The first time I took a really big cock just happened to be bareback. And I was actually pimped out by a friend of mine to the guy.
A gay friend of mine named Fred used to work out at this very gay gym. Well, Fred would see this guy at the gym all the time named Chris, and they became decent friends. Well, one day they actually showered together… and Fred’s jaw dropped. Chris was hung like a horse. We’re talking ridiculously hung– a definite “show-er”. Evidently he was very proud of it, too, and liked to show it off. He eventually propositioned Fred, but Fred (being a top and completely scared of what he saw) politely declined the invitation. BUT, for some reason he thought of me. He actually told Chris he knew a guy that was a big size queen and would love to try to take it or die trying. And so he gave Chris my number.
I learned about all of this when Chris called me a week later and explained the reason behind the call. I was completely shocked that Fred would whore me out, but I was also intrigued by my conversation with Chris. And definitely intrigued by the reported size of the cock. So I invited him over. What did I have to lose, right? Thirty minutes later there was a knock on my door and I rushed to let him in.
First of all, let me just say that Chris was fucking HOT! Blonde hair, blue eyes, muscular, and a dazzling smile. Not super bright, but handsome as fuck. Way, and I mean WAY out of my league. But evidently he liked what he saw enough to follow me to the bedroom. We started making out and eventually stripped down so I could wrap my lips around his huge cock head. And might I just say… HOLY FUCK. The boy had a MASSIVE cock. The biggest cock I’d ever seen up close and in real life at the time. Minimum nine inches (he said it was nine and a half) and thick! REALLY thick! Like a can of cooking spray or something. Now, I’m a size queen and love the “idea” of big cocks, but I was not at all sure about taking this one in my ass. I started to get real nervous.
Anyway, we eventually get onto the bed and start rubbing and sucking and making out, and eventually I find myself maneuvered onto my stomach and he was rubbing that monster in my asscrack. I was so nervous I was shaking as he reassured me that he would be gentle. He started to lube up my ass and his cock, and I asked him if he has a condom. He says he normally doesn’t use them because they constrict him and make him go limp. But I insisted and grabbed one from the drawer. He wrestled it on. And then we tried to fuck. It was nothing but a d disastrous struggle. He started to lose his erection: I was tight and his cock just WOULDN’T go in. It kept wobbling around and slipping out. After five to ten minutes of trying, we both become frustrated and quit. He pulled off the condom and lay on top of me.
He humped at my ass a little. I could feel that monster grow to full hardness again. Then he said “Hey, you ever done poppers?” I hadn’t, and he swore they would help me relax so he could get inside. So he jumped off me and fished a bottle out of the pocket of his jeans. He climbed back on me, unscrewed cap, and held the bottle under my nose, instructing me to inhale the fumes. A warm sensation flooded me and I was in heaven. And then I felt his hard cock head press against my hole… and pop inside.
It hurt like a motherfucker, but he was in me. At least a little way. He gave me some more poppers… and some more cock. More poppers. More cock. Until he bottomed out inside me (and he still had a couple inches left to give). Once he got all the way in, I felt him start to flex his cock, and that fucker got even thicker and stretched my assring out every time it pulsed in my guts. But damn, I couldn’t believe he was in me! My ass HURT like HELL but he was in. I had never been that full of cock before and it was incredible. And then the actual fucking began.