Transsexuals & Crossdressers
It is amazing the things a man will do to get laid. It was Halloween and I was being dragged to a costume party thrown by a few of my girlfriend, Caroline's friends. Although Caroline was a prim and proper insurance underwriter during the day she hung out with a rather arty crew of liberals.
They enjoyed having yelling contests about politics and being san...
- 170,359 Views
- 82 Favorites
- 16 Comments
- 2,698 Words
- www.literotica.com
by
JuanSeiszFitzHall
on Jan 28, 2020
Mature
(All characters in this story are at least 18 years old when they engage in sex acts. This is an entry in the Valentine's Day Contest. Please read and vote. Thanks.)
*
This is 2020, the e-commerce era, but the postal service still delivers catalogs. One showed up in my mail several days ago. Glossy paper, bright colors, sharp photography. Women in skimpy l...
- 24,403 Views
- 8 Favorites
- 4 Comments
- 10,140 Words
- www.literotica.com
by
Alexia Wright
on Aug 20, 2015
Fetish
Today is the day. Your erotic crossdressing blog videos have earned you your first practical job as an escort. Being the famous online sissy slut Annie, you used to pay the bills selling your horny pictures and masturbation videos to guys on the Internet.
You got out of bed, still in your pink babydoll nightie complete with a baby blue thong and head for the...
- 52,331 Views
- 61 Favorites
- 14 Likes
- 1,800 Words
- chyoa.com
- Interactive
Open in SmutMD Reader
by
weluvhose
on Sep 15, 2017
Transsexuals & Crossdressers
We have not submitted anything for almost a year as daily life as certainly been in the way for ALL of us. My wife and I decided this one would be a slight change to the previous submissions.
It is all fantasy but we both would enjoy bringing this one to "true" life if ever possible. Enjoy and we always welcome any comments!...
- 67,334 Views
- 7 Favorites
- 3,235 Words
- www.literotica.com
by
Akito01
on Sep 13, 2017
Transsexuals & Crossdressers
After the night I previously described to you with Sweet, it naturally occurred to me to wonder if he had seduced other men in a similar manner. It may seem silly or naïve, but I honestly had no idea. With some sly delight, this is story Sweet told me.
Naturally, to preserve the identity of all involved, I will continue to refer to Sweet as exactly that. He...
- 14,779 Views
- 10 Favorites
- 1,390 Words
- www.literotica.com
by
Quantarx
on Jan 20, 2020
Transgender & Crossdressers
My name is Eric and I have been into crossdressing as long as I can remember. The feel of sexy silky woman's clothing has always been a real turn on for me. I honestly couldn't tell you when it started, but I can tell you it has progressed over the years. I have gone through my "pink Fog" phases where I would buy sexy clothing, only to be filled with shame a...
- 29,017 Views
- 38 Favorites
- 8 Comments
- 1,637 Words
- www.literotica.com
by
Sissy_Chantel
on Sep 18, 2017
Transsexuals & Crossdressers
Chapter Seven will also advance the time of my story here a bit. To move my story along into a lifestyle changing story I will have this chapter set seven months after Phil was outed as crossdressing sissy named Chantel.
Over the last seven months, life for Chantel has become entrenched as a sissy maid and slut. The sex video productions put up online have...
- 18,049 Views
- 11 Favorites
- 1 Comments
- 5,917 Words
- www.literotica.com
by
chasingrisque
on Sep 13, 2017
Transsexuals & Crossdressers
*Synopsis:
25, in and out of relationships and one-night-stands. In debt, slightly overweight, unfulfilled at work and in life. Sick of his friends and routine, Alex accidentally reawakens feelings he has not had for a long time. Think Trainspotting for sissies - American Psycho without the violence and lot more lace, lip-gloss and high heels.*
ESCAPISM:...
- 9,654 Views
- 11 Favorites
- 6 Comments
- 3,115 Words
- www.literotica.com
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
komrad1156
on Sep 19, 2017
Mature
"Do we really need to run 20 miles today? Why can't we do 18 again?"
"Look, Phil. If you're serious about running your first marathon, then we stick to the schedule. Today is 20, not 18. You've got to get these longer runs in because the difference between 18 and 26 is huge. Trust me."
"How many have you run? Five, right?"
"This'll be number six. So it's...
- 37,439 Views
- 24 Favorites
- 10 Comments
- 19,576 Words
- www.literotica.com
Loading...