VIDEO : Jon Cryer Dated Demi Moore Decades Before She Wed Ashton Kutcher

Jon Cryer endured an ?awkward? first meeting with Ashton Kutcher when he initially joined the ?Two and a Half Men? cast, because the veteran actor once dated Kutcher?s then-wife Demi Moore. Cryer recalls, ?It was a little awkward because she (Moore) and I had dated when he (Kutcher) was seven! There was that aspect, but what happened was, we had our very first meeting? but I didn?t know if she had told him we had dated, so for the whole meeting, he didn?t say anything, so every time he?d make a joke, I?d be kind of awkwardly like?, ?Ha ha ha, that?s a great joke, ?cause we?re old friends; it?s not like I dated your wife!???