Gay Str8 To Bitch Stories

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You are a Sissy Pt. 04: Women

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello again, sissy. Hello, my sissy bitch. I am so happy that you are back yet again. You love coming back to continue our sessions, sissy. You love coming back because I am helping you. You need my help. You know you need my help, sissy. You need to come out of the closet and let the world know what a gay cocksucker you are. You need to let the world know...

Tied Down and Made Up Ch. 02

by Thlipsi on Sep 14, 2017
Gay Male

"He's not merchandise. I'm buying him." Mr Baxter stated firmly. My breath hitched and I stared, wide-eyed at him. The Boss laughed. "We haven't even discussed price!" "30,000." Came the immediate reply. I choked on my spit and Mr Baxter looked at me out of the corner of his eye. "Worth every dollar." He muttered, and I blushed fiercely. The Boss seemed a...

Shocked Into His Place

by pat_7223 on Sep 14, 2017
Gay Male

My girlfriend Kelly had been unhappy for months. No matter what we tried, I couldn't satisfy her. Despite my physical size-6' 3", 210 lbs and muscular frame, my cock (if you can call it that) only gets to about 5-1/2 inches hard and doesn't stay hard for long without a great effort from my partner. We did find that I could stay hard longer and she gets more...

First Time

by ImUrBitch on Sep 1, 2017
Gay Male

We walk into the hotel room and I'm feeling so nervous. You have a big smile on your face for numerous reasons. One, you can't wait to do what we are going to do. Two, you see the nervous expression on my face and that makes you like it even more. And three, you know that you will really be punishing me and taking me one more big step to becoming your comple...

Wild Ride

by docholliday09 on Aug 18, 2017
Gay Male

Shit! I'm running late for work. It was just one of those "I don't feeling like getting out of bed" days. Oh well, I'm only 30 minutes late. I take the exit off the freeway and I've only got 5 miles left. I turn onto Main Street. Only 3 miles left. Oh no! My car is sputtering. What the hell. Just great you idiot! You're out of gas. Fuck, I'm right in bet...

Midnight Rendezvous

by MasterRaban on Aug 18, 2017
Gay Male

Mike was having quite an interesting dream. To begin with, he found himself lying under a tree, his arms behind his head, while someone gently slid their mouth over his erect shaft. It had that surreal quality that all dreams had, where the sensations were muted, but unmistakable nonetheless. Either way, he didn’t often have erotic dreams, so he decided to e...

The Training of a Ladyboy

by dreamweaver5539 on Sep 14, 2017
Gay Male

I met a wonderful couple at a resort recently, Chantal and Dave. We hit it off splendidly and were soon spending our evenings together at the poolside bar. By disclosing the nature of my own infidelities (which was fairly obvious through my hitting on their hunkish friends!) I earned Chantal's trust and she disclosed to me the nature of their own very intere...

Second Time

by married_but_curious on Sep 14, 2017
Gay Male

It took a while before I decided I wanted to do anal again, but I ran a few ads, and finally found someone who talked me into meeting him who didn't sound crazy or whatnot, and turned me on with his emails, talking dirty about how he'd slowly seduce me and "make me his bitch". I'd arranged to meet him at a condo in Honolulu. I didn't have a picture, just a g...

Prison Bitch

by mainsjoseph7 on Sep 5, 2017
Gay Male

How did I end up here? A few hours ago I was in the local gay bar socializing and getting drinks from just about every guy there. Having never been to a gay bar before, I was surprised by all the attention I was getting. My name is Joe, I'm 26 but I look ten years younger than I am. Which trust me can be annoying sometimes. The last thing I remember clearly...

Made Over Ch. 02

by gbr2004 on Sep 15, 2017
Gay Male

Steve was a straight boy from the midwest going to college in LA. Naive, he goes out with a neighbor he hardly knows and ends up in a gay leather bar where his neighbor, Mike, informs him he is going to turn him into his gay slaveboy. He is made to suck Mike in the bar and others cum all over his face. He is then taken to Mike's main residence, where his tra...