Matt's Significant Others:

Winona Ryder

Let's put it this way, if it weren't for all the sudden fame, prize-winning films and elevated Hollywood status, Winona, with a flick from her cigarette, would be saying "Matt who?" Having been so distraught after their break up, Winona ran to the nearest Saks Fifth Avenue for retail comfort and forgot to pay for her purchases.

Minnie Driver

We'll blame this one on Oprah. If it weren't for her candid interviews and her everybody's-best-friend persona, the train wreck that was there break up would have never happened. Poor Minnie never seemed to recover from this.

Claire Danes

Yeah, I forgot about this one too but they supposedly first locked eyes on the set of 'The Rainmaker.'

Penelope Cruz

Doesn't really count because she dates everyone she co-stars in films with. But good to have on the list.

Eva Mendes

We like her, but can't really see someone like her dating our Matt (maybe because of her resemblance to J.Lo and Matt's lack of bling bling). But then again with Tom Cruise dating wholesome, raised-near-cornfield girls these days, anything is possible.

Odessa Whitmire

Ben Affleck's personal assistant who Matt wished was his. They managed to keep their two year relationship under the radar for the majority of their time together.

Luciana Borrosso

One of the "civilians" we hear him rambling on about. We don't know much about her yet, other than the fact that she is a single mother and bartender from Miami (a dating preference started by Nicholas Cage). Either way, it's a much better, preferred choice over other certain multi-hyphenated Hollywood Latinas. Way to go, Matt.