I still use Winamp, hell, I even paid for it a few years back after a solid decade of using it. It's better than Windows Media Player, it did a better job managing my crappy iPod Classic that I got as a gift than that piece of crap iTunes could ever have dreamed... burned CDs, had good plugins, did just about everything I'd ever want it to. It's not like I bothered to download updates on a regular basis, pretty much feature complete for my purposes already. It really whooped the llama's ass.
But I wonder if at some point I'll need to move on to other software. So what's good these days?