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Pulling his cock out of my mouth for a moment, I moved my finger in and out of him, finger fucking his ass as I relied “ Oooh, you like that don’t you baby. You like me fucking that ass. Well, I have just the thing for you.” Pulling my finger out of him, I let go of his erection and rolled off the bed. Reaching into my top dresser drawer, I pulled out a small dildo, shaped like a little rubber dick, and a tube of KY. “Roll over on your back for me baby.” I climbed back up on the bed, positioning myself between his legs. Lifting them up, I placed a calf on each of my shoulders. His hard cock stood straight up from his crotch. I opened the KY and squeezed a dab of it on the palm of my hand. Moving it down to his bottom, I smeared the jelly onto his anus, slipping a finger inside of him. He moaned softly and a glistening drop of precum ran down his erection as I gently pushed my finger in and out of his ass, stretching and lubing his orifice. Squirting more from the tube onto my hand, I. “Oh my God.” I felt the tip of a second finger at my hole, and soon it pushed inside next to the first. This time was more painful, and it took a full minute to relax enough for him to continue. Then I felt a third finger at the entrance, and I started to say, “Don’t.” But in it came, and I somehow opened up more, and now he was three-finger-fucking me in earnest, and I was too far gone in pleasure to say anything. Suddenly the fingers withdrew. I opened my eyes, and saw Tom putting a huge dollop of lube on his cock, which at that moment looked enormous. I tensed, but forced myself to relax again and closed my eyes. Then the tip of Tom’s cock was at my hole, pushing gently. I breathed deeply, relaxed again, and with one long smooth thrust, he pushed it in. The pain was sharp and hard. I must have gasped, because Tom froze. I opened my eyes and looked at him. He stayed still a full minute, until I nodded, and then he slowly began to fuck me. Although the pain did not go.
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