Indy,
there are plugins for Winamp that offer gapless output. Try searching the Winamp site for such plugins.
A quick search showed me these 2 plugins:
http://www.winamp.com/plugins/detail...ponentId=11282
http://www.winamp.com/plugins/detail...ponentId=24303
From what I know, none of these plugins solves the problem 100% of the time or creates other problems.
Stoepsel