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For those who are not Gen X males and may be wondering about John Cusack's appeal, allow me to explain. It isn't because he's a good actor; there are plenty of good actors. It's because of the character he always played back in the day...
Cusack always played a guy who to outward appearances, and in the opinion of the popular kids, was a dork, but in fact was actually COMPLETELY AWESOMELY COOL. The events of the film would reveal this unacknowledged coolness, and he might even get the girl...
To a certain kind of boy - like, say, the kind who would grow up to be a writer - this was a character with whom they would powerfully identify. That's why Gen X guys love John Cusack. /end
