Julia Roberts – ‘The Blind Side’
Molly Ringwald’s loss was Julia Roberts’ gain for Pretty Woman, but Roberts’ loss was Sandra Bullock’s gain when the former turned down the role of Leigh Anne Touhy in The Blind Side. Bullock went on to win her first and only Oscar (so far) for the role. The Blind Side wasn’t Roberts’ only big acting regret: She also reportedly turned down the lead female role in Sleepless in Seattle.