Brad Pitt Then & Now: Photos Of Hollywood Hunk Through The Years

By:

Christina Casiano

December 18, 2021 1:31PM EST

Brad Pitt is one of Hollywood’s biggest actors. See his pics through the years here.

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Brad Pitt: Hollywood’s Ageless Hunk

Brad Pitt: Hollywood’s Ageless Hunk — Brad Pitt has been a beloved Hollywood star from the moment he stepped onto the big (and small screen). Though he first gain recognition for his role in ‘Thelma & Louise’ in 1991, by the time he starred as the hitchhiking cowboy, he’d already been in shows like ‘Growing Pains’, ‘Parenthood’, and ’21 Jump Street’. However, since then, Brad has enjoyed an incredible career as an actor and film producer, growing up on screen to be one of the true heartthrobs of Hollywood.

From ‘Fight Club’ to ‘Ocean’s Eleven’ and now ‘Once Upon A Time in Hollywood’, Brad has lit up the screen with his talents and good looks for 3 decades. While his personal life has sometimes taken center stage – including two dramatic divorces from Jennifer Aniston and Angelina Jolie – one can not deny that Brad brings it all to his craft, even from the time that he was young. Check out these photos from Brad’s long and memorable career and see how he’s stayed practically ageless from the time he was a young man starting out, until now.

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Brad Pitt in ‘Cutting Class’

Brad Pitt in ‘Cutting Class’ — While Brad made two film appearances in 1989, his featured role in the horror film ‘Cutting Class’ was the first of Brad films to reach theaters. It officially introduced the world to the man who would one day top the list of A-list actors in Hollywood.

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Brad Pitt in an early photo

Brad Pitt in an early photo — Brad Pitt remained a heartthrob in film and telvision through his teens and 20s, when he starred in shows like ‘Growing Pains’ and ‘Parenthood’. Here he can be seen posing when he was just starting out.

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Brad Pitt in ‘Thelma And Louise’

Brad Pitt in ‘Thelma And Louise’ — Brad Pitt’s breakout role is no doubt his on-screen moment in ‘Thelma And Louise’, where he found himself getting very friendly with co-star Geena Davis on-screen. Here is a photo of one of their scenes together.

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Brad Pitt with long hair

Brad Pitt with long hair — Over the years, Brad has gone through many a hair makeover, but still has the most recognizable features in Hollywood. Here he is with a longer hairstyle.

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Gwyneth Paltrow and Brad Pitt pose together

Gwyneth Paltrow and Brad Pitt pose together — Brad Pitt has been connected to many of Hollywood’s hottest actresses, including Gwyneth Paltrow in the 90s. The pair looked almost identical while at his birthday party in London in 1997 — and considering she’s just as ageless as him, we bet we could say the same thing today!

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Brad Pitt in ‘A River Runs Through It’

Brad Pitt in ‘A River Runs Through It’ — That smile — one of Brad Pitt’s more beloved features — was captured perfectly in this moment from the film ‘A River Runs Through It’. It was directed by fellow eternal hunk, Robert Redford.

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Brad Pitt in ‘Meet Joe Black’

Brad Pitt in ‘Meet Joe Black’ — As Brad Pitt’s career expanded, it was clear he was the most coveted leading men in the industry, and no film made that more clear than ‘Meet Joe Black’. Here he is posing in a suit and tie.

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Brad Pitt and Jennifer Aniston smile together

Brad Pitt and Jennifer Aniston smile together — Brad Pitt met Jennifer Aniston in 1998 and they instantly became the hottest couple in town. In 2000, the couple married in a private ceremony in Malibu, California. For five years, they were considered America’s sweethearts, but in 2005, they filed for divorce.

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Brad Pitt in ‘Fight Club’

Brad Pitt in ‘Fight Club’ — Shortly after meeting Jennifer Aniston, Brad starred in one of his most iconic films, ‘Fight Club’. In it, he proved that even when he’s beaten to a pulp, he’s still a super hunk.

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Brad Pitt at the Cannes Film Festival

Brad Pitt at the Cannes Film Festival — Over 20 years after starring in his first blockbuster film, Brad Pitt still looked exactly the same as he did when he starred in ‘Thelma & Louise’ as he walked the red carpet at the Cannes Film Festival for the premire of ‘Troy’ in 2004. He looked handsome in a tuxedo.

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Brad Pitt with Angelina Jolie

Brad Pitt with Angelina Jolie — Angelina Jolie and Brad Pitt looked rather in love as they made their way down the red carpet for the ‘Ocean’s Thirteen’ film premiere. Four years later, the pair married and went on to have six children together, through both adoption and biologically.

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Brad Pitt and his family

Brad Pitt and his family — Early on, Brad Pitt proved he would be a good father to Angelina’s adoptive children. Here, he joined his wife with kids Maddox and Zahara, as she was in India for the past few weeks working as a UNHCR Goodwill Ambassador and filming her new film ‘A Mighty Heart’, a film based on slain American journalist Daniel Pearl.

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Brad Pitt walks with his family

Brad Pitt walks with his family — Though the pair would later go on to divorce, there were plenty of times that Brad and Angelina seemd to have the perfect life with their children. One of them was this day with their kids Maddox, Shiloh, Pax, Knox, Vivienne and Zahara.

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Brad Pitt attends an event for ‘Once Upon A Time In Hollywood’

Brad Pitt attends an event for ‘Once Upon A Time In Hollywood’ — Brad poses for the cameras at the photocall for his newest flick, ‘Once Upon A Time in Mexico.’ The actor kept his look casual in a a gray t-shirt and black jeans.

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Brad Pitt attends Kanye West’s Sunday Service in Watts, CA

Brad Pitt attends Kanye West’s Sunday Service in Watts, CA — Brad Pitt attended Kanye West’s Sunday Service in Watts, CA on September 1, 2019. The rapper and actor were seen talking to oen another while smiling in photos and videos from the annual event.

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Brad Pitt at the airport in Paris

Brad Pitt at the airport in Paris — Brad Pitt is photographed at Paris-Charles De Gaulle Airport in Roissy on February 25, 2020. The actor touched down in Paris during Fashion Week, and was dressed casually in a pair of ripped jeans with a hat and sunglasses on.

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