Big Girls Don't Cry (2007)

Four decades after The Four Seasons hit it big with a pop single of the same name, reigning pop princess Fergie shows how far Top 40 music has come (or fallen) with her four-minute gem Big Girls Don't Cry (2007). Lifted from the Black Eyed Peas’ singer’s The Dutchess full length, the track’s music video chronicles a love affair between the singer and her guitar-strumming flame (played by Heroes star Milo Ventimiglia). The blonde goddess navigates through an admirable number of costume changes over the course of just a few short minutes, donning everything from baggy overalls to chic green undies to let her sex appeal shine.