I'm bringing this thread back just because I want to make sure I explained it correctly. Below is a link to two quick sound clips...."gap" is when the stereo tool plugin is used, "gapless" is with the default Winamp plugin (Nullsoft Signal Processing Studio). I know above the comment was made Winamp doesn't have gapless. Well, this the end of a track by Dave Matthews Band called #41, and on the CD, goes right into the next song, Say Goodbye. You can clearly hear the gap/jump in the "gap" file, and you can hear how it all sounds like one track on the "gapless" file. Again, just confirming that this is a limitation of Stereo Tool with Winamp, and there's no way around it.
https://soundcloud.com/matthew-maker-1/sets/stereo-tool