Hardly ever, unless the artist/band is new and could use the money form me buying it. If it's a popular/already big/rich artist or band then never. A whole $.99 from me isn't going to matter to them.
I sometimes pay for music. Just to be safe, and not get another keylogger, yes I pay for music SOMETIMES. I go out and buy a $25 dollar iTunes giftcard and purchase like hell. But, if I do use the illegal stuff, I have my brother do it for me .
Sometimes. Used limewire for a while but it gave me viruses and I found a program called legalsounds.com that sold songs for 10 cents each, so now I pay.