Chastity Clitty Stories

10,475 results
Orientation
Length
Source
Infinite Scroll

The Wedding Ch. 09

by betamale08 on Apr 1, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 9 – Coerced, Consumed and Consummated... After wrestling my Uncle John out of his suit and laying him out on his back, I knew his passed-out routine was all a farce as he looked to me winking with a smile before going back into his pretend-coma... Faking it in front of Patti and no doubt doing so in the want of stay...

Meeting Dani Pt. 02

by SashaySasha on Nov 2, 2020
Transgender & Crossdressers

I wanted to thank everyone for all their wonderful comments! It really did mean a lot and helped me continue writing this story. This genre is not something I'm used to writing at all but because of your kind words I'm glad I'm doing it somewhat right! MEETING DANI Part 2 I still couldn't believe everything that's happened! I keep running it through my min...

Fetish Factory

by shawnavinyltv on Feb 25, 2019
Transgender & Crossdressers

I feel this story needs a quick intro. This was inspired by one of the first pieces of erotic fiction I ever read, The Factory by Tr_Veller. It's a similar story, but it's with a genetic girl and not as much sex, still it was an amazing piece. I tried reaching out for permission to basically borrow the idea and take a trans spin on it, but haven't heard back...

The Secret of the Island Pt. 04

by neoview on Oct 30, 2018
Sci-Fi & Fantasy

You thought the story had died but it was just my lazy ass refusing to continue. Also I was busy with my girlfriend so I couldn't really focus. Yes, I have a girlfriend now. Well "she" prefers to be called a girl even if she isn't. Without her I would finish this story much faster, but... she gave me some interesting ideas which were too good to ignore. ***...

Halloween Pool Party Pt. 06

by sissymissyct on Sep 14, 2017
Fetish

I was exhausted and slept until 5pm when I was awakened by a gentle kiss from Miss Annie. She took off my headphones and rocked my shoulder a bit. "Come on my sweet sleepy sissy, it's time to get you up and about. We have a fun evening planned for you baby girl". I rubbed the sleep from my eyes and saw Miss Annie's beautiful face looking down at me. "lets ge...

Letter from Ravenswood Bluff

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: Brinker stands, a foot precariously on each chair with his hands behind his head, like an arrestee. I shake my auburn hair and wave my double D's at him, well displayed in the bikini top, blue with sailboats. "All I'm saying, Jessamyn, is that it wouldn't hurt to ask Shoeblossom. He's great about answering letters in my magazine, and he's...

The Long Weekend Ch. 01

by slavemalcom on Dec 17, 2017
BDSM

Chapter 1 - The start of a long weekend. It was Easter and I for one was looking forward to the long weekend at home. I'd taken the Thursday afternoon off work to drive the kids up to my parents, they were almost as over-the-moon to be invited to Grandma's and Grandad's as my wife and I were to have a long weekend to ourselves. The phone buzzed just as I pu...

In The White Room

by tigerjen on Sep 13, 2017
Erotic Couplings

My first erotic story.....I wrote it October 1996 for a fiction writing class in college (I was a senior then), and I read it out loud to the class; however, one guy turned so beet-red in the midst of my reading he left class for 5-10 minutes! Read why. * * * * * The water from the Atlantic sparkled in the navy mist of nighttime, the stars twinkling on the...

The Making of a White Sissy Slut

by AfroerotiK on Sep 18, 2017
Transsexuals & Crossdressers

When he replied to my ad online, Steven said he was an attractive, 30-something, successful white man who was willing to explore the wild side. When we met in person, I was more than a little bit disappointed. Attractive was a stretch of the imagination and I told him so right off the bat. He acted as if I'd said something to offend him and responded by sayi...

Connie Throws a Party

by cmorehead on Sep 16, 2017
Transsexuals & Crossdressers

Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. In a previous story, I described some of the kinky activities enjoyed by my boyfrie...