and you don't have a lot of disc space you should/could save the music files as wma files rather than mp3. wma files are about one third of the size of mp3s (depending on the quality setting you choose). I have saved my music as wma files at near cd quality, I can't tell the difference in quality from the original.
I use nero 5.5 with the file converter plug in, I find it to be a great prog.
Winamp, as suggested by anon1 will play all the music in a particular folder, drive or whatever. It is small and light, and works very well. All that you should need is the "lite" version from click here
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