I still use Winamp 2, though I recently installed Winamp 5 to take advantage of some new plugins. I still play with Sonique from time to time. (Winamp is still the best!).
As far as mp3 encoding, I still like Audio Catalyst(1999) for high bit rate mp3, and speed. Audio Grabber dates back to the same time period as Audio Catalyst, but the latest version is 2004 and isfreeware now
http://www.audiograbber.com*********/
I use Audio Grabber for fraunhofer IIs low bit rate mp3 24-112k, and it also has ogg vorbis, and lame mp3.
I used to love Real Player in the mid 90's, it had a nice warm sound, while Windows Media Player always had a metallic sound :P. Real Player became the biggest piece of spyware, resource sapping, infected garbage that was ever invented.