film The Most Random Matt Damon Cameos  

Coy Jandreau
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List Rules Vote up Matt Damon's most enjoyably WTF quick appearances in film and TV

Matt Damon is an incredible actor (and writer). He's a movie star through and through, leading blockbuster mega-movies and small character-driven indies alike. But as they say: there are no small parts. That's a lesson he has apparently learned hard, because Damon makes more random cameos than seemingly any other major actor.

Damon's an intelligent, well-spoken guy, as he demonstrates in many interviews (especially this one re: teachers). Naturally, he plays plenty of intelligent, well-spoken characters, as well as action heroes. So when he shows up leading a comedy it's always a nice surprise, but sometimes he really surprises, showing up in movies or on TV shows you had no idea would involve even a hint of Damon.

Even better than knowing Damon will pop up in a film is when you don't. Those awesome surprise cameo moments (usually comedic) that happen in movies that make you go "no way, was that?!" Yes it was. It was Matt Damon. And he was awesome. These are the very best Matt Damon cameo, so vote up your favorite (usually uncredited) appearance below.
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This was in a time when Damon had both the Ocean's and Bourne franchises up and running. Basically, he was one of the movie stars. Him popping up in a teen sex comedy was already surprising, but that he was a nearly unrecognizable tattooed, pierced rocker stealing the hero's girlfriend made this cameo the high point of EuroTrip.

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#18 on The Funniest Sex Comedies for Bros

#35 on The Best College Movies Ever

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In this movie about stopping a movie from being made, Matt Damon and Ben Affleck play themselves...reprising their roles as Will Hunting and Chuckie Sullivan in Good Will Hunting 2: Hunting Season, a creatively bankrupt sequel to their Oscar-winning debut as screenwriters.

Hunting Season!

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#21 on The Funniest Road Trip Comedy Movies

#14 on The Funniest Comedy Movies About Weed

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Chasing Amy

Chasing Amy is listed (or ranked) 3 on the list The Most Random Matt Damon Cameos
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In a tiny cameo during Chasing Amy, Matt plays Executive #2, a thoroughly '90s cool guy who just doesn't really get it. Damon is friends with both writer-director Kevin Smith and (obviously) the star of the movie, Ben Affleck. Nice to see friends helping friends with movies.

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#30 on The Best Movies of 1997

#21 on Great Mainstream Movies About Lesbians

#68 on The Best Films Directed by Famous Actors

#88 on List of Movies Like Inception

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In a running gag throughout the season 6 finale, real life movie star Matt Damon plays Matt Damon, lobbying to convince fictitious movie star Vincent Chase to donate to his charitable cause. "It's for the kids!" The episode actually ends with a weeping Damon.

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#14 on The Best HBO Dramas of All Time

#83 on Canceled Shows We'd Most Like to See as Movies

#13 on The Best HBO Original Series

#64 on TV Shows You Wish You Were a Character On

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