Howto Clear Recent History and File List in Windows Media Player 11
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Click the arrow below the Now Playing tab, click More Options
Now you need to click the Privacy tab.You can use one of the following options.To remove the existing lists, click Clear History click on apply and ok.
To prevent the lists from being stored in the future, clear the Save file and URL history in the Player check box click on apply and ok.
To clear the list of files that are displayed in the Open dialog box, empty the list of recently used documents folder on your computer.
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Great little tip, thanks