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Jon Cryer Dated Demi Moore When Her Ex-Husband Ashton Kutcher Was Only 7-Years-Old, So Put That In Your Pipe And Smoke It!

| Filed under: Ashton KutcherDemi MooreLove LineJon Cryer

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Well, both these lips have kissed Demi Moore, so it makes sense they'd kiss each other!

Jon Cryer admitted in his recently released tell-all memoir that he and Demi used to be an item way back in the day.

[ Related: Jon Claims That He Used To Date One Of Charlie Sheen's Exes ]

However, while dishing with Entertainment Tonight, Jon 'fessed up to how awkward it was in his first meeting with Charlie Sheen's replacement and Demi's ex-husband, Ashton Kutcher:

"It was awkward in that I'm not sure she even told him that we dated. In our first meeting, we're trying to have that let's-create-that-chemistry meeting, and the whole time I'm looking at him, waiting for him to drop the bomb."

Yikes, we're seriously cringing that is so awkward.

While on Live! With Kelly and Michael, Jon elaborated on how excruciating the whole interaction was:

"It was a little bit awkward because she and I had dated when he was 7, so there was that aspect. I don't know if you recall, but this was during the firestorm of all the craziness when Charlie Sheen left the show and he was a possible guy taking over, so we had a meeting to see how it would go…

I didn't know if she had even told him that we had dated, so for the whole meeting, he didn't say anything. Every time he'd make a joke, I'd be kind of awkward, like, 'Ha, ha, ha! That's a great joke! Because we're old friends, you know? It's not like I dated your wife!' It was a very awkward meeting, but at the very end of it, he said, 'She told me. It's cool. Don't worry about it.'"

Whoa, you got punk'd, Jon!

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