Straitjacket Gay Stories

22,617 results
Orientation
Length
Source
Infinite Scroll

Manual Labour

by Ashson on Nov 4, 2019
Erotic Couplings

When the long school break came around I landed a job at one of the local landscaping places. It was just manual labour but, hey, it was a job. I was eighteen and had my license which meant that the boss could just point me at a truck and give me an address and the job details and let me go. He had someone supervise me for the first couple of jobs but after...

My Wife - A Black Gang Toy Ch. 05

by Writer6324 on Dec 23, 2019
Interracial Love

It was Thursday evening a few days later when the doorbell rang. I looked outside and I could see a young black man whom I recognized as one of the gang members. I opened the door and he asked to come in saying that he had a message from the Boss. I asked what the message was and he said that he was supposed to deliver it to my wife and I together. After in...

My Two Girlfriends: How We Met

by Pissfan1234 on Dec 2, 2019
Group Sex

All straight guys dream of having a girlfriend at some point in their life. I've had three in total since I started dating. The stories of my second and third, however, are only one story. During my sophomore year in college, I had a falling out with my dorm mates over them dumping all the rent payments and laundry on me. I just snapped from all the stress a...

An Alien Love Bk. 02 Ch. 02

by Read_Moore on Jul 13, 2020
Novels and Novellas

Sometimes I think how weird it is that I'm sitting at a coffee shop planning alien sex. But then I think... "Yeah, but someone has got to do it! Alien sex won't write itself!" Anyway, I hope you grow to like Sloan as much as Murry! Be well, ~M.~ from C.M. Moore *** *Chapter 2* Job number one. Sloan reached the coffee shop and parked his bike. As he...

Charlie and Bunny

by EgmontGrigor2020 on Jul 15, 2020
Non-Erotic

Chapter 1 Lightly balding, wiry and muscular Charlie Tucker (43), looked under the short skirt of his work partner sitting opposite him, the beautiful slant-eyed Bunny Rivers. "Beautiful thighs. Does your husband still appreciate your body?" Bunny, 10 years younger that Charlie, who'd heard him make that same comment perhaps 30 times in the seven months...

A Glorious Adventure

by Bobbirox2 on Oct 5, 2020
Transgender & Crossdressers

It was an unusually warm Thanksgiving evening in upstate NY, and I was called out to make an emergency run for my delivery job. I should have checked the weather better before leaving the house to make the run, as my route usually takes me about 4 hours each way with me expecting to get home by around 9AM if everything went well and I didn't stop anywhere ot...

The Path to Happiness Pt. 09

by brendachaplin2000 on Sep 28, 2020
Transgender & Crossdressers

A couple of months passed since my weekend away on the film shoot. I wish I could say Chris and I become an item, but sadly I discovered he was already in a relationship with a girl and she was expecting his baby. My life already had too many complications without becoming the "other woman". On a positive note David had started a relationship with Adam, and...

Begging for a Pegging

by Cirkle7 on Oct 12, 2020
Fetish

I'd like to first apologize for my extended absence! I became frustrated by anonymous critics who would pick my stories apart. So if this story is in no way interesting to you, please do not read all of it and then anonymously comment on how bad you thought it was.. I appreciate feedback and criticism but if I do not know the source then how could I trust it...

Liam's Submission Tested Pt. 01

by PupTracer on Sep 28, 2020
BDSM

The insides of the car shook as we pulled into the dark and gravel laden parking lot. I looked around at our surroundings, trying my absolute best to not appear nervous to the man on my left driving. I saw several plain cars as well as a run down looking bus. One of the cars was illuminated by the light of a phone, though the windshields were too foggy from...

It All Started at the Wedding Ch. 01

by Jack1107 on Nov 16, 2020
Mature

It was a Friday night; Jack had been invited to a wedding tomorrow. It was a friend of his mum's daughter. May was like a second mum to Jack, when he was younger he used to call her Aunt May, but a few years ago she had asked him to call her just May. May was a widow; she was a doctor with her own practice. Her oldest daughter Ann had got married seven years...