Michael 'Mike' O'Neal (played by Dermot Mulroney) tells his best friend, Julianne 'Jules' Potter (played by Julia Roberts) that he met a woman and they are getting married in four days, she finds out that she loves him and wants him for herself.

She goes straight to Chicago to help him get through. But she has every intention to stop the wedding and steal the groom from Kimberly 'Kim/Kimmy' Wallace (played by Cameron Diaz). Over the next three days, she tries everything to split them up. But things prove to be really difficult, since the bride seems to be "the perfect woman".

Finally, on the day of the wedding, Jules tells Mike she loves him and kisses him, but to her disadvantage, Kimmy is watching them. Now Michael has to decide whom he loves most.

George Downes (played by Rupert Everett), her gay boss and best friend, comes to the rescue, but helps her open her eyes to see what she needs to do.

George Downes is a gay man and best friend of Jules. He stands by her no matter how silly the situation she gets into by her own faults.

A nice feel good movie with lots of wedding entourage. Rupert Everett plays a very convincing gay man - he is gay in real life too :-) - that stands by his friend as a rock in stormy seas.

Kimmy's Mother: I insist you stay on for lunch.
Jules: No, no, no, no, no... Absolutely-
George: Love to! Love the bag, love the shoes, love everything. Love to!

Jules: Michael... I love you. I've loved you for nine years, I've just been too arrogant and scared to realize it, and... well, now I'm just scared. So, I realize this comes at a very inopportune time but I really have this gigantic favor to ask of you. Choose me. Marry me. Let me make you happy. Oh, that sounds like three favors, doesn't it?

Kimmy: I love this man, and there is no way that I'm gonna give him up to some two-faced, big-haired food critic.

Mike: Kimmy says if you love someone you say it, you say it right then, out loud. Otherwise the moment just...
Jules: Passes you by...
Mike: Passes you by...

Jules; It is the duty of the best man to dance with the maid of honor.
Mike: Dance? You can't dance. When did you learn how to dance?
Jules: I've got moves you've never seen.

George: Kindred spirits, eh?
Jules: No, he's nothing like me. He's like you, actually, only straight.

Jules: I had the strangest dream. I dreamt that some psychopath was trying to break the two of you up. Luckily, I woke up and I see that the world is just as it should be.

Jules: I'm pond scum. Well, lower actually. I'm like the fungus that feeds on pond scum.
Mike: Lower. The pus that infects the mucus that cruds up the fungus that feeds on the pond scum. On the other hand, thank you for loving me that much, that way. It's pretty flattering.
Jules: Except it makes me fungus.

Kimmy: He's got you on a pedestal and me in his arms.

George: Tell him you love him. Bite the bullet.

George: It's amazing the clarity that comes with psychotic jealousy.

George: You're probably drumming your fingernails on the white linen tablecloth the way you do when you're really feeling down. Perhaps even looking at those nails thinking, "God, I should have stopped in all my evil plotting to have that manicure."

George: Why don't we stop and have a drink? You can take a later flight.
Jules: No, no, no, no. I'm a busy girl. I've got exactly four days to break up a wedding, steal the bride's fella and I haven't one clue how to do it.

[On why George is in town visiting her]
Jules: He just came in for a few hours to uh, to uh, fuck me.

Jules: Crème brûlée can never be Jell-O. YOU could never be Jell-O.
Kimmy: I HAVE to be Jell-O!
Jules: You're never gonna be Jell-O!

Jules: You're going to humiliate me, aren't you?
George: Only if I can.

George: Maybe there won't be marriage, maybe there won't be sex, but by God there'll be dancing!

Kimmy: He sucks soup through his front teeth.
Jules: That's a trademark move - don't touch that one.
Kimmy: But he sure can kiss.

George: The misery! The exquisite tragedy! The Susan Hayward of it all!

Jules: This is my one chance at happiness. I have to be ruthless!

George: Hmm, death by mini-bar. How glamorous.

Jules: I have done nothing but underhanded, despicable, not even terribly imaginative things since I got here.

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