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True Stories: My Best Friend Darrell (2/3) 
 17 votes
Author: Bigmike6807  Published: 9/18/2007  story views: 3474


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a nice hard cock slammed up his ass. He said that he wanted to try it the next time we fucked around. That's when I told him that he needed to start working his asshole. I told him how I did it by starting out with a small butt plug and gradually working up to a larger and larger size. I also told him how to relax his asshole while inserting anything in it and to be sure and go slow. I loaned him a couple of my butt plugs. Telling him when he could take the largest one with no problem and hold it in for a while then he would be ready for my cock to take it's place. So in about a week he stopped by. As soon as my door was closed he said he was ready for my cock and that's all he had been thinking about all week long.

I said, “Sounds good to me. First things first though I got to have that cock of yours in my mouth now.”

With that he dropped his pants and just stepped forward so I could get at it. There was a big drop of precum right on the tip I licked it up and my cock sprang to life. I love the taste of precum, the more I taste the more I want so I suck that much harder. I told him to jump up on the bed so we could 69. So he laid on his side facing the other way and we really got into a hot suck fest. After what seamed like hours I asked him if he still wanted my cock in his ass. He said he couldn't wait. So I asked how he wanted it. He said he wanted to sit on it so he could be in control of how fast we went. I told him that was cool. Then I slid to the edge of the bed and sat up while grabbing the lube squirting a big gob in my palm. He was standing in front of me with his ass at my face I told him to bend over a little. When he did I squirted the lube right up his asshole then I worked my finger in a little and then another he was moaning telling me how good it felt and that he wanted my cock in his ass now.

I said, “ok here's my cock just sit on it as you please.”

He lowered down and I could feel his asshole against my cock. I told him to relax and let it slide in. Then all of a sudden it popped in. He cried out, “It's too big! I can't do it!”

I said, “Just hold still the worst is over, you'll get used to it in a bit.”

After a bit he let it slide a little more then he started fucking my cock ever so slow, working in a little more on every down stroke. It was taking all the will power I had not to cum. His cherry ass was so sweet and so hot. I told him I was getting close and I couldn't hold back much longer. That's when he just let go and fell down all the way on my cock. That was it. I started pumping one of the biggest loads I've ever shot up his hot cherry ass. When he felt my cum shooting in his ass he started cumming so hard that the
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