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I have very very rarely felt that kind of disappointment. Maybe because I'm obsessive about thinking through the purchase and the cost before I take the plunge. Maybe just because I love gadgets, so it's hard to disappoint. And I usually overanalyze until I get a pretty good idea of the gadget's weaknesses also. But I do tend to stick to pdas, smartphones, computing devices, or accessories with a specific purpose (so it's pretty likely to get used often.) The Sony Reader was actually a bit of a stretch for me. But it was just soooo cool! ;-)
Where I would run into problems is if I would jump on scanners, graphic pads, digital pens, media players, video game stuff, etc that I may not actually end up using.
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