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Things to check for are:
1) What kurty[B] said, check the Winamp folder, and check for the audioscrobbler/last.fm plugin
2) In earlier versions of the last.fm program, it would not install the plugins correctly if they were installed anywhere except for the C:\program files\(player directory). I have it installed for iTunes, on a D:\itunes folder, and had to manually place the plugin in that directory.
3) when you are playing music in Winamp, and you open the last.fm program, does the track bar say "Track Scrobbled", "time remaining", or "Currently listening to" anywhere? If any of those do not come up at any time, then there is a problem with the plugin
4) Did you enter your information - user name and password? Verify by logging out of the website, and logging back in. Use the same user name and password on the site and in the program.
5) There is an option to not scrobble tracks in the last.fm program. Make sure that the "Do not scrobble tracks" option is not selected
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