Christina Applegate, Eva Longoria, and Christina Milan
Jessica Simpson ruled the 2000s. Her 2006 video, "A Public Affair," had a star-studded girl squad in the background. Actresses Christina Applegate, Eva Longoria, and Christina Milan all play her friends. They even cross paths with Ryan Seacrest, Maria Menounos, and Andy Dick throughout their wild night out.
Major Throwback
Though Simpson's career isn't what it used to be, you can't deny that her videos ruled the screen and her music was on every radio station. Remember her hit song, "With You"? What a way to kick off a career.