The 2002 hit was an ode to Justin’s failed relationship with ex-girlfriend, Britney Spears. Coming off his squeaky clean 'N SYNC image, Justin had fun in the video, “Lurking around the house in the rain, throwing a rock through her window, being a peeping tom, getting revenge and doing stuff that's not really what a nice guy does." Our favorite part? The shot of JT singing in the rain. Suh-woon.