by
missjennymaid
on Sep 5, 2018
Transsexuals & Crossdressers
Prolog
I have always had the desire to dress like a girl. It started at a young age when my mother used to have me try on dresses to "see if they would fit my cousin." As I got older I still had the desire and it got strong enough that I started going out in public in college. I was lucky enough to meet and marry a woman who was accepting of my "hobby". Liz...
- 66,238 Views
- 50 Favorites
- 8 Comments
- 3,296 Words
- www.literotica.com
by
sissyjolie4u
on Jan 27, 2020
Transgender & Crossdressers
After a long evening of studying, practicing, and of course grooming myself, I woke to a message from Mistress. The message read; Sissy Jolie, douche your pussy, bath yourself, and be ready to meet. Make sure you douche and your trainer is inserted. I'll be over around 11 and I expect you to be in matching bra, panties and your heels. Also, ensure your cocks...
- 15,726 Views
- 15 Favorites
- 3 Comments
- 4,216 Words
- www.literotica.com
by
skriblur
on Sep 16, 2017
Transsexuals & Crossdressers
The elevator doors slide shut and Sissy Kimmi taps the special access code into the keypad. Then she presses the "PH" button. In few seconds, she'll be at Mrs. Henderson's place on the top floor.
Mrs. Henderson is not the type of woman who sends invitations to sissies. She's the type who tells 'guests' where to be and when to be there. Her handwritten summo...
- 29,678 Views
- 10 Favorites
- 6 Comments
- 1,777 Words
- www.literotica.com
by
magicrub
on Sep 14, 2017
Fetish
"Why are your clothes still on?" demanded Megan as she smacked her bitch across the face.
"I'm sorry Mistress..." bitch replied before being sharply smacked again.
"I did not give you permission to speak bitch!" replied Megan. "Besides, a Mistress does not have a cock like this one! Does she slut?"
"No Mistr..err Master?" replied the bitch, starring at t...
- 182,756 Views
- 16 Favorites
- 4 Comments
- 2,629 Words
- www.literotica.com
by
missjennymaid
on Sep 10, 2018
Transsexuals & Crossdressers
I would recommend reading Chapter 1 to get to up to speed on the story, but if you want to start in the middle...
Jeremy: A married crossdresser who loves to live out his crossdressing fantasies with his supportive wife.
Lizzy: Jeremy's wife who participates in his sissy maid desires every other Friday when they have the place to themselves.
Jeremy is get...
- 32,604 Views
- 18 Favorites
- 7 Comments
- 4,282 Words
- www.literotica.com
by
Sissy_Chantel
on Sep 18, 2017
Transsexuals & Crossdressers
A quick note about this chapter. It runs a tad long as I want it to really set things up for Chantel's future, not just some sissy maid for her now Mistress wife, as cool as that can be, but to develop a more varied sissy, crossdressing, maid and slut story. I hope it works for my readers.
*****
Chapter Four: Moving on to reinforcing my new lifestyle
Satu...
- 46,766 Views
- 28 Favorites
- 6 Comments
- 12,911 Words
- www.literotica.com
by
jmanrules
on Sep 13, 2017
Transsexuals & Crossdressers
Jon walked into his roommates bedroom looking for the phone charger he loaned Eric the night before. As Jon was looking around he saw several pairs of panties, bras, and pantyhose. Not thinking anything of it Jon just grabbed his charger and left with it in hand. After he sat down it dawned on him that Eric has never brought a girl over and even if he did th...
- 50,389 Views
- 33 Favorites
- 5 Comments
- 2,876 Words
- www.literotica.com
by
SeducedKnight
on Sep 15, 2017
BDSM
After Eating out my Seductress for the last hour, we hear a knock at the hotel room door.
"Go open it."
I go to the door dressed only in my rubber wrist and ankle bands with heels and a pink crotchless panty, I have a plug in my ass and a cold metal cage on my cock.
I open the door wide in my full nakedness to reveal a prettily dressed sissy outside.
"...
- 30,206 Views
- 19 Favorites
- 2 Comments
- 2,616 Words
- www.literotica.com
by
SissyFaye
on Jun 8, 2020
Transgender & Crossdressers
All alone, the kids are gone!
My wife and I are cuddling naked in the bed. I'm all locked and stiff in my cage. She rolls over and kisses me deeply and forcefully good morning.
She pulls away, both of us breathing heavily from the passionate kiss. She says "Good morning, my sissy, I see that made you strain in your cage. Do you wish to be released?"
I...
- 37,716 Views
- 22 Favorites
- 5 Comments
- 2,225 Words
- www.literotica.com
by
SissyTwinkleToes
on Feb 4, 2020
Transgender & Crossdressers
Susie wonders if she'll ever get used to the horn honks. The gasps. The shouted comments. The whispers. The cruel laughter. She is stood with her sissy sister, Tinkerbell, in her pink OTT sissy dress she's been trapped in for over two days now, on the corner of the bad neighbourood where she now lives. It's 7:45, and she's been stood in public for almost two...
- 12,653 Views
- 2 Favorites
- 1 Comments
- 1,851 Words
- www.literotica.com
Loading...