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With one hand spreading his cheeks and the other on my dick, I put it between his cheeks. Jimmy’s butthole was dry. No matter how I pushed the head of my dick against it, it would not go in. Now, if a girl was dry I’d lick her pussy until she moistened up. I wasn’t going to lick Jimmy’s butthole. So I spit on it and used the head of my dick to spread it around. “Are you ready?” I said. “As I’ll ever be,” he said, taking a breath. I pushed and the head of my dick slipped inside him but only about an inch. It was as if my dick wasn’t supposed to be there. But, I was going to fuck Jimmy now no matter what. In for a penny, in for a pound. I grabbed his hips and pulled back thinking I’d just fuck this one inch of his butthole, but now I was stuck in place. I spit on my fingers and rubbed it around his anus. It was then that it occurred to me that I should have used lube. Baby oil? Hand lotion? I pushed his hips back and forth and finally got a tiny bit. "I'm going to lie on my back and I want you to get between my legs and stick that thing in me, okay?" This was going to be like reverse parking a nuclear fucking submarine. "Don't get on me. Just take your weight on your hands. And if I tell you to stop, you fucking stop. Got that?"Sam nodded like an eager puppy.Bouncing back onto the bed, I lay back and spread my legs as wide as they would go and watched as my latest lover came closer with his jello elephant dick swaying back and forth hypnotically. Oh fuck. This is going to hurt. My poor pussy.Once in place, I reached down and grabbed his cock. The head was cut and looked kind of gnarly as it leaked lube and I pushed it down so that it pressed between the lips of my sex. Rubbing it up and down my slot a few times to spread the juice, I began to force it in as best I could as Sam grunted and mumbled over me.My ass was wriggling around like it was sat on a hot plate as I winced in pain trying to get the head inside of me. After a.
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