ITunes 10.7.0.21 smart playlist last skipped not updating

This is the playlist which I have.
Any song which I play get removed(as expected) once when it finishes. But songs which I skip still remain in the playlist. Despite me having a rule saying Last Skipped not in last 30 days. This is driving me nuts!
I have iTunes 10.7 on both windows and mac with the same problem. Both of them are linked through iTunes Match. Please help!
I use to work fine before. Until something screwed it up!

HI I read your post and was wondering if u have fixed the problem by yourself because I also have this problem where I press play on my music and nothing happens. Have any suggestions or answers?

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