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I'm interested in hearing from people who own both systems and have played similar titles too.
I own the PS2 and Madden 2002. After playing Madden on Xbox, I'd go with the PS2 version. It's the same game. The graphics are slightly better on the Xbox (3D crowd). The controls blow on the Xbox though. The black and white buttons are in horrible positions compared to the playstations L2 and R2 buttons. I don't like the Xbox's controller compared to the ps1/2's controllers in general. It isn't as comfortable in my hands and the button layout is awkward.
Most of the good titles out there, or coming out, are cross-platform. The only 2 Xbox exclusive titles I see that are worth buying right now are Halo and Fever(maybe). I played Halo and it's a good game.
Fever does sound like a cool game, but I heard the passing game is seriously flawed. It's too easy to make completions and the amount of interceptions when playing D , are totally unrealistic.
That ruins it for more because I'd much rather play a more realistic sim. I read that the clouds moving overhead shadow's show up on the field while you're playing. That sounds like an awesome feature.
I was going to pick up an Xbox tomorrow, but now I'm thinking I'd be better off using that money to buy some more PS2 games.