Andie Anderson & Benjamin Barry | How to Lose a Guy in 10 Days

Opposite attracts, they say, which is what Andie Anderson and Benjamin Barry proved in How to Lose a Guy in 10 Days. Benjamin was dared to make a woman fall in love with him while Andie was writing an article about losing a guy.

This film cemented Matthew McConaughey’s spot in rom-com films. He also showed great chemistry on-screen with Kate Hudson, which sent butterflies to the viewers’ stomach. Kate felt lucky that she and Matthew had the chance to experience the old-school Hollywood way of making movies. They were together for four months to film the movie, and she’s hoping to see more of it in the business today. Although these two didn’t end up together, their on-screen characters would permanently be etched in everyone’s mind as one of the best couples and love stories they’ve seen to a certain degree.