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Downloading .mp3s for free is illegal if you're looking for 'published artist' MP3s... iTunes and Amazon are pretty good for buying mp3s.
If you like video game music/techno, www.ocremix.org for free video game remixes--this is legal, of course, it's fan made music. I'm quite a fan of the stuff, a lot of variety and by your signature--looks like you're into Final Fantasy, and they have a lot of Final Fantasy remixes.A lot of Chrono Trigger and everything else too... but yeah, geeky music and it's free. =D
Yeah, agreed. That's the only reason I download... try before you buy... heh. And then obsessively buy! WHEE!It goes against copyright protction, but if you're ooking for free, check out torrents. I often download for free to figure out if I like something enough to buy it or not, since it can be hard to determine that with a clip.
If you buy the song on ITunes you can have it on your computer and burn it to CD no problem. You can get it to your MP3 player too. Just put the burned CD back in, re-rip it(you can even use ITunes), make sure it rips it into MP3 format, and you're golden. I don't really consider it cracking copy protection if you can use Apple's own program to get it back into MP3 format.I think last I checked, Walmart had the best price on mp3's. I'm not sure if they have them in a proprietary format or not (which is the problem with iTunes; IIRC, you can't, say, buy a song and put it on your PC, mp3 player AND burn it to CD because of their file protection shit).
It goes against copyright protction, but if you're ooking for free, check out torrents. I often download for free to figure out if I like something enough to buy it or not, since it can be hard to determine that with a clip. The better torrent sites (IMO) like Mininova have a lot of users giving feedback on the files so one is more likely to get a good copy, avoiding the fakes and poor quality files. However, torrent files can easily be found wherever they exist by googling the name of the song/movie/artist/whatever along with "torrent" (e.g. google Aerosmith torrent or Aerosmith Crazy torrent). And because you're usually downloading little bits of the file from many different sources, you're less likely to have security problems than if you were getting it from one or a few random sources.

You can download songs off YouTube, if you don't mind them being a little bit low-resolution. You can't do it directly, but you can do it through this website:
http://listentoyoutube.com/index.php