'Do I feel lucky?' The 30 Best Clint Eastwood Movies, Ranked

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From Dirty Harry to Million Dollar Baby to Unforgiven, these are the greatest Clint Eastwood movies ever.

Read update As a legendary figure in the American film industry, it's safe to say that Clint Eastwood has done just about everything when it comes to movies. He first rose to prominence by starring in a Western TV series in the late 1950s and then playing The Man With No Name in The Dollars Trilogy in the mid-1960s. From the 1970s onwards, he also became well-known for directing and producing movies, and he's occasionally composed music for his own work, too.

It was nevertheless a hugely successful movie as far as the box office was concerned, and has a certain novelty for being perhaps the goofiest movie Eastwood ever starred in. He's best known for being a tough guy on-screen in generally serious movies, so there's a charm in watching him play a goofier sort of role in a very silly movie like this one.

It takes itself seriously, but there are a few offbeat moments throughout that give it some additional personality, and the supporting cast, which includes Jeff Daniels and Anjelica Huston, is also strong. It doesn't set the crime/thriller genre on fire by any means, but Blood Work still works, and makes for a good watch.

24 'Two Mules for Sister Sara' After spending much of the 1960s playing Western characters, Clint Eastwood ended up keeping the Western streak going by making his first role of the 1970s a Western one. The film in question is Two Mules for Sister Sara, which pairs a mercenary with a nun in the Old West, following the surprisingly explosive adventure they end up going on together.

22 'Kelly's Heroes' 30 years before Space Cowboys, Clint Eastwood and Donald Sutherland starred in another movie together: Kelly's Heroes. It presents a surprisingly comedic story set during World War II, centering on a group of American soldiers who team up to go behind enemy lines to rob a bank.In being an irreverent war movie that emphasizes humor, it scratches a similar itch to the M*A*S*H, also released in 1970 and also starring Donald Sutherland.

It stands out against Kelly's Heroes, as it's a more serious war movie without much by way of comedy, but also, as far as war movies go, it's more about action, heroism, and excitement than showing the horrors of combat. For those who don't mind WWII movies that aren't necessarily heavy on anti-war messages, Where Eagles Dare will very likely get the job done.

16 'Richard Jewell' The 2010s were far from the most consistent decade in Clint Eastwood's directing career, with some slightly underwhelming movies alongside a few good ones. Richard Jewell thankfully fits into the latter category, and its 2019 release ensured that Eastwood's 2010s did end on a relative high.

 

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