Fan Casting Leonardo DiCaprio as Jay Sebring in Paul Thomas Anderson’s Once Upon A Time…Hollywood (2005)

skateryagami made this fan casting suggestion on May 10, 2025. What do you think? See below to cast your vote, or click here to see all fan casting suggestions for this role.

Leonardo DiCaprio as Jay Sebring in Paul Thomas Anderson’s Once Upon A Time…Hollywood (2005)

Leonardo DiCaprioUnited States

50 years old
Leonardo Wilhelm DiCaprio (born November 11, 1974) is an American actor and film producer. Known for his work in biopics and period films, DiCaprio is the recipient of numerous accolades, including...
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Paul Thomas Anderson’s Once Upon A Time…Hollywood (2005)

Paul Thomas Anderson’s Once Upon A Time…Hollywood (2005)

You’re a good friend Cliff!!
by Paul Thomas Anderson
Actor Rick Dalton gained fame and fortune by starring in a 1950s television Western, but is now struggling to find meaningful work in a Hollywood that he doesn't recognize anymore. He spends most o...
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Leonardo DiCaprio is known for his roles in The Wolf of Wall Street, Titanic, and Inception. He has been suggested by fans for 8,412 roles on myCast, including Actors in Best Actors Of All Time. Similar actors include Christian Bale, Joaquin Phoenix, and Matt Damon. Leonardo DiCaprio was suggested to play Jay Sebring in Paul Thomas Anderson’s Once Upon A Time…Hollywood (2005) by skateryagami. Other actors sugggested to play this role include James Franco. Paul Thomas Anderson’s Once Upon A Time…Hollywood (2005) has 24 roles, including Cliff Booth, Rick Dalton, and Tex Watson.

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