Fan Casting Jake Gyllenhaal as Westley/Dread Pirate Roberts/The Man in Black in The Princess Bride (2007)

ricknee4ever made this fan casting suggestion on May 23, 2021. What do you think? See below to cast your vote, or click here to see all fan casting suggestions for this role.

Jake Gyllenhaal as Westley/Dread Pirate Roberts/The Man in Black in The Princess Bride (2007)

Jake GyllenhaalUnited States

44 years old
Jake Gyllenhaal (born December 19, 1980) is an American actor and producer. Born into the Gyllenhaal family, he is the son of director Stephen Gyllenhaal and screenwriter Naomi Foner; his older sis...
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The Princess Bride (2007)

The Princess Bride (2007)

2007 American fantasy adventure comedy film
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Jake Gyllenhaal is known for his roles in Spider-Man: No Way Home, Donnie Darko, and Prisoners. He has been suggested by fans for 17,130 roles on myCast, including Best in Best & Worst Comic Book Castings. Similar actors include Ryan Gosling, Scott Eastwood, and Oscar Isaac. Jake Gyllenhaal was suggested to play Westley/Dread Pirate Roberts/The Man in Black in The Princess Bride (2007) by ricknee4ever. Other actors sugggested to play this role include Kevin Derr, Cory Doran, and Alyssa Edwards. The Princess Bride (2007) has 22 roles, including Buttercup/The Princess Bride, Inigo Montoya, and Fezzik.

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