‘Say Anything’ And 5 Other Roles Robert Downey Jr. Almost Had

04.04.16 3 years ago
rdj robert-downey-jr robert downey jr. "The Judge" Chicago (Photo by Timothy Hiatt/Getty Images)

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Robert Downey Jr. was the highest paid actor in Hollywood last year, raking in an astounding $80 million. Considering that he also has Sherlock Holmes 3 and Captain America: Civil War in the works, he’ll probably be swimming in money this year, too. Not bad for a guy who 15 years ago was sitting in a jail cell for drug possession and in the midst of watching his career go down the drain.

Even with the amazing comeback story that RDJ has forged, there are still those roles that he missed out on over the years. Yes, some of them he lost because of his legal troubles, but others he simply lost because another actor had prettier eyes — looking at you, Johnny Depp. To mark the occasion of RDJ’s 51st birthday, here are six movies that almost got a dose of Tony Stark.

Pretty in Pink (1986)

Pre-drug bust, RDJ was one of the hottest up-and-coming actors of the 1980s, even landing coveted cover spots on teen mags with names like Sassy. It was during this time that he was a regular contender for everything from “teenage jerk” to “teenage heartthrob” to “teenage bff” and nearly won the later when he went up for the part of Duckie. The original script for Pretty in Pink called for Andie and Duckie to end up together, something that Molly Ringwald said she would have been okay with if John Hughes had given the part to RDJ.

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