Songs Stuck in Waiting Status

I subscribed to iTunes Match and let it do it's thing. After about 5 days, I still have 21 songs that I purchased from iTunes(with DRM)showing waiting. I have tried to force them to update but still shows waiting.
Any thoughts?

In general, when a track in your iTunes library has a status of "waiting" that means it is in queue to be uploaded. However that may not be what is happening to your particular songs.
Has iTunes Match finished it's initial scan, match and upload process? You can tell by looking in the left-hand column of iTunes under Store. If there is an "iTunes Match" click it and you can see what the process is doing.
If iTunes Match has finished you may need to do a little monkeying with the files. Create a Smart Playlist with these critera:
You can omit the last entry if you like. I just use it to keep Digital Booklets out of the playlist. Next, enable the iCloud Status, iCloud Download, Bit Rate and Kind columns by pulling down View > View Options, selecting the check boxes and clicking OK.
What you should see in these colums will tell you what is happening with the files. You may find these two KB articles helpful in your trouble shooting:
http://support.apple.com/kb/ts4124
http://support.apple.com/kb/TS4054
If the articles don't load the first time just reload the page.

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