I'm kinda in the same boat. Call me stupid, naive, slow to the game, or whatever, but when the iPad was released I didn't see how it was little more than an overside iPod/iPhone. Now I really want one. I played with one for a good half hour at Best Buy and it's just...so tempting. At the time I really didn't have the money either, but now I can afford it. It's just so hard to justify dropping $699 (3G version) on something so...tied down. Tied down to iOS and not with a 'real' operating system like my Macbook Pro. Ah, well, whatever.
I'm just wondering what the resale value of a little used iPad would reach on eBay if I tried to sell it when the iPad 2 was announced and I wanted to get instead. Could I get at least 50% of what I paid?