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Year after year Leonardo DiCaprio has attended the Academy Awards and he's never shy of being nominated.
There's nothing quite like losing out on an award with a camera in your face whilst the whole world watches, waiting to see your disappointed reaction.
Heart have dug through the archives to find the exact moments when Leo is let down to see if he's nailed his losing face - and to be honest, he's a very gracious loser.
Aww we're joking Leo! This year the 41-year-old actor is nominated for an Oscar for the Best Performance by an Actor in a Leading Role in The Revenant.
So you think you know Leo? Take our quiz to find out if you're the ultimate Leo fan.
Heart will be covering everything Oscar-related, so bookmark this space!
C'mon Leo! You can't do it!