Gay Str8 To Bitch Stories

22,824 results
Orientation
Length
Source
Infinite Scroll

Trained to Crave Cocks

by Red10Dog on Oct 22, 2019
Gay Male

It was getting late one night when I received a text from my Master "Bitch put your anal plug in your ass and get over here NOW!" I jump up out of my chair and ran to the bedroom and pushed my jeweled anal plug in my ass pulled my shorts up and drove to his home. It is a beautiful full moon warm night. I drive to Master's home and get out of my truck. I op...

My Time in the Monastery

by brownmonkk on Aug 18, 2017
Gay Male

Brother / Sister/Slave, ("TML") November 1970 "Good loving & Good Scourging" The story of a MASTER and his slave! WOW, "it" finally happened!!! I had had my first sex, and it was with a fellow brother monk in the monastery. It was great. I always imagined having my "first time" with a sexy gal, but nonetheless my first sex was great! I often fantasize and...

Being the Bitch

by G.H. on Sep 14, 2017
Gay Male

"That will be fifty dollars even, Mr. Stevens," said the cable man. His name was Jack and he was tall and built and tanned all over. His raven's-black hair was combed back and his blue eyes looked me over. I'm not bad looking either. I'm in good shape and have short brown hair and eyes. Looking through my walled, I realized I didn't have any money on me o...

Beauty and the Beast Pt. 01

by Suzzique on Dec 17, 2017
Gay Male

I hesitated a long time before I advertised on Craig's list. I was 18 and had left school two months before. I had a place at university for the following October, almost a year ahead. I was living at home and had a mindless temporary job in a solicitor's office that made no demands on anything but my time. I'm a very shy person and no one knew I was gay exc...

You are a Sissy Pt. 02: Public

by Roland15Rollin on Dec 24, 2019
Gay Male

Welcome back, sissy. Welcome back, my little sissy bitch. We came so far in our first session. You came so far. You once thought you were a man but now you know better. You are not a man. You have never been a man. You are a sissy bitch. And that makes you so happy. So fulfilled. You love being a sissy bitch. A faggot. A gay little toy for real men to use...

Girlfriend's Hairdresser

by puzziboi on Aug 18, 2017
Gay Male

"Look, honey," proclaimed Kamron as he held a mirror in front of his client. "I like it," she declared with a smile. "How much," she asked. "Fifty-five," the five-foot-nine-inch big booty effeminate hairdresser replied. "Alright," she said digging through her purse. "Oh damn. I left my billfold in my other purse. Do you mind if I get Tavares to drop it of...

A Mental Switch Ch. 1

by Steplianna on Aug 30, 2017
Gay Male

Andy walked into his room after his date with his girlfriend, pissed that she still wouldn’t put out after three months. He lived in his frat house and had a roommate named mark. He and mark Looked so much alike that they could have been brothers--they were as close as brothers--same height, same build, the only difference was that mark was a lot more hung t...

You are a Sissy Pt. 07: Cuckold

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, princess. Hello again. I see you are back. That pleases me, sissy. It pleases me that you have come back for more of what only I can give you. The truth only I can give you. And we have come so far together, princess. We have come so far exploring the depths of your sissy feminine mind. And your mind is feminine. Make no mistake about it, princess....

Bitch Boi Pt. 01

by Dreaded654 on Jun 1, 2020
Gay Male

I take a deep breath, barely believing what I'm about to do. The car is still running and I consider leaving, but know that I won't. I came this far. I'm here to stay. I grab the plastic bag in the passenger seat and look at the contents. It's a thin blue thong bathing suit. Not a man's thong (which somehow would make this better), but a bathing suit bottom...

Beauty and the Beast Pt. 03

by Suzzique on Jun 3, 2019
Gay Male

"Well, well!" said Daddy in a tone of mock surprise, "Your Uncle Ted has made it here after all. And for once he's timed it just right." "You promised," I cried out, on the edge of tears again. "I lied, you dumb sissy. I lied." He laughed. "Cut the jokes, Jack. Give me the bitch. I've come a long way to get my cock up the little slut. I want her now." "...