by
sarahchica96
on Oct 2, 2018
Transsexuals & Crossdressers
Introduction
It was the summer I (Alex) and my twin sister Gina graduated from Business school, ironically Gina and I joined our family real estate business. This was a way of our parents keeping us busy and stop our procrastination about searching for jobs elsewhere. It was also the time my crossdressing persona met our neighbour Mr Parker.
Backstory......
- 15,751 Views
- 5 Favorites
- 4 Comments
- 1,364 Words
- www.literotica.com
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...
- 2,936 Words
- chyoa.com
- Interactive
Open in SmutMD Reader
by
sarahchica96
on Sep 5, 2018
Transsexuals & Crossdressers
Introduction
I' am living the dream, the dream of maintaining the balance as a regular straight guy and my bisexual crossdressing side Sarah.
The 4 years of hard work at University started paying dividends, I landed a job as a legal advisor for one of the top businessmen in London Mr Hayat. My job paid well which enabled me to buy a studio apartment via a...
- 8,738 Views
- 9 Favorites
- 1 Comments
- 2,817 Words
- www.literotica.com
by
thosearemysecret
on Mar 15, 2013
Miscellaneous
To the average person, your life is fairly mundane. You have a steady job, a decent home in a lovely suburb, a fairly attractive wife (although her age is starting show), and a daughter about to head off to college. Some would probably say that you're fairly ordinary. Many might even say behind your back "Boy, John Doe is boring." It wouldn't surpr...
- 1,761,310 Views
- 788 Favorites
- 2,760 Likes
- 35,600 Words
- chyoa.com
- Interactive
Open in SmutMD Reader
by
TheHellWasIThinking
on Sep 15, 2017
Fetish
To the reader: After I'd finished this story, I didn't know where to put it. It contains elements of several Lit categories, and I probably could have put it in any one of them. In the end, I decided to put it in Fetish, although it's very much a Loving Wives tale, as you'll soon see.
NOTE: Every word of this is true. (Except for "Every word of this is true...
- 49,255 Views
- 26 Favorites
- 16 Comments
- 5,162 Words
- www.literotica.com
by
sweetsatine
on Jul 3, 2019
Transgender & Crossdressers
Editor's note: this story contains scenes of non-consensual or reluctant sex.
*****
Nathaniel Geller had been a young, up-and-coming salesman at MedZ who'd shown great potential. In just a few years, he made his way from ambitious college graduate to savvy junior manager. Risky ventures that others were skeptical of luckily always seemed to turn out succes...
- 40,028 Views
- 11 Favorites
- 8 Comments
- 1,046 Words
- www.literotica.com
by
Sissy_Chantel
on Sep 25, 2017
Transsexuals & Crossdressers
Preface: Welcome to my next sissy story. This one is based around the exciting ideal of a married sissy, crossdresser. It will have many ideas based on my thoughts about how life could be for me as a married, crossdressing sissy maid. I hope you all enjoy it.
*****
Chapter One: Sometimes one's most unique secrets do come out.
My name is Phil and I've alwa...
- 120,839 Views
- 92 Favorites
- 15 Comments
- 4,817 Words
- www.literotica.com
by
Dayeandknight
on Feb 1, 2018
Transsexual
All of these stories share a central theme of Crossdressing.
Rather than add yet another story for one of my ideas, new ones will now go here.
I'm making the call, out loud, for additional authors to add their own threads and work with me. I would love anyone interested in any of these stories or my previous ones to add their own threads. If writing isn't yo...
- 622,159 Views
- 386 Favorites
- 1,846 Likes
- 39,200 Words
- chyoa.com
- Interactive
Open in SmutMD Reader
by
AtlantaCDslut
on Sep 12, 2017
Transsexuals & Crossdressers
**All my stories are true**
My name is Rebecca. I am 22 years old and have been cross-dressing now for about 10 yrs. At first, dressing consisted of putting on a pair of panties or just a bra. Now it consists of shopping on line for different outfits, silicone breast forms, wig, etc.
When I moved down to Georgia I got a roommmate who never gave me time to...
- 77,624 Views
- 5 Favorites
- 1,290 Words
- www.literotica.com
by
Dayeandknight
on Apr 29, 2025
All of these stories share a central theme of Crossdressing.
Rather than add yet another story for one of my ideas, new ones will now go here.
I'm making the call, out loud, for additional authors to add their own threads and work with me. I would love anyone interested in any of these stories or my previous ones to add their own threads. If writing isn't yo...
- 549 Words
- chyoa.com
- Interactive
Open in SmutMD Reader
Loading...