Matt Damon’s most cringeworthy awards show moments, ranked
In honor of his Oscar nomination for Best Actor.
Hi, Matt. It’s us, Boston.com.
We’re rooting for you this awards season, Matt. You’re celebrated around here, and we respect your man-pony no matter how fake it may have been. In honor of your Oscar nomination, we ranked your most entertaining appearances ever in awards show history. And by entertaining, we mean the ones that really made us cringe so hard, we laughed. Come on, Matt: It’s in good fun.
9. Damon tried and failed to refrain from laughing after Ricky Gervais made a joke about Ben Affleck cheating (2016 Golden Globes)
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What do you do when the other half of your bromance is publicly ridiculed for allegedly cheating on his actress wife? Well, if you’re Matt Damon, nothing. What do you do when others make jokes about it? Don’t laugh. Unless it’s really funny, like this joke, and you’re put on the spot.
8. Michael Douglas accepted his Emmy for playing Liberace with a whole lot of sexual innuendos directed at Damon (2013 Emmys)
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In Behind the Candelabra, Damon played Liberace’s lover, Scott Thorson, and Douglas, who played Liberace, didn’t hesitate to thank Damon with some cheekiness. “You really deserve half of this [award],’’ Douglas said on stage, “so do you want the bottom or the top?’’
7. Then Douglas did it again (2014 SAG Awards)
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You’ll just have to watch this one.
6. Damon advocated for the Celtics in a room full of Lakers fans (2008 Spike Guys’ Choice Awards)
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Glad to know he’s loyal.
5. After accepting his first Oscar with Ben Affleck, Damon told the press he didn’t care which Oscar he got (1998 Academy Awards)
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A poor member of the media made the decision to ask overly humble Matt Damon, “Which [Oscar] did you want more: Best Screenplay or Best Actor?’’ Damon replied (jokingly), “Are you kidding me, man? I haven’t even been here before.’’
4. Damon, in jest, thanked the Hollywood Foreign Press Association at a philanthropic ceremony (2014 World Economic Forum’s Crystal Awards)
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This joke earned little laughs—most of these benevolent people probably would never deign to even think about the Golden Globes.
3. Damon and Affleck watched their own acceptance speech after they gave it (1998 Golden Globes)
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Look at their faces watching themselves accept the Best Screenplay Golden Globe for Good Will Hunting. Are they mortified or thrilled? Both, probably.
2. Damon played up Amy Poehler and Tina Fey’s “Garbage Man’’ joke (2014 Golden Globes)
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Co-hosts Amy Poehler and Tina Fey quipped in their monologue that so many other famous people were in attendance at the Golden Globes that year, Matt Damon was “basically a garbage person.’’ So while presenting, Damon introduced himself as the “Garbage Man,’’ then proceeded to look terrifyingly at the teleprompter, proclaiming that he forgot his glasses.
1. Damon and Affleck accepted the Best Original Screenplay trophy for Good Will Hunting (1997 Academy Awards)
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“I just said to Matt, ‘Losing would suck, but winning would be really scary’’’ is the best way to start any acceptance speech. So many things to point out here. The stuttering. Damon’s mom yelling. The excited “Chris Moore!’’ shout. Affleck’s voice cracking as he exclaimed, “Cuba Gooding, Jr.!’’ All so awkwardly good, it made those guys famous.
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