we are approaching the planet Hedon, where will enter low planetary orbit for five parsects, during which time, several shuttles will take guests to the planet's surface for an afternoon tour of the capital city of Gomorrah, before continuing our journey to...

Girl Power

by Fibaro on Jul 30, 2019
Transgender & Crossdressers

(Welcome back everyone. This story is inspired by one of the artworks, Outfit Design 133 of the fantastic HinaYui. I have been traveling a lot this past month and it has been awesome. It is the reason why I haven't been able to publish any updates, but I am still working on my stories. I hope I will be able to publish a next part for my stories sometime so...

Adventures of a Literotica Author Ch. 02

by The Style Guy on Jun 4, 2019
BDSM

Authors Note: Between April 2008 and May 2008, I submitted a total of five stories under the name tantric_explosion. I no longer remember the email address I used for my Lit membership, for that author name. I found the final drafts of each story and with permission from Literotica, I am resubmitting the stories, under my long time name - The Style Guy. T...

I Never Meant To Be So Dirty

by redrooster on Jul 22, 2003
Erotic Couplings

My name's Lucy. I used to be so straight. I can hardly believe it now. It seems like another life. I guess it all started when I was eighteen. I have always been blessed with good looks. I wore my hair up in a tight blonde pony tail. I was always well turned out and made up. Looking back on it, I guess I was a bit stuck up and thought myself a bit special. I...

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