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Random Alert: Jon Cryer and Demi Moore Used to Date

By Courtney Enlow | Celebrity | April 7, 2015 |

By Courtney Enlow | Celebrity | April 7, 2015 |


Hollywood is an incestuous place (literally if you’ve seen those Kendall and Kylie Jenner Snapchat videos making the rounds today. People, I don’t know how to make this clearer to you: keep your hands off your sibling’s genitalia. It does not end well for you.) It’s a small group of people where everyone has dated everyone. Basically every famous person is an eskimo brother or sister. So couplings should not be surprising but sometimes they are anyway. Hence my surprise at discovering that Duckie Dale himself once dated Demi Moore. She could have been Demi Dale!

It was awkward because I didn’t know if she even told him that we’d dated. So at our first meeting, we’re trying to have that ‘hey let’s create some chemistry’ meeting, when all the time I’m looking at him… waiting for him to drop the bomb.

They apparently dated after appearing in 1984’s No Small Affair. Moore was also once engaged to Emilio Estevez which I either did not know or forgot about entirely. She could have been Demi Bombay!

Entirely unrelated but I must share it and did not determine it worthy of an entire post, though I am now regretting that decision, I recently learned that Jason Mantzoukas and Connie Britton dated for several years.

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This has been your random celebrity couplings of the day.