Clint Eastwood Then & Now: Photos Of The Oscar-Winning Actor/Director From His Young Years To Now

By:

Christina Casiano

May 31, 2023 10:34AM EDT

Clint Eastwood is a legend, as both an actor and a filmmaker. See photos of him through his decades-long career here.

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Clint Eastwood: From His Young Years To Now

Clint Eastwood: From His Young Years To Now — After nearly 70 years in the movie business, Clint Eastwood is one of the most well-known figures in entertainment. In 1966, he received one of his most famous roles that cemented him as an actor, when he starred in ‘The Good, The Bad, and The Ugly’. Another career-defining role would come in 1971, when he starred as the title character in ‘Dirty Harry’. In the 1970s, Clint also started directing movies, and he’s received acclaim as a director. Some of his most popular movies include the musical ‘Jersey Boys’ and ‘Sully’. He’s also starred in a number of films he’s directed including ‘Million Dollar Baby’ and ‘Unforgiven’, both of which won him Osacars.

Throughout his life, Clint has been married twice: to Maggie Johnson from 1953 to 1984, and to Dina Ruiz from 1996 to 2013. He also had long relationships with actresses Sondra Locke from 1975 to 1989 and Frances Fisher from 1990 to 1995. He’s had eight children.

Here, a handsome young Clint Eastwood is seen in 1955. He had on a short sleeve button up and gave the camera a deep stare. Want to see more of Clint through the years? Scroll through our gallery for more photos.

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Clint Eastwood In 1955

Clint Eastwood In 1955 — Hubba hubba! Here a bare-chested Clint Eastwood appears in 1955.

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‘For A Few Dollars More’

‘For A Few Dollars More’ — Clint Eastwood in the 1965 Sergio Leone movie ‘For A Few Dollars More’ 1965. He infamously played ‘The Man With No Name’ in the Western.

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‘The Good, The Bad And The Ugly’

‘The Good, The Bad And The Ugly’ — Yee haw! Another one of Clint Eastwood’s famous western roles is in 1966’s ‘The Good, The Bad And The Ugly’. The flick was about a bounty hunting scammer who joins two men in an uneasy alliance against a third in a race to find a fortune in gold buried in a remote cemetery.

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‘Dirty Harry’

‘Dirty Harry’ — Sharpshooter! Clint Eastwood was the star of ‘Dirty Harry’, where he played a tough-as-nails San Francisco Police Inspector hunting down a serial killer.

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Clint Eastwood In Pari

Clint Eastwood In Pari — Clint Eastwood talks to a crowd in Paris on Jan. 7, 1985. He received a medal of excellence.

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Mayor Eastwood

Mayor Eastwood — Clint Eastwood appears the final day of his campaign for mayor of Carmel-By-The Sea, California. Clint won a landslide victory.

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Clint & Kids In 1996

Clint & Kids In 1996 — Clint Eastwood (center) takes son Kylie (left) and daughter Alison (right) to a 1996 event. They were quite the handsome family.

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Clint Eastwood At The 1989 Golden Globes

Clint Eastwood At The 1989 Golden Globes — Winner! Clint Eastwood holds up his trophy during the 1989 Golden Globe Awards in Los Angeles.

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Clint Eastwood & Family In 2002

Clint Eastwood & Family In 2002 — Family outing! Clint Eastwood (left), Morgan (bottom), wife Dina, daughter Francesca (bottom right), son Scott, Frances Fisher, and daughter Kathryn attend the premiere of ‘Blood Work’ on Aug. 9, 2002.

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‘In The Line Of Fire’

‘In The Line Of Fire’ — Clint Eastwood appears in ‘In The Line Of Fire’. The 1993 political thriller was about Secret Service agent Frank Horrigan, who is determined to stop a presidential assassination.

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Clint Eastwood At The 1992 Oscars

Clint Eastwood At The 1992 Oscars — Double trouble! Clint Eastwood holds up his two Oscars at the 1992 Academy Awards. He won best director for the movie ‘Unforgiven’, which also won best picture.

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Clint Eastwood & Family In 2003

Clint Eastwood & Family In 2003 — Clint Eastwood and family attend the 9th Annual Screen Actors Guild Awards on Mar. 9, 2003. They were so happy to be together.

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‘Million Dollar Baby’

‘Million Dollar Baby’ — Clint Eastwood acted and directed 2004’s ‘Million Dollar Baby’, with Hilary Swank. The sports drama took how 4 Oscars.

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Clint Eastwood At The 2017 AFI Awards

Clint Eastwood At The 2017 AFI Awards — Clint Eastwood arrives at the AFI Awards at the Four Seasons Hotel in Los Angeles on Jan. 6, 2017. He was handsome in a dark plaid suit.

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‘Cry Macho’

‘Cry Macho’ — Clint Eastwood appears in 2021’s ‘Cry Macho’. He directed and starred in the film, which was about a one-time rodeo star and washed-up horse breeder who takes a job to bring a man’s young son home and away from his alcoholic mom. On their journey, the horseman finds redemption through teaching the boy what it means to be a good man.

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