Sony MP3 to ipod

I have been using a Sony Walkman MP3 player for the last 3 or so years.  I have a couple and the oldest is about 15 months now.  With the Sonys you download their Sonic Stage software and store all the music on that.  However, Mrs Muppet has got an ipod shuffle and, having registered for iTunes, I haven't got a clue how to get the music from one to the other.  I currently have about 250 CDs worth of music on the Sonic Stage software and do not intend loading all the CDs back onto the computer to get them onto iTunes.

 The man in the shop said that you just drag and drop the files but he quite clearly didn't know the first thing about Sonic Stage (or MP3 players for that matter).

Can anyone give me some advice?

 Thanks

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