These days I have developed a strange habit. I sleep with my earphones on. And whole night the laptop is playing the iTunes library in shuffle and repeat mode. Well it's not exactly new. I remember I used to drain the batteries of my Sony Walkman in a single night. But at least then I never used to listen to Trivium, Tool, Black Sabbath and stuff!
If I haven't said it before, I will say it now. VLC is the best damn video/audio player there is. It simply kicks butt of Windows Media Player (duh!), iTunes (duh!), Real Player (DUH!). I haven't used WinAmp since 2.9* ages, but I have read that v3* and v5* are pure crap. So if you are not using VLC, give it a try. I bet you won't go back.