Q: How do I download select songs from iTunes on my MAC to my walkman

This may help - http://www.ehow.com/how_8107216_put-songs-sony-walkman-mac.html.

BTW, this forum is for questions about iTunes U, Apple's service for colleges and universities to post educational material in the iTunes Store. Normally you will get the quickest and most applicable responses if you ask your questions in the general iTunes forums.

Regards.