Playing purchased music on your shuffle

I purchased some music from the music store yesterday after having my ipod for about a year. I can drag and drop the files onto my shuffle, but they won't play. The shuffle seems to think it is empty and won't play any music (I only copied across the 10 tracks I purchased). The music will play through iTunes.
I checked I have the latest version if iTunes. I have also restored factory settings on the shuffle and made sure I have the latest version of software.
Can anyone help me?
Thanks!
PC Windows XP
PC   Windows XP  

I am having the exact same problem. I too, bought my shuffle about a year ago. I also, for the first time, bought about 10 songs from the online store last night. I have tried everything to fix the problem (updated software and shuffle, restarted computer, restored shuffle) with absolutely no luck. The songs also play on iTunes and show up on the screen as if they are in the shuffle when I plug the shuffle into the USB port (does that make sense?). Other music imported from my CDs plays on the shuffle.
I have tried the iTunes shuffle support and they just keep making the same suggestions which I tried over and over.
I have downloaded music from other online music stores and have had no problem playing it my shuffle. I switched because I thought iTunes would be easier. Perhaps I may have to switch back.
Does anyone have any other ideas. I have noticed that if I'm autofilling with a playlist of purchased and imported music, that as the shuffle is updating, the imported music has little circling arrows next it. The purchased music does not. The circling arrows I'm guessing indicates that its going to be loaded onto the shuffle. How do I make the purchased music get the circling arrows next to it? I'm desperate! Please help!
Dell Laptop   Windows XP  
Dell Laptop   Windows XP  
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