Dilator Stories

92 results
Orientation
Length
Source
Infinite Scroll

Scenes from a Marriage Pt. 13

by DopamineFan on Apr 27, 2020
BDSM

It was a Monday morning, the day after our last scene, but over a week since I last came. My wife asked me to take the day off of work to spend with her, just lazing about the house. Given how stressed we'd all been about coronavirus, I agreed. We snuggled together on the couch all morning and into the afternoon, just enjoying our closeness after the previo...

Orchid Ch. 04

by AwkwardMD on Dec 25, 2017
Transsexuals & Crossdressers

"It's crooked," Eve said, tongue peeking out between her lips as she reached up. Gill smiled to himself and stood up nice and tall. He knew that his tie was in no way crooked. He prided himself on his eye for symmetry and he knew that his steel gray suit was immaculate, but there were some things he was learning to simply let go and let her have. This was mo...

Peyronie's

by romancer on Sep 13, 2017
Erotic Couplings

How some kinds of bad news can be cushioned, a bit, if you're lucky. Ever hear of Peyronie's Disease? It's an interesting thing to look up online, and learning about it will make you feel pretty lucky if you don't have it. In layman's terms (and I'm a layman for sure when it comes to science stuff), it means your penis bends radically when you get an erecti...

Girl with Something Extra Ch. 06

by JonThomas_ on Oct 15, 2017
Transsexuals & Crossdressers

Author's note; There is no sex in this chapter. I hope that's OK. ~ Hello readers, this is your humble omniscient narrator with another episode in the life of Daisy; The girl with something extra. When Daisy Elaine Maye was a fourteen year old boy named David, her hairless body began to develop curves and breasts. Over the next four years she developed in...

From a Husband to a Dutiful Sissy Ch. 16

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Sixteen: Chantel's Personal Medical Journey and we see True Love and Emotions. ***** [Please note the following: My readers, I am injecting this note here as I will be writing about Chantel's events just before, during and post her vaginoplasty. I will make clear here, I am not a doctor, my writing here is not meant to be 100% accurate or clear as...

The Mystery Mistress

by nadia603000 on Jul 14, 2020
BDSM

The Anonymous Mistress Prologue: In case this is the first of my stories you've read, there are a few things I've skipped over in this story. I tend to write a story after almost all of my sessions with my toys. But I publish very few of them online. My name is Pepper Rodgers. I'm a 19-year-old Domme, living downtown Mobile, Alabama. I have a decently we...

An Ordinary Man's Life Ch. 41

by FrankjrBauer on Sep 19, 2017
Romance

This chapter was kindly edited. Great job. Thank you Mike. ***** It was already 6 pm when the hospital let Amanda Powell go home after the doctors examined her a final time whether everything was OK after she had her tubes tied. She paid in cash to leave no trail for what she had done. As her husband was sterile he didn't have to know. She called a cab to...

Chrysalis of Kirsten Ch. 03

by kirstensubts on May 7, 2019
Transgender & Crossdressers

My name is Steven aka Kirsten. This story is about how I went from a closet cross dresser to becoming a full time transgender slave. This story is mostly true, based on my journals with dramatic license to make it more exciting and readable. Names have been changed. This is who I am. A special thanks to Shy Girl Whore for her help with polishing this story!...

Dinner Date with Mommy Pt. 04

by SissyStoryTime on Dec 3, 2018
Transgender & Crossdressers

Disclaimer - This story includes the following themes: Femdom, sissification, feminization, forced-bi, forced cum-eating, butt plugs, anal play, strap-ons, spanking, humiliation, CBT, chastity, and domestic servitude. If these themes do not interest you, then this story isn't for you, sweetheart. For everyone else... This is it. What you've waited for. Th...

Scenes from a Marriage Pt. 15

by DopamineFan on Jul 14, 2020
BDSM

On Mother's Day, I made my wife breakfast in bed. She had a lazy day to herself, spending most of it upstairs in our room watching TV, while I took care of our son downstairs. Later in the day, she came downstairs and we all went out to hang out in the back yard. At one point, she pulled me down for a kiss. I think she could tell that I was really wanting...