Photo-Illustration: Vulture and Courtesy of the Studios This article was originally published in 2015. In honor of Romeo + Juliet’s induction into Vulture’s Friday Night Movie Club, the ranking has been updated to reflect DiCaprio’s most recent work.
26. The Man in the Iron Mask The more “serious” version of the Three Musketeers story made in the ‘90s isn’t necessarily much better than the Chris O’Donnell version, but it sure takes itself more seriously. Promoted above its station owing to DiCaprio’s post-Titanic popularity, it’s a mostly dull story that features DiCaprio as both King Lewis XIV and his secret twin brother, who inspire the musketeers to come out of retirement to take out the evil despot.
22. The Basketball Diaries It must have seemed very exciting for DiCaprio to play junkie poet Jim Carroll, to dig into the role of a drug-addicted wretch at the initial core of his addiction.
18. This Boy’s Life This is still in DiCaprio’s up-and-comer period, but it’s the other movie from 1993, the one that wasn’t What’s Eating Gilbert Grape. Adapted from author Tobias Wolff’s memoir, This Boy’s Life finds DiCaprio portraying a young Wolff, who is thrown together with an abusive stepfather in 1950s Seattle.
14. Revolutionary Road Advertised as the reunion of Titanic’s doomed couple, Revolutionary Road marks the start of DiCaprio’s brooding bad-love period, in which he played a handful of characters who discover darkness at the heart of married life.
10. The Great Gatsby After The Great Gatsby opened in May 2013, Vulture writer Kyle Buchanan paid special tribute to the film’s introduction of Jay Gatsby, saying, “It’s a scene that’s so over-the-top that it might have hit the moon, and when this magical moment happened onscreen, you had no choice but to laugh, cry, or applaud.
Never worked with a female director or first time director. Interesting choices.
1 for me is Inception
The mystery is how does he look like he is still in his twenties...lol
DANIEL RADCLIFFE EVEN MORE.
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