Ranking The 25 Best Rom-Coms of All-Time

8. My Best Friend’s Wedding (1997)

Image Source: News AV Club

When Julianne (Julia Roberts) dumped Michael (Dermot Mulroney) as a boyfriend in college, she made him her new best friend. They made a pact: if they were still single at 28, they would marry each other. Now, they’re both 28 and Michael has called Julianne to say he’s in Chicago and wants to meet up. She’s touched, as she’s always really loved the guy. But Michael isn’t calling to propose. He’s calling to explain he’s engaged to be married in three days — to a junior at the University of Chicago (Cameron Diaz). This is not good news for Julianne. My Best Friend’s Wedding tells the hilarious story of how she tries to sabotage the wedding and win the man she should have married all along. With the luminous Julia Roberts as lead, we all know how the movie with end right? Well, not necessarily.