Straitjacket Gay Stories

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Orientation
Length
Source
Infinite Scroll

And When I Return Ch. 07

by sublocked on Sep 25, 2017
Transsexuals & Crossdressers

Fiona and Diane were sitting on the sofa sharing some wine, waiting for Anna to come around after his "petite mort". An unused joint lay on the table and a large vanilla scented candle flickered and smoked beside it in the dimly lit dungeon. Diane was still fitted with the strap-on but she had cleaned it with soap and alcohol, and that was good, because it b...

Sandler Finishing School Ch. 05

by humanoid_typhoon on Sep 12, 2017
BDSM

Detention On my way to detention I was getting well acquainted with the nooks and crannies of the ground floor of Sandler Finishing School. Mainly due to being shoved into most of them while one of the guards pawed and grabbed at me every chance he got. My breasts and thighs already showed small bruises from his fingers. My panties were wedged between my ne...

Six 02

by ZTien on Sep 17, 2017
BDSM

My Dear Mistress Diana, I write to you from an old fashioned cage of thick iron bars, wide enough to sleep in if I'm partially curled or if I'm on my back and have my legs propped up on the bars, tall enough that I can stand, but with only several inches to spare. Samantha tells me it was designed to transport zoo animals early in the last century. "You're...

Her First Play Party Pt. 01

by Piratestan on Sep 15, 2017
BDSM

Stephanie had been watching the girl in the straitjacket for almost a half-hour, and she was beginning to grow concerned. The girl was securely, very securely, bound and gagged, and didn't seem to be having any luck in freeing herself, squirming and thrashing periodically before seemingly resigning herself to her helpless fate. Stephanie wasn't sure how the...

Video Marathon

by rachelg on Sep 17, 2017
BDSM

(C) 2006 Rachel Gumm. You may freely distribute this story digitally, but only in full, crediting me as the author. Please send feedback to me - it makes writing these worthwhile. * "Enjoying yourself?" I asked rhetorically as I entered the room. The heels of my thigh high boots echoed as I confidently strode along the varnished wooden floor. They matched...

A Weekend with Master Hans

by justincbenedict on Sep 17, 2017
BDSM

Bootsie did something just unforgivable. "Don't make any plans this weekend, Darrell," she said breezily. "I've hired a Male Master to work on your attitude problems." Darrell's jaw dropped. "A-a what?" He needed to clean out his ears, he thought. Bootsie smiled. "A male master...he's a friend of Fanchon Nemirow's. You know, you go to ChasteBois wit...

Mistress Kathy's Slave Catalog Ch. 01

by ThoughtStorm on Sep 18, 2017
BDSM

AUTHOR'S NOTE: This chapter begins a sequel to "Mistress Kathy's Academy" and is the eighth chapter in the overall series. An excerpt from Adam's Sub Journal: May 9 First, notice that I'm calling this a "sub journal" instead of a slave journal. Being a sub sounds more like a choice than an obligation. BDSM has always been a fascination of mine, and being...

And When I Return Ch. 06

by sublocked on Sep 25, 2017
Transsexuals & Crossdressers

Mayhem enveloped him. There was an alarm of some sort and he sat up in the strange bed. Light came through his curtains in a sharp horizontal slice toward his head and eyes. He isolated the source of the alarm at his bedside table and turned it off. It was 0600. Where was he? He went to scratch his face and almost poked his eye out with his long nails. Then...

Master's Pet Ch. 04

by Bonez36 on Sep 17, 2017
BDSM

I woke up a few weeks later finding Mia and Pet still asleep in her straitjacket as she took a liking to sleeping in it on my chest. I held them close thinking how good my life was not knowing it was still going to get better. Eventually Mia's alarm went off waking both of them and starting our day, Mia starts to get ready for work I sit Pet up to unstrap he...

Gotham Girls

by lordroxbury on Sep 12, 2017
Celebrities & Fan Fiction

All characters appearing in the following narrative are fictional. Any resemblance to any real persons - either living or deceased - is entirely coincidental on the part of the Author. Unless otherwise noted all persons appearing in the narrative are written as being of the majority age of eighteen years owing to depictions of graphic sexual activity contain...