Five on my own, four with my wife, and three with Jay. But I have sometimes had a morning session with Jay and an evening session and come five times total.
With the exception of a quickie, I have always had at least two per sexual event. Six times was the most that I distinctly remember. (I was 37 and she was 25 and she was an Olympic athlete. We were both super competitive.) A few years ago, my wife agreed to give me oral sex until I could no longer cum, just to find out what my new limit was. Getting to three was both easy and fun, but the last one took work. In fact, it gave me a huge headache. I remember a girlfriend telling me not to make her cum again, as it would undo the pleasure of her first orgasm. At the time, I could not understand how that was possible. Today, I do.
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