Kate Winslet Roasted Robert Downey Jr. While Telling The Story Behind The Time He And Jimmy Fallon Auditioned For The Holiday

Back in the ’80s and ’90s, long before he was Iron Man or a 2024 Oscar nominee for his staggering supporting work in Oppenheimer, Robert Downey, Jr. was known to dabble in the rom-com genre. There was 1987’s The Pick-Up Artist and ’89’s Chances Are and, of course, that early-’90s fan-favorite Only You, opposite Marisa Tomei. But allegedly, his poor accent work kept RDJ from appearing in one of the genre’s most beloved titles: The Holiday.

Kate Winslet, who memorably portrayed house-swapping Brit Iris Simpkins in that 2006 Christmastime romantic comedy, revealed as much during a recent appearance on The Tonight Show Starring Jimmy Fallon. The actress and the talk-show host reminisced about how both Fallon and Downey had actually auditioned to be part of The Holiday cast, for the male lead parts that would end up going to Jack Black and Jude Law. Jimmy told Kate:

I remember being in a room with you and Robert Downey Jr. and Cameron Diaz. And the role did not go me, obviously. It went to Jack Black and Jude Law.

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