High Fidelity gives hope to guys everywhere who keep screwing things up. It makes a good point, too; good taste in music won't help you with the ladies, nor will any other superficial posturing. It's good for guys to be reminded of this—I know I need to hear it once and a while.
Why guys like it: Cusack is the kind of cooler-than-thou asshole guys secretly admire. Also, the soundtrack is a music nerd's goldmine.
Why girls like it: It's hard not to be disarmed by Cusack's baby face. Plus, he grows up in the end.
Why you'll both like it: There is a cute, happy ending after grueling fights and fits of jealousy. Make your move as the credits are rolling to Stevie Wonder's "I Believe."
Another classic movie—I think Casablanca is sometimes overlooked because it's too perfect. Humphrey Bogart flees to Africa during World War II when he believes Ingrid Bergman to be dead. When she shows up again at his door, a love triangle unfolds that forces him to either doom or save his former lover and her husband.
Why guys like it: It's romantic, sure, but never in a cliché way. Even the most apish frat boy can appreciate the heartache of the story.
Why girls like it: It's dripping with grand romantic lines like "here's looking at you, kid." It sets the bar by which all other romantic films are judged.
Why you'll both like it: Casablanca is easily one of the best movies ever made, and it's even better when you can share it with someone.
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I made a point to avoid this movie for a long time, but I finally caved. I was pleasantly surprised by how good the dialogue is. I still consider Pretty Woman to be a full-on chick flick, but it's my favorite because the lines never feel cheesy.
Why guys like it: It may be a hard sell, but get your guy to watch. It's a good introduction to the world of chick flicks, and he should probably get used to them anyway.
Why girls like it: Richard Gere and Julia Roberts are both at their peak in terms of talent and looks. It's fun watching ice-cold businessman Gere gradually melt for Roberts.
Why you'll both like it: It's sexy, in an early nineties kind of way.
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This is probably the only movie that my fiancée and I enjoy equally. A little action, a little romance and a lot of humor that has somehow stood the test of time.
Why guys like it: The humor isn't gender-specific like in so many chick flicks (see: any movie that has the line "you go, girl!"). Plus, every guy has a soft spot in his heart for Andre the Giant.
Why girls like it: The romance is fairy-tale sweet and free of adult complications. It's never a downer.
Why you'll both like it: There's always something either romantic or funny (or both) happening. It's a lovable movie you can watch over and over and hopefully pass on to your own kids when they start to date. Don't worry, it's PG.