11/18/2011 08:37 am ET | Updated Jan 18, 2012

Ashton Kutcher's Dating History: Demi Moore Split Latest In Long Hollywood Dumping History

When Demi Moore announced on Thursday that she is filing for divorce from husband Ashton Kutcher, something about the whole situation seemed eerily familiar. Ashton, being dumped? Where have we seen that before?

It's hard to imagine a Hollywood hunk like Kutcher being dumped so often, but then, the operative word in that statement is Hollywood. And looking back on the actor's career, a pattern does stick out: if nothing else, he's been prolific at playing heartbroken men suffering through the throes of being cast aside by a wife/girlfriend/lover. Well, his characters haven't always been sympathetic, as recognizable as his comedically sad pout has become, but nonetheless the point remains: Ashton is awesome at sad breakups.

Here is a look at Kutcher's Hollywood history of breakups and broken hearts, with each film and TV show telling a different sad story.