Calling Jessica Simpson a movie star would’ve been pretty accurate 20 years ago.

After making a name for herself as a pop star (her debut single “I Wanna Love You Forever” hit No. 3 on the Billboard Hot 100), Simpson segued to reality TV fame (MTV’s Newlyweds: Nick and Jessica became a pop culture flashpoint) and eventually got recruited for the big screen. She seized the opportunities and churned out a series of films, starting with Jay Chandrasekhar’s reboot of The Dukes of Hazzard where she played the iconic Daisy Duke opposite Johnny Knoxville and Seann William Scott. She followed that up with romantic comedies like Employee of the Month opposite Dane Cook and Dax Shepard, Blonde Ambition opposite Luke Wilson and Rachael Leigh Cook, and Private Valentine: Blonde & Dangerous

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