Leonardo DiCaprio reveals his biggest movie regret and names the only film he watches

Leonardo DiCaprio reveals his biggest movie regret and names the only film he watches

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Oscar-winning actor Leonardo DiCaprio has opened up about his one regret when it comes to his filmography and names the one and only movie of his that he watches

Leonardo DiCaprio shares biggest movie regret and names the one film he watches(Image: Esquire)

Leonardo DiCaprio has revealed what his biggest movie regret is in a rare interview about his impressive acting accolades and his personal life, which he likes to usually keep extremely private.

The Oscar-winning actor, 50, who is gearing up for the release of his brand-new movie One Battle After Another, has shed light on his current relationship with Vittoria Ceretti, his feelings about turning 50, and his acting success over the years.

Titanic actor Leo, who is best known for other roles including The Wolf of Wall Street, This Boy’s Life, What’s Eating Gilbert Grape?, and Catch Me If You Can, revealed that his biggest regret when it comes to his movie past is turning down a role which Mark Wahlberg later got cast for. It comes after it was revealed why Matthew McConaughey lost the iconic Titanic role to Leonardo.

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Wahlberg’s performance in the 1997 box office hit Boogie Nights earned him global notoriety, and Leonardo couldn’t help but be green with envy after watching the movie that he passed on.

Speaking to Esquire, The Revenant star admitted: “My biggest regret is not doing Boogie Nights. It was a profound movie of my generation. I can’t imagine anyone but Mark [Wahlberg] in it. When I finally got to see that movie, I just thought it was a masterpiece.”

Leonardo is the cover boy for Esquire's Autumn 2025 issue
Leonardo is the cover boy for Esquire’s Autumn 2025 issue(Image: Esquire)

Boogie Nights, released in 1997, focuses on the rise and fall of a young adult film star named Dirk Diggler, played by Wahlberg. The story, set in the 1970s and early 80s, follows Dirk’s journey from dishwasher to a prominent figure in the adult film industry under the guidance of director Jack Horner, portrayed by Burt Reynolds.

The film explores themes of ambition, fame, drugs, and the darker side of the adult film world – something which Leonardo, 50, feels he missed out on by not taking the role.

When it comes to watching his own movies back, Leo said that there’s one in particular that he was watched several times, whereas he doesn’t really bother tuning into any others.

Leo has revealed his biggest movie regret
Leo has revealed his biggest movie regret(Image: Esquire)

“I rarely watch any of my films, but if I’m being honest, there is one that I’ve watched more than others,” he said.

“It’s The Aviator. That’s simply because it was such a special moment to me. I had worked with Marty Scorsese on Gangs of New York, and I’d been toting around a book on Howard Hughes for 10 years.

“I almost did it with Michael Mann, but there was a conflict and I ended up bringing it to Marty. I was 30. It was the first time as an actor I got to feel implicitly part of the production, rather than just an actor hired to play a role.

Leonardo in Titanic alongside Kate Winslet
Leonardo in Titanic alongside Kate Winslet(Image: CBS via Getty Images)

“I felt responsible in a whole new way. I’ve always felt proud and connected to that film as such a key part of my growing up in this industry and taking on a role of a real collaborator for the first time.”

On turning 50 and getting older, Leo said: “Turning 50 creates a feeling like you have a desire to just be more honest and not waste your time. I can only imagine how the next few decades are going to progress.

“I look at my mother, for example, and she just says exactly what she thinks and wastes no time. She spends no time trying to fake it.”

The Autumn issue of Esquire UK is out on 14 August

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