Chastity Cage Boy Stories

115,226 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

A Thanksgiving Stuffing

by The_Dongs_Johnson on Dec 3, 2019
Erotic Couplings

As the last few guests packed themselves into the six-bedroom colonial, Rick's plan was coming together perfectly. Earlier that day, he had elected himself as Master of Coats when his mom started handing out Thanksgiving Day tasks. He had then packed the foyer closet with his own jackets, ensuring the use of the second-floor closet. Now, the final piece of t...

The Third Wheel

by Sungmehetu on Oct 29, 2018
First Time

Hey all. You all know me as Sungmehetu, but you can call me Mike. I got a request to write a story for one of the citizens in the chat rooms. After a bit of back and forth, nailing down some details, this is what I came up with. For Jon, It was fun writing this. But now you have to do the next chapters! ***** For the second day in a row I had showed up...

Keith's Caught in a Costume

by gaildaniels84 on Dec 24, 2019
Transgender & Crossdressers

It was the giggling that began to pull Keith out of his head. Sitting in English class, halfway through the fall of his senior year of high school at St. Michael's Catholic, Keith couldn't find the energy or heart to care about Hester Prynne or her scarlet letter. So, he'd let himself drift off into fantasy. This fantasy - like many of his since the beginnin...

Marriage Dilemma

by texxman on Mar 12, 2019
Erotic Couplings

Authors Notes: This story is based on a true experience when I was young and foolish. My moral compass was not very developed at that time and I regret some of the things that happened. It occurred quite a while ago at a time when the United States was friendly with countries we later became unfriendly with. Immigration policies were not a hot a topic like...

My Cuckold Story Pt. 02

by ohsubmale on Sep 14, 2020
Transgender & Crossdressers

Wife Plants Her Ownership Pole - It's been a little while since I last shared about my experiences, so I am sharing my second experience I believe worth sharing in my deep dive into the submissive cuckold I have become. This is based on my real-life experiences, so please keep that in mind if it doesn't tick off all of your fantasies at once... I know our li...

Alpha Killer Ch. 36-40

by partwolf on Apr 17, 2019
NonHuman

Talia Stillwater's POV La Crosse Pack House I licked at the mating bite I'd left at the junction of Randall's left shoulder and neck. I'd gotten him good, my teeth shifting enough to leave a good scar. Mating bites were the wedding rings of the Werewolf world; they scarred heavily, the shiny marks proclaiming to all that he was MINE. My vampire nature lo...

R.E.D. Tiger Ch. 04

by TNWTBOD on Sep 25, 2017
Sci-Fi & Fantasy

Driving back towards Charleston I was thinking over what I had to do tonight to rid myself of the lycan problem. Ideally I would have a couple of days to handle the situation but time was of the essence. The situation was much worse as I now realized that tonight was a full moon. As I said before, the good things about angels and lycans were that they oper...

The Sex Experience of Lady Rhua Ch. 02

by hentaiboy69 on Sep 15, 2017
Transsexuals & Crossdressers

Without any hesitation, I immediately opened Skype and typed her name on the search box and in a couple of minutes or so, I sent a message to her and a video call arrived to me. When it was opened, I couldn't believe what I saw. Puppy was there, in front of the webcam, wearing a black and red corset, black gloves with matching stockings and red panties. Sh...

Aratheon - Wolf and the Giant Killer

by phoenixcinders on Mar 31, 2020
Transgender & Crossdressers

Hey all. All characters involved in sex are 18 or older. Because someone has tried to copy my work and post it online elsewhere, I must state my all my work is protected by copyright laws. That being said, I hope you enjoy. -- Emeris -- The smell of the fresh pine mixed with bullberries. The soft breeze that makes the trees talk. I can hear the grass whi...

Nepenthe

by TheTask on Sep 15, 2017
NonHuman

Author's rant: I got two different editors to edit this, but after waiting a couple weeks with no reply, I said fuck it and decided to upload it after a normal Word spell and grammar check. I would get different editors, but I want to get this uploaded and I don't want to wait anymore. I'm really sorry for every error that got past my eyes, either way, enjoy...