Chloe Angyal has a great look back at My Best Friend’s Wedding:
[T]his movie is, in many ways, radical. It’s an anti-rom com. Jules spends much of it running around like a crazed rom com heroine, pulling ridiculous stunts and operating under the assumption that you can lie, trick, and manipulate a person into falling out of love with their fiancée and into love with you. It doesn’t work, and George, who is half walking gay stereotype and half The Only Sensible Person in This Movie tells her on multiple occasions to give it up and act like a grown up. She is, after all, TWENTY-EIGHT.
But the line I find more telling is what he tells her while she’s still chasing Michael through the streets of Chicago in a stolen truck while talking on a cell phone. “You’re not the one,” he says. You’re not the one. These four words fly in the face of almost every rom com ever made, because the central premise of the genre is that the heroine is the one: the one woman who can get the ungettable guy, who can turn the beast back into a prince, who is worth traveling through time for, whatever. The One. Jules is not the one. She doesn’t get the guy. She does terrible things to try to get him, to try to “win” him. She follows all the laws of rom com world, but the laws don’t apply here. Kimmy calls her two-faced and Michael calls her pond scum, and though they ultimately forgive her, those assessments are correct.
When I saw My Best Friend’s Wedding in 1997, I remember being struck by just how selfish the Julianne character was — and yet how perversely relatable that made her for me. Real people do stupid things because of love and fear. It’s not “likable,” but it’s honest.