Xxx Trans Blind Date Stories Stories

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The Outing of Lisa

by BmthAdmirer on Sep 16, 2017
Transsexuals & Crossdressers

Over the years as a Out bisexual guy I have always tried to keep Lisa my far more feminine side hidden away. I spent many years dressing and loved it but decided when I had to move to a new house share it was time for Lisa to go permanently. Unfortunately as many other cross dressers and transvestites know that is far easier than first thought to destroy a...

Lisa's Big Night Out

by BmthAdmirer on Sep 14, 2017
Transsexuals & Crossdressers

My life took a real change as my confidence grew as Lisa, I spent more and more time dressing and occasionally popping down to the supermarket to grab a bottle of wine and check out the guys browsing not only the meat section but my long slender legs and stilettos as I wiggled round the store. This particular night I already knew I was going to try and pull...

Faye's Official CHYOA Story Contest 2025

by Spindizzy on Apr 29, 2025

Hey there, sexy readers, it's me again, Faye, your faithful flirty filthy CHYOA librarian. Gosh, it's been simply ages since we've had a chance to chat, but I've been so busy filing away all your delightfully dirty stories I've hardly had a moment to relax. What I really need is a little me time. A chance to unwind with my favourite toys and the highest qual...

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Delilah

by jezzaz on Mar 18, 2020
Transgender & Crossdressers

So, this was supposed to be for the 750 word project, but a) I was traveling and just didn't get time to edit and refine it and b) I couldn't get it down to 750 words anyway, no matter how I tried. So, 862 words instead. Just something that came up and I had to dash down. * What kind of author is late for his own challenge? Tsk tsk. Hi. I'm Delilah. Hope...

The Landlord's Submission Pt. 01

by phoenixcinders on Sep 14, 2020
Transgender & Crossdressers

Sorry for not posting in a while, I've been working on something big. But to wet your appetite, here's a short snapshot of a new story. All characters are 18 or older that are involved in sex. Please let me know what you think. It's a futa story with male submission. *** I finally did it! I bought my first house. I'm not a real estate investor... Haha, th...

The Trade Show Pt. 07: Conditioner

by GeorgiaD on Sep 23, 2019
Transgender & Crossdressers

Sorry for the long delay in writing this but Georgia's life has been a bit of a roller-coaster ride recently. xxx ***** The weather was glorious. A perfect English summer's day. Cindy drove us with hood down to Totnes, a lovely and quite alternative town not far from Plymouth. On the way, we talked about everything imaginable. Politics, fashion, hairstyl...

The "One Night in XXX" Story Event - Story List

by Literotica on May 6, 2019
Mature

Here are a few words from challenge organizer ChloeTzang: * Back in early February (2019), I (Chloe) was tossing around ideas with a few other Literotica writers for a Literotica Story Event (NOT a competition, just an “event” where anyone interested could write and submit a story on a common theme). It’s a great way to get a whole bunch of people kicked o...

Why I Prefer Sex Work to Dating

by ShyTammy on Sep 17, 2017
Non-Erotic

First off I want to apologize for not posting anything. Emily and I are working on the next chapter of her story and I still have it on my desk to finish the "Our Secrets" series. So hopefully you'll have something new to read soon. In the mean time I wanted to get this out there. So it is the morning after Christmas when I started this and I am feeling so...

The Singer

by CanaryUK on Sep 13, 2017
Erotic Couplings

"How was that?" she asked "Wonderful love, absolutely wonderful," replied Mike before continuing "that's a wrap, all done, no need for a second take, Christ you're good, makes my job a fuck load easier, I'm thoroughly fed up with the string of second rate wannabe session singers I keep getting sent, gotta be said, I'm keeping you." "Aww thanks," Jayne repl...

April Fool

by Silkrose on May 16, 2018
First Time

Hi my name is April. I love my name and everybody seems to like it, I say hi my name is April and they say, oh what a lovely name, it so suites you. My dad, Jack used to say people grow into their names and I think that's true. My dad, hmm well my dad says a lot of things and seems to think he is funny, funny as in funny haha, I however don't. You see my d...