Tom, I have no regrets. It was an inconvenient waste of time, but the alternative would be to buy into corporate paradigms that make assumptions about how I want (and am allowed) to use their products.
I would never, not ever, download "pop" music using Microsoft DRM.
And my son would never want to listen to that anyway. (It's funny. He's a punky little rebel with an attitude...and yet he listens to classical music by personal choice. Sort of like Alex in "A clockwork orange", except maybe not sociopathic...).