by
Sissyhalo
on Sep 15, 2017
Transsexuals & Crossdressers
I sat quietly in the office with Kate and sort of explained things.
"I met a guy, I met this really pretty beautiful guy and I...I well thought that he'd make a good girlfriend...a sissy type."
She looked at me. "Sissy?"
"It's like a sort of trans thing and a gay thing it's a very submissive bottom thing."
"You're into that?"
I nod. "I am...was...am."...
- 20,611 Views
- 20 Favorites
- 2 Comments
- 3,511 Words
- www.literotica.com
by
Sissy_Chantel
on Oct 11, 2017
Transsexuals & Crossdressers
Chapter Five: Chantel Settling in with Her other Sissy Girls
"Congratulations Chantel." as Maid Penny tells her today is her 3rd. month anniversary at The Jade Maid Club as they are sitting at the breakfast table with the other girls.
Other girls also congratulate Chantel as well.
Chantel replies, "Oh thank you all."
As the girls eat their breakfast befo...
- 7,859 Views
- 3 Favorites
- 3,341 Words
- www.literotica.com
by
Sexy_SaraCD
on Sep 18, 2017
Transsexuals & Crossdressers
I love being Sara and everything it has awakened in me. In the months since I have been with Steve and becoming Sara, I have slowly shredded away my old self like a snake looses its skin. The only time I even dress up as John is when I'm at work. Even then, I have a little bit of Sara with me by either wearing panties and sometimes pantyhose under my khaki p...
- 24,030 Views
- 15 Favorites
- 6 Comments
- 2,463 Words
- www.literotica.com
by
shawnavinyltv
on Apr 23, 2019
Transgender & Crossdressers
I woke up sweaty and a bit confused. I was also having a bit of trouble breathing. I realized I was still wearing my heavy duty corset. I also realized there was someone snuggled up against me! Suddenly visions of last night's self-bondage session came back to me and I remembered Alex, my neighbor, had spent the night.
I had a momentary surge of excitement...
- 13,355 Views
- 14 Favorites
- 1 Comments
- 13,468 Words
- www.literotica.com
by
GavinIsaNuisance
on Jul 6, 2020
Transgender & Crossdressers
All persons depicted in nude/sexual situations are 18 and up. This work is entirely fictitious. Any relationship to persons living or dead is unintentional and entirely coincidental.
Shy nerdy virgin Danny is gets a project of a lifetime: photographing his shemale classmate in the nude which leads to new sexual experiences and a new lease on his formerly se...
- 27,042 Views
- 78 Favorites
- 8 Comments
- 17,037 Words
- www.literotica.com
by
Sissy_Chantel
on Sep 25, 2017
Transsexuals & Crossdressers
Chapter Fifteen: A Big Decision and Telling Mikel.
Helen and I are dressed and ready to go to the ladies gym for a morning workout. I love this and dressing in my girlie workout clothes. Today I am going all black, a black leotard, black tights and black ladies shorts. I am going to contrast with my bright pink trainers. My now comfy long, just below my sho...
- 8,299 Views
- 7 Favorites
- 4,575 Words
- www.literotica.com
by
Sissyhalo
on Mar 21, 2018
Transsexuals & Crossdressers
All parties involved are over 18 years of age.
***
It started me going to a party.
Now that's not unusual because I'm popular, I've always been popular like ever since junior high. I shot up like a weed getting tall and my dad worked me out while I was going through my growth spurts and had me in lots of stuff like to round me out before I got into footba...
- 55,635 Views
- 63 Favorites
- 6 Comments
- 10,740 Words
- www.literotica.com
by
ValoryG
on Jul 27, 2020
Transgender & Crossdressers
(The names and locations in this story are completely fictional and have no connection with any person living or dead.)
My name's Chris. Wife Jolene and I have been married six years now. Live in the small city of Centertown, Ohio. It probably got that name because it's about half way between Columbus and Cincinnati. Being from a midwestern small town, the...
- 20,081 Views
- 10 Favorites
- 3 Comments
- 3,583 Words
- www.literotica.com
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...
- 4,647 Views
- 7 Comments
- 978 Words
- www.literotica.com
by
Sissy_Chantel
on Sep 25, 2017
Transsexuals & Crossdressers
Chapter Thirteen: Boy oh Boy, a New Day and a New Relationship.
I wake up, the sunlight streams through the hotel room window. I lay for a moment gathering my thoughts. I realize I have spent the night with Mikel. I roll over and I see him peacefully asleep and my feminine emotions are over joyed at such a wonderful sight. I quietly and gently get out of b...
- 9,121 Views
- 9 Favorites
- 5 Comments
- 4,125 Words
- www.literotica.com
Loading...