Sissy Dare Stories

47,304 results
Orientation
Length
Source
Infinite Scroll

Truth or Dare Takes a Turn Pt. 03

by Cutiepie183 on Sep 21, 2020
Transgender & Crossdressers

I pull up in Luke's driveway and get out of the car, I retrieve my suitcase from the boot and make my way over to the back door, only to be stopped and greeted by Brent before I can enter the house. Brent leers at me and says "hey there sexy little cocksucker" before he pulls my pants and panties straight off me, locking my cock back in the little pink chast...

Danni Ch. 03

by Coder3445 on Apr 21, 2020
Transgender & Crossdressers

Authors note I know it's been a few months since the last Danni came out and I am sorry for making those who want to read wait for so long. With that being said the reason for it is that I meant to write it but suffered from writers block at the time and eventually forgot about it. However I hope this does Justice as I tried to make it longer without sacrifi...

Locked Away and Lovin' It Ch. 02

by dutchpantyraider on Jul 9, 2019
BDSM

AUTHOR's NOTE: this story is an epilogue to Locked Away and Lovin' It. *** Being one of Sophie's sissy boys has changed my life for the better. One year ago my colleague lured me into her web, and now I'm one of her devoted worshippers. Sophie leads two lives. One normal life out in the open, being my colleague at the office. And another life hidden to mos...

At Their Mercy

by Subserver on Nov 9, 2017
BDSM

Miss Erin and Miss Erika giggled and teased, pinched and fondled me as they made me into their feminized plaything. When they had finished I was wearing a short blonde wig, eye and face makeup, red lip gloss, red nail polish on my fingers and toes, small hoop earrings, perfume and black satin panties with lace insets, a matching bra that was filled with fal...

The Domme Club: The Fucking

by NancyPan on Sep 14, 2017
Fetish

This story will likely be most enjoyable if it is read after reading The Domme Club and one or two other stories in the series (for background of Tom and Monica's relationship and how Tom has previously been humiliated in front of the Domme Club.) Respectful comments are appreciated. ***** Mistress Monica left Tom the standard list of chores to do while s...

Mistress Marisa's Estate Pt. 28

by keptsissy on Sep 12, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ******************************** He's naked. And he has a beautiful sculpted male body, tight rear end. You love this man's body. You watch it move slig...

On Line and Linda

by vinceh23 on Sep 16, 2017
Romance

Linda and I had met through one of those ubiquitous on line dating sites. When I saw her photo it grabbed my attention. We all have certain characteristics in face shape, eyes, kips, those things we can't necessarily define but when we see them we know immediately that we like that face. And she was tall, 5'9", and though not slender she was not overweight....

Domination Ch. 02

by morenowagain on Sep 15, 2017
BDSM

Part I may be found here: http://www.literotica.com/s/domination-15 Chapter Four To be perfectly honest, I was a little overwhelmed by the possibilities. I mean, having another human being ready and willing to do whatever you ask? There are just too many things. Of course, my mind immediately turned toward the more sexual ends toward which I could put Jake...

Mass Sissy

by Jman236 on Sep 16, 2017
Transsexuals & Crossdressers

Well my mistress wanted me to post this short story of my latest sissy humiliation for even more humiliation so here goes... So it was a typical Saturday and I was on my way over to my mistresses' house, she wanted me there bright and early. I arrived at her house promptly at 4:00am and when I arrived I was informed that I would be spending the entire weeke...

Mistress Marisa's Estate Pt. 06

by keptsissy on Sep 12, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... *************************** His cock is huge. I barely get my hand to close around it. The head of it glistens from the k-y as my hand moves over the top,...