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Since I am usually working with a lot of tabs it's a bit unproductive to switch videos from my playlist.
Is there a Internet Explorer/Winamp/Windows Media Player solution for this?
If not, is there a seperate application that can play my youtube videos?

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It's not a desktop application per se, but what about creating an application shortcut to YouTube with Chrome? It will create a shortcut on your desktop that will open YouTube in a dedicated Chrome window with no browsing controls or tabs. It's also nice for Gmail, Google Calendar, and other self-contained web applications that you may use.

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You can have a look at Boxee or DeskTube

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DeskTube is currently unavailable: desktube.tv/index.php –  the_drow Nov 9 '10 at 19:01
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I have found this, however it doesn't let you import your own playlists from youtube.

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