The 'Informant' actor befriended George when they starred in 'Ocean’s 11' in 2001, and has maintained the relationship because George loves splashing cash on his pals.
The 38-year-old star said: "George has this beautiful place in Italy where he brings all of his friends and he's an amazingly generous person. As a friend of George, what you really need to do is try and stay on his list because he's got an incredible life that he shares with all his friends."
Despite his desire to stay in George's good books, Matt is quick to mock the older star's gambling abilities.
He added to Parade.com: "George is a loser. We were in Vegas and he was like, 'I have never won anything in my life gambling.' I said, 'I know how to play. I'll show you. Don’t worry about it.' Then, he lost 25 straight blackjack hands in a row, which I think is a record. I would never have believed it unless I saw it happen. Afterwards, he slipped a cheque under my hotel room door for $2,500 that said, 'For services rendered,' but it wasn't signed, so I couldn't cash it."
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Photo Gallery: Who is George Clooney's BFF?
