You’re so vain if you’ve never seen How to Lose a Guy in 10 Days, the seminal romantic comedy starring Kate Hudson and Matthew McConaughey.
The Almost Famous actress portrays magazine columnist Andie Anderson in the film, which premiered in February 2003. As an ode to recently dumped friend Michelle Rubin (Kathryn Hahn), Andie pitches herself to write a “How to Lose a Guy in 10 Days” article about the traditional behaviors that frequently compel men to end relationships. Her guinea pig is none other than advertising executive Ben Barry (McConaughey), who coincidentally bets his coworkers that he could make any lady fall in love in the same span of 10 days.
The movie — which also starred Annie Parisse, Thomas Lennon and Bebe Neuwirth — quickly became a hit, grossing more than $177 million at the box office.
In August 2026, Variety reported that a sequel is in the works at Paramount, with Hudson attached to produce the film. Stacey Sher is also slated to produce. The project is reportedly seeking a screenwriter.
Us reached out to reps for Hudson and McConaughey for comment.
Scroll below to check in with the How to Lose a Guy in 10 Days cast more than 20 years later:
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