Looking Back on Martin Scorsese & Leonardo DiCaprio’s Best Moments Together

Late last night, the first trailer for Martin Scorsese’s The Wolf of Wall Street debuted to a ravenous howling of excitement. Starring the one and only Leonardo DiCaprio, the film looked to be staying below the radar of major anticipation, but with the film’s rousing first trailer, fans are already insisting this will be Scorsese’s best film in years and DiCaprio’s long-awaited shot at an Oscar. But as this is not their first time at the rodeo together—their fifth collaboration, actually—it’s only natural Marty and Leo’s simpatico has finally properly aligned and after Gangs of New York, The Aviator, Shutter Island, and The Departed, perhaps this one takes Scorsese affinity for twisted and disturbed men of power and DiCaprio’s legendary skill for playing the lunatic and outrageous to a new level. So in honor of the energetic and thrilling new trailer (see final slide), let’s take a look back on some of Leo’s best moments in Scorsese’s films. Enjoy.



The Departed, Bar Scene


Shutter Island, Nightmare


The Aviator, Fine Pair of Misfits


Gangs of New York, Fidlam Bens


The Aviator, Not One for Tears


The Departed, I Want Some Pills


Shutter Island, Set Me Free


The Aviator, Dinner With the Hepburns


Gangs of New York, Dance



The Departed, Recruitment 


Shutter Island, Dream Sequence


The Aviator, Car Scene


The Wolf of Wall Street

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