Jack and Jill vs. the World (2008)

Freddie Prinze Jr.: Jack

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Quotes 

• Jack : Hey, George... How does this relationship nonsense usually work?

  George : Usually, you go on a couple of dates, see if you like each other. Eventually you have sex.

  Jack : Right. I, uh... I sort of skipped the whole dating thing. So what then?

  George : And then, if you're happy with the action, you become boyfriend and girlfriend. It's really fun for, like, three months, and then you realize it's work. Then you dump her. Or not.

  Jack : Okay, let's say not.

  George : You move in together.

  Jack : I did that.

  George : Right. Well... Then you get married. You start your trajectory of acquisitions. Knives, forks, juicer, barbecue. You move to the 'burbs. You buy a house. You pop some kids out. You fight, you cheat, you separate, divorce, you split the shit, and see the kids on weekends. Then you start all over again.

  Jack : It all sounds so promising.

  George : It's just an outline, Jack.