by
sissymaidallyson
on Sep 12, 2017
Transsexuals & Crossdressers
Kevin was your prototypical mid 20s guy. He had a decent job and lived on his own. He had good friends and whilst he was single he didn't find any problems getting what -- or who -- he wanted in the bedroom. However he had long been fascinated by glory holes and by being serviced in them but by being the one servicing.
He was convinced he was straight and l...
- 81,308 Views
- 26 Favorites
- 8 Comments
- 3,740 Words
- www.literotica.com
by
theonewhowas
on Oct 14, 2017
Transsexuals & Crossdressers
"Hello? Yes hello, I've got an enquiry to make about tickets for the festival?" my master's voice rang out, as he shot me a smirk. I was on my knees in a latex French maid dress and stockings. My caged dicklette hung naked beneath me and I waited, patiently. The material clung to my body and I felt it tight on my chest as I breathed in heavy anticipation.
"...
- 29,993 Views
- 20 Favorites
- 2 Comments
- 2,060 Words
- www.literotica.com
Fantasy
Christ, you think, can't believe he made an easy job a shit one.
You were walking home after work, finding yourself incredibly irritated by your boss, who seemed to have a knack for forcing you to do more work than you would usually have to. Today, for example, he ordered you to help him fix the water dispenser in the office, yet you found yourself being the...
- 73,249 Views
- 91 Favorites
- 150 Likes
- 7,600 Words
- chyoa.com
- Interactive
Open in SmutMD Reader
by
Furry-god69
on Dec 7, 2020
Transsexual
You are Damien Smith a 18 year old high school senior who's really into goth culture, your parents say it's just a phase, but you don't think so. you look like a regular teen save for you're dark hair, and very feminine figure. For as long as you could remember you always a very girly frame, which many people made fun of, except for, Avery, the love of your...
- 86,315 Views
- 245 Favorites
- 343 Likes
- 3,000 Words
- chyoa.com
- Interactive
Open in SmutMD Reader
by
antares34
on Jul 3, 2019
BDSM
This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+.
*****
Having grown bored with how things were progressing with my sissy son, I have recently ventured into a new and fun project –filming and distribu...
- 65,639 Views
- 35 Favorites
- 9 Comments
- 3,261 Words
- www.literotica.com
by
cddream
on Mar 6, 2018
Fetish
It was a week night and I received a text from an ex girlfriend I haven't talked to in 2 years. I stared at my phone in surprise when I see her name pop up. My heart kinda skipped a beat and I opened the text anxiously. It was from Molly, she was the first girl I exposed myself to. She knew all my secrets and kinks from our past together.
The text simply re...
- 7,214 Views
- 3 Favorites
- 3 Comments
- 3,110 Words
- www.literotica.com
by
Gemsissy
on Sep 13, 2017
Fetish
I parked my car on the side street as I'd done a dozen times now. I was very excited and my cock was hard in my sissy panties as I got out of the car. Grabbing my gym bag, I felt the weight of the breast forms I carried in it, excited to put them on soon. I'd waited several weeks since my last visit to save up a nice amount of mad money. I never got out of a...
- 38,501 Views
- 27 Favorites
- 4 Comments
- 3,113 Words
- www.literotica.com
by
rickiee_2002
on Sep 25, 2017
Fetish
Shortly after I drifted off to sleep, I was awakened by the feeling of something hot and wet hit my body. I looked up and noticed one of the male subbies had just squirted his cum on my body. My negligee had ridden up and the cum was on my side and dripping off my side and onto my stomach. I looked up at him and he just got up and walked out of the room. Lau...
- 45,897 Views
- 9 Favorites
- 6,054 Words
- www.literotica.com
by
Ms_Allison
on Sep 25, 2017
Transsexuals & Crossdressers
Mistress's Note: I would like to thank you all for your kind words regarding Amber's tale. Amber has now been My sissy for 7 years and lives like a true sissy should. Yes she does sit when she urinates at home and at work and yes she will eventually be with a man. She's been with quite a few over the years but you'll find out about those later. Your feedback...
- 139,420 Views
- 49 Favorites
- 12 Comments
- 5,926 Words
- www.literotica.com
by
PhRedSonya
on Apr 23, 2019
Erotic Couplings
As I ride the elevator back up to my room, I am massaging my neck trying to get the kinks out of it from staring at the same screen for the past 4 hrs. I just don't understand where they get these speakers for these conferences. As I enter my room I notice the desk light is on and figure the maid must have let if on by mistake, but as my eyes look up I notic...
- 19,750 Views
- 9 Favorites
- 1,214 Words
- www.literotica.com