The Nanny Diaries (2007)

A sassy college grad stumbles into a life of Upper East Side servitude in The Nanny Diaries (2007). Annie (Scarlett Johansson) has just graduated from Montclair State in New Jersey, but doesn’t know what she wants to do with her life.  After she saves a little boy, Grayer (Nicholas Art), from being hit by a car, she’s immediately hired by the boy’s rich, self-absorbed parents as his nanny. Annie’s got her hands full with Mrs. X (Laura Linney)’s ridiculous demands and Grayer’s wild behavior, so when the "Harvard hottie" next door (Chris Evans) asks her out, she’s more overwhelmed than anything. The always-sexy Scarlett turns The Nanny Diaries into The Fanny Diaries when she pulls down her jeans to reveal her panty-clad caboose 24 minutes in. Talk about a babely sitter!