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Molly Ringwald in Pretty Woman

The role of Vivian Ward is so perfect for Julia Roberts, but the then-unknown actress only landed the role after other actresses declined. The most famous of those rejections came from Molly Ringwald, who passed on the role a few years after her '80s hits. "I think I saw an early draft and it was called $3,000," Ringwald diplomatically shared in a Reddit AMA, referencing the earlier (and darker and raunchier) iteration of the script. "I don't specifically remember turning it down. The script was okay but I gotta say, Julia Roberts is what makes that movie. It was her part. Every actor hopes for a part that lets them shine like that."

Image Source: Everett Collection