‘Miss Congeniality’
Years before she was playing a southern matriarch on a mission in The Blind Side — and long before she was getting calls to return her Oscar over said role — Sandra Bullock was foul-mouthed FBI agent Gracie Hart in 2000’s Miss Congeniality. The classic rom-com, which follows Bullock as she infiltrates a corrupt beauty pageant to save the contestants, features a dashing Benjamin Bratt, an iconicly bratty Michael Caine and an icy Candice Bergen. Not to mention, it features one of the best beauty makeover montages of early 2000s cinema (and that’s really saying something). Be honest, you can picture Bullock walking in the wind in her light blue dress right now.