by
kendra13
on Feb 13, 2018
Fetish
I am a blue collar manager type and live a pretty work a day life during the day, but at night, I have a rather interesting sideline. I am a sissy trainer. You see, many sissies are married and end up coming out to their wives. To most couples, this just creates a fun little fantasy for play during sex, but for some, it becomes more. For these couples, at so...
- 27,332 Views
- 15 Favorites
- 6 Comments
- 990 Words
- www.literotica.com
by
smittysimon
on Sep 19, 2017
Transsexuals & Crossdressers
"That's a good little, sissy. I told you that you could take the whole thing." I feel a sense of ashamed accomplishment as her smooth balls rest on my chin and I smell her intoxicating mix of pomegranate and a hint of musk as my nose crushes into her flawless, taut torso. This was the last time. It had to be. We couldn't keep sneaking around waiting for a ch...
- 53,002 Views
- 25 Favorites
- 7 Comments
- 15,166 Words
- www.literotica.com
by
Samuelx
on Sep 11, 2017
Transsexuals & Crossdressers
After months of hesitation and much soul-searching, a momentous decision finally got made. The big Black dude burst into Mistress Chocolate's den in downtown Ottawa, Ontario, and told her of his rather unusual request. The six-foot-tall, gorgeous Black Canadian female dominant listened to him, and then agreed to make his most forbidden fantasy come true. It...
- 23,264 Views
- 10 Favorites
- 1,491 Words
- www.literotica.com
by
AlaskaSubHub
on May 18, 2020
Transgender & Crossdressers
Chapter 2 - The Sauna and the "Game" Explained
*****
I sat there chilled to the bone, watching my breath turn to vapor in the cold steam house. All in all, the cold temperature had a sobering effect. The pink towel I had wrapped around my waist barely covered my private parts.
Before long, I could hear the faint sounds of the girls talking as they approac...
- 7,004 Views
- 10 Favorites
- 4 Comments
- 5,476 Words
- www.literotica.com
by
LaurenWestley
on Sep 15, 2017
Fetish
(Authoress's note: of course all disclaimers are still in place regarding characters etc. This particular episode is very XXX with pee scenes etc. However, I do know many parts of my stories will not appeal to all of you. I only wish there is enough to make each of you happy. To those who have given me constructive criticisms as well as those with praise tha...
- 32,379 Views
- 10 Favorites
- 2 Comments
- 4,532 Words
- www.literotica.com
by
DifferentBreed
on Sep 14, 2017
Fetish
Fisher climbed the stairs slowly, wary of the quiet that hung over the upstairs. As he hit the landing a soft moan emanated from the bedroom and his heart raced as he entered the doorway. There, framed in the soft light of the bedroom lamps, was Sophie kissing another woman. Her crisp white shirt was unbuttoned, exposing the top of her supple breasts, and gi...
- 25,935 Views
- 6 Favorites
- 5 Comments
- 8,397 Words
- www.literotica.com
by
sissycinnamonswirl
on Sep 18, 2017
Transsexuals & Crossdressers
The man's Skype camera was still showing black, but I could hear him breathing heavily as he watched me pulling the chains that attached to the clamps on my nipples. I was pulling hard enough and steady enough to begin stretching my titties...as mistress requires me to call them. It was extremely painful as the clamps themselves were little more than metal t...
- 37,356 Views
- 16 Favorites
- 1,840 Words
- www.literotica.com
by
Duke Montefort
on Nov 14, 2019
Fetish
Eugene has an obsession with video games almost shutting out his friends and family. Feeling they have no choice the family begs a videogame company to help them bond with him. The company agrees they test the family can beta test the game, and bond. They even promised that he could not come out until he had properly bonded with each family member seprately....
- 118,727 Views
- 141 Favorites
- 177 Likes
- 5,000 Words
- chyoa.com
- Interactive
Open in SmutMD Reader
by
ronald81
on Sep 15, 2017
BDSM
All people within this story are over the age of 18.
*****
For as long as I can remember, I have always been into cross-dressing as a young boy. Yet, I would hide these feelings deep down as I grew up. The following story is partly true, as much as I can remember.
It all started when I was playing a roleplaying game featuring a text based game that was su...
- 26,930 Views
- 10 Favorites
- 1 Comments
- 1,606 Words
- www.literotica.com
by
Sissyhalo1
on Feb 3, 2020
Transgender & Crossdressers
Waking up like that I think my brain wanted not just more but to place everything that happened to me in an order that I could handle.
So deeper into sissyness it was.
Playing with my butt plug until I was edging myself and losing myself in it.
Abby showed up.
Rolled a joint and watched me.
"C'mon Nikki, up, let's get you fed and working out."
It was h...
- 11,792 Views
- 15 Favorites
- 4 Comments
- 1,675 Words
- www.literotica.com
Loading...