My biggest was my boss at my first "job" (I wasn't quite old enough at 13 to be an actual employee yet). He owned a graphics/computer shop and I was there late one weekend night when a bunch of his friends streamed through the front door. As I was about to leave, I asked what was up and he said "wrestling movie night". I was a bit stunned...wrestling movies? Huh? "Yeah," he said, "a couple hours of strapping men in tights crawling all over each other." Everyone burst out laughing. Ahhh! Bait! I get it. So I responded that movie night sounded like an awesome way to spend a weekend night. He said that I'd have fun but it was a "club" and as such I'd have to do some "crazy" things. I said I'd do anything for a couple hours of hot men crawling over each other. Well that was hook line and sinker.
It turns out that "wrestling movies" was gay porn. Everyone started rubbing their cocks and then the action started. I was on sensory overload. Afterall, I'd been limiting myself to young man cock up to that point. This was REAL MAN cock. He was jacking off and looking directly at me. His fucking HUGE 9" hard cock was like a magnet. I remember stripping off my clothes and actually crawling naked to him. I barely noticed the other guys grabbing my ass along the way. I took him in my mouth and started my still quite unrefined blowjob technique on him. He said "this won't do" and, in a move that I'd still like someone else to do to me, he grabbed my hair and kind of spun me down on the couch and started deep throat mouth fucking me. He was a fucking ANIMAL. He was screaming the entire time, digging his finger nails in to me and fucking my mouth harder than its ever been fucked since. He really liked young ass and every time he got it (which was kind of frequently after that night) he was always out of control.
Well, after about 2 and half eternities of having my throat stretched he asked me if I'd been fucked before. I wisely responded, "not by a real man". Well with that he went from crazy to CRAZY. I was spun over in another one of those moves, lubed up and just hammered from behind. He fucked me like we both thought it was our last. My little pussy wasn't ready. After the initial shock wore off my screams of pain turned in to screams of pleasure. He finally exploded inside me.
The rest of that night was pure joy. He wisely got me amped up on some kind of pain med and poppers and I was good to go for another round with him and a good dicking from 2 of "the club". I sucked on the other 3 guys at least a little and of course they fucked each other...except for my boss. He was my first boyfriend and pretty much only fucked me for the next 5 years. I kept that job until I went to college and it was great. Everyone else was working their ass off and I was in his office crawling around on leash begging for his cock. It doesn't get better than that. I got to service/fuck a hot guy and never did any work. He introduced to all the things that make me a great fag today. He sent me on my first adult bookstore cruise (he loved to sniff me out after I'd serviced someone else), dressed me up in leather and then later lace for the first time, taught me how to SERVE a man, pretty much everything.
I still miss those days.
