The reason is very simple: When you buy a bootleg then you don't support the original artist with your money, but the bootleggers.
So you could as well just leech the music somewhere of the net. But at least for me, I want to support the artist when I buy something. So the main problem is cash flow, the money doesn't end up where it belongs but somewhere in Taiwan.
For me bootlegs are a far more serious problem than filesharing is.
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