Gay Sissy Boi Stories

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A Natural 'Gurl'

by sexyR2 on Aug 18, 2017
Gay Male

Yes, I know that it has been a few years since I last posted. I was busy. I hope, however, that this new story makes up for the delay. It is in a new category for me, gay male instead of gay female like two of my previous submissions. Enjoy! Debbie, er, sexyR2... ***** Today... When the somewhat urgent knocking came to the door, Debbie knew in an inst...

Finding a Perfect First Daddy Cock

by btmboi335 on Apr 3, 2019
Gay Male

This is the true story of the time I lost my virginity to Mike, an older man I met on the internet. I will always remember my times with Mike. His cock was one of those rare, perfect cocks that you can always recall in your mind in a second, so every time we fucked was memorable. I hope you enjoy our first time as much as I did. ***** For as long as I can...

Andre Finds Love Pt. 02

by eviltwin52 on Aug 18, 2017
Gay Male

In chapter 1 I told how I first became aware of the power and allure of black cock and how I met my wife Lee. My new bride Lee, and her lover, Leshaun were still on our honeymoon and were due back in 2 days. I'd been invited to my in-laws while Lee was off on her jaunt. Dad, my father-in-law, and I just watched his wife get blacked fucked. Dutifully, we...

My Husband in My Panties Pt. 02

by eviltwin52 on Dec 9, 2019
Gay Male

Please read Part 1, My wife's perspective first. Johnnie's perspective If you read my wife's version about how much I enjoyed wearing her panties please let me explain myself. Not only did Cin help me realize and accept my fetish but she freed my inner submissive and bisexuality. I'm not here to refute nor challenge Cin's interpretation of anything. It's...

I Once Was Lost But Now Am Found Pt. 02

by eviltwin52 on Oct 5, 2020
Gay Male

In Part 1 I found a friend in Leon. Having lived the greater part of my life alone, maintaining my bond with Leon was the most important mission I'd ever had. Sucking his cock was my way of showing him my appreciation for his comradery. He didn't ask me to do that. He didn't tell me to do that for him either. All Leon did was nudge me in the right direction....

Was I Raped? Ch. 04

by eviltwin52 on Sep 14, 2017
Gay Male

"What the fuck did you say to me bitch?" Uh oh. I'd pissed Daddy off. I'd been whoring for Daddy for three weeks now. I can't remember the number of black gentlemen who have enjoyed what I have to offer them. Still using my hotel room, every penny I earned went to Daddy. But that was a problem. The hotel wanted their room paid for and my credit cards have...

Gay Whore

by Bonemeal on Oct 12, 2017
Gay Male

It all began when I was hitching through rural North Carolina back in the early 1970s. I was a young, tight feminine looking man. Light brown hair and long legs. My eyelashes are naturally long and people have said I have eyes like a girl. I was in the navy and that particular day I was wearing my uniform as we did in those days while on liberty. I watched...

It Could Be Worse Ch. 08

by eviltwin52 on Sep 14, 2017
Gay Male

Working for Leon has its perks. Once in a while, when business is slow, Leon will lock up early and have his white women put on a private show. A daisy chain of white women eating white pussy for the amusement of Leon and a few select friends is usually a prelude to a wild fuck session. My role during these private events is to serve drinks and with the...

How it Happened

by loverofintersex1 on Sep 14, 2017
Gay Male

This is a fictive tale, and any resemblance to anyone outside of it is purely accidental. Do not read any further if you are not of legal age in your jurisdiction. ***** I was supposed to suck his cock and then butt-fuck him, so we'd arranged, or I thought we had, but in between making out he rolled me over and got on top, his weight pressing me down, legs...

Tim's Life Pt. 02

by Seamen on Aug 18, 2017
Gay Male

Tim stepped into the shower and turned on the shower. He jumped as the cold water hit his body, and then squirmed as the water ran down his hairless chest down to his balls and off his legs. He always kept himself smooth and hairless all over. It made him feel better about himself, and it aroused him, as well as the men he slept with to no end. He put his he...