We met on a social dating site. Adam said that he had never had anal sex and wanted to test the waters. Ah, another anal virgin. I’ve busted a few anal cherries and was looking forward to our meeting.
He gave me excellent directions to his house and I parked at the curb directly in front of the entrance door. Per his directions, the door was unlocked and I was to just walk on in. I opened the door and noticed that the living room was dark except for a few candles flickering that set the mood for the rest of the evening.
On the floor was a mattress on which Adam was lying face down, naked, but with a towel drooped across his ass. As the old saying goes, “When in Rome...” I quickly undressed and was naked too. During our conversations on the website, Adam had asked that we start with a massage. On the coffee table was a bottle of massage oil. I grabbed it and knelt down beside Adam. I removed the towel draped across his ass, and what a fine ass it was!
I poured some massage oil onto his back and began to spread it. First over his back and shoulders. Then down his arms. After a few minutes of this, I poured more oil on his back and worked it across his ass and down his legs. I tended to concentrate on his ass and managed to run my oiled fingers down his ass crack a few times. By his moaning, I knew I was doing a good job.
I paid special attention to his sweet hole. Slowly, one finger entered it and I pushed it until I could go no further. Then, in and out, getting him used to having his ass penetrated. I put two fingers together and began to finger fuck him again. Adam’s moaning continued, so I knew it was time to bust his cherry.
I stroked my cock with the oiled hands to give me the necessary lubrication to enter Adam’s virgin ass. With him still lying face down, I straddled over him with my cock just at the entrance. I slowly pushed forward and the head of my cock was at his hole and I pushed in. He still shrieked even though he knew what was going to happen.
I pushed further and slowly was able to get all of my five-inch cock inside. Then the fucking began. I pumped slowly at first but picked up speed as Adam got accustomed to having his ass being used as a pussy for the very first time.