by
bootwhore666
on Sep 16, 2017
Transsexuals & Crossdressers
After my sexcapades in Amsterdam I had such a thrill from playing dressup and just getting fucked silly. Summertime came around and I was on vacation and still in Paris. So I decided to do something similar to my weekend in Amsterdam. But where? I decided to go to Spain. I got a train ticket to Sevilla and decided I would do the same thing I did in Amsterdam...
- 68,371 Views
- 10 Favorites
- 4 Comments
- 1,929 Words
- www.literotica.com
by
MicheleNylons
on Jul 14, 2020
Transgender & Crossdressers
This is a continuation of my True Stories series, where I tell my readers about my real life adventures as a part time Transvestite. In this instalment I will tell you about my most recent encounter; my first encounter for some time, and also for me a milestone; my first time out and about dressed as a Transvestite.
This is the story of my latest encounter,...
- 76,129 Views
- 15 Favorites
- 3 Comments
- 10,926 Words
- www.literotica.com
by
readtaboo
on Dec 12, 2018
Transgender & Crossdressers
Oh thank god! I hadn't heard from from him in three days and was beginning to think I'd blindsided and lost him altogether. When the phone rang, I lowered my voice to a whisper, "Patrick?...I'm home...yeah, I'd like to see you too!" More than you know.
We simultaneously decided that mixing a quick drink was the single greatest idea either of us had conceiv...
- 18,923 Views
- 11 Favorites
- 3 Comments
- 2,223 Words
- www.literotica.com
by
annie_00
on Sep 12, 2017
Transsexuals & Crossdressers
03 – Lessons
I followed Beth downstairs to the living room being careful not to fall in my new marabou heels. It felt odd but enjoyable as my new breast forms were bouncing in my bra. It was also embarrassing walking around as a girl in front of my sister. I liked the security of no one knowing I liked to crossdress when I was alone, but after today, too m...
- 55,658 Views
- 22 Favorites
- 16 Comments
- 1,856 Words
- www.literotica.com
by
jacki697
on Jun 9, 2020
Transgender & Crossdressers
I had always been curious about men. I had always wanted to experiment but alas I was way too scared of being "gay" to ever follow through on any of my urges. Chalk that one up to 18 years of living in a conservative Christian community. Instead I left my sexual urges to the alone time I had to indulge in my other fantasy of crossdressing. I loved the thrill...
- 39,161 Views
- 67 Favorites
- 16 Comments
- 2,521 Words
- www.literotica.com
by
Sissy_Chantel
on Sep 13, 2017
Transsexuals & Crossdressers
Hi, readers, here is a new hopefully erotic story series of a sissy's decline to that of playing a sissy slut and then without her knowing soon to be a enslaved sissy maid and slut, featuring your sissy girl Chantel. Enjoy...
************************
Chapter One: Sissy Crossdressing Play Time.
I'm sitting inside my car, it's late, a faint drizzle falls a...
- 61,486 Views
- 51 Favorites
- 3 Comments
- 6,551 Words
- www.literotica.com
by
JHouston
on Sep 18, 2017
Transsexuals & Crossdressers
All names have been changed to protect the guilty.
*****
Being a very short guy (5'3") with a small frame has been a major handicap in my quest for female companionship. Having a micro penis was the nail in my coffin. Throughout my youth, I was ignored or rejected by girls.
I had my first girlfriend in college, Caroline Fletcher. She was smart, beautiful,...
- 105,604 Views
- 134 Favorites
- 18 Comments
- 5,904 Words
- www.literotica.com
by
Prematurelimphubby
on Jul 3, 2019
Transgender & Crossdressers
Brett woke up the next day with the sun shining in through their bedroom noticing his wife wasn't in the room with him. He stepped out of bed, put his panties from last night on and walked downstairs for coffee.
He saw a note on the counter.
"Good morning Britt,
I had to run and get a few things from the office. I should be home soon. Take a relaxing ba...
- 64,023 Views
- 59 Favorites
- 18 Comments
- 6,834 Words
- www.literotica.com
by
MicheleNylons
on Sep 14, 2017
Illustrated
This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...
- 340,877 Views
- 12 Favorites
- 6 Comments
- 6,684 Words
- www.literotica.com
by
MicheleNylons
on Sep 19, 2017
Transsexuals & Crossdressers
Part II - An Unwelcome Visitor
When Giselle got home she showered immediately, washing away her makeup and scrubbing at the tops of her thighs where Steve had deposited some of his seed. She had seen the whitish-silvery deposit dried on her legs above her stocking tops, which were also stained with semen. She had half a mind to throw them out as she had...
- 22,797 Views
- 18 Favorites
- 3 Comments
- 6,001 Words
- www.literotica.com
Loading...