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I'm kind of in the same boat right now. I really want to get a PSP soon, and I'm looking at the PSP Go because it's so much smaller and sleeker than the PSP-3000. I really don't think people realize just how small the PSP Go is, and just how big the PSP-3000 is.

Not to mention that being all digital means you can carry around a large library of games without carrying around a bunch of UMDs/cartridges that you can potentially lose. The only thing is that there seems to be a lot of good/great PSP games that aren't available on the PSN yet. I really hope that Sony redoubles their efforts in the digital distribution sector for the PSP.

All that said, I think you should wait for E3, for the potential of a PSP2 announcement (dual analog please).