He made a little sigh as I continued to stroke his cock up and down, feeling it bulge and grow hard in my fist.Keith came awake gradually, slowly becoming aware of what I was doing, as his cock continued to flourish in my hand. He opened his eyes and smiled a big smile."Hello Miss Maloney, am I a good boy now?" I smiled warmly back and said,"Oh yes, Sims, you've been a very good boy. So good in fact, I'm going to give you an extra special treat. Just lay on your tummy and I'll show you just how pleased I am with you." I climbed off the bed and removed all the special clothes I'd worn for the sex game. When I was completely naked, I picked up the dildo, retrieved the KY Jelly from the drawer, and then straddled his legs. I said,"Now Keith lie very still, this may be a little uncomfortable at first, but believe me it's going to be worth it. You are going to cum like you've never cum before." I gently, very gently, introduced the lubricated tip of the dildo to the opening of his. I smiled. Well, Mike has never been with Ashley, I dont believe. Said Carrie. But she is the only one I trust to be fair and honest. I know after today if she needs help she will ask me before she ever does anything with Mike. You can count on that Carrie. Said Ashley. So the rules of the bet are? I asked. Ashley will determine what method to use to cause you to have an orgasm. She will use the same method on both of you. The first time John, you must complete in less time then Mike does. The second time you must complete in more time then Mike does. It is that simple. Ashley will be the timekeeper. Her decision is final, since she will know when either of you completes. Said Carrie. We came in one car. I will leave and when you have finished, beep me and I will return. Either, I will be staying and Mike and Ashley leaving or all three of us will leave four hundred dollars richer. If I stay, Mike will pick me up at eight oclock on Monday evening. Agreed? Said Carrie. I just want it.
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