Are you still using the default Windows Media Player that came with Windows? Or have you moved on to Winamp? Maybe it is time to give MediaMonkey a try. The feature I like most about it is the ease at which I can add songs to various playlist, add ratings, download Album Art, Lyrics and Tag information from the web.
This is not a product review and so there is not going to be an in depth analysis on the benefit of using MediaMonkey versus other media players. But this is a software I changed to after using Winamp for almost 10 years. Trust me, if you use it for a few days and utilize its features, then you will not be able to go back to Winamp.