7. How to Lose a Guy in 10 Days (2003)

Another classic example of the golden age of romantic comedy in the late 90s/early 00s. Matthew McConaughey was at the peak of his cringey but addictive rom-com powers, and Kate Hudson was the perfect on-screen partner. It’s a film that starts out with a covert plan, but as they always do, real love very soon follows, and we get to follow the characters as they try to untangle the mess they have made!