The now playing that show the song name on message board of windows live messeenger works only with mediaplayer and the itunes maybe, If you want show a song with winamp you must install a plugin:
Not Tested
Plugin for WinAmp
Tested
Plugin for Msn-Plus
Not Tested
Msn 7 or lastest
I installed the MsnPlus plugin (if you don’t have msn-plus [...]
