I'll take the music. Imagine saying you can only listen to music that's more than 20 years old today - that's where somebody would get who opted for the system. For some, that wouldn't be a problem. For me, I'd feel like I had partially died.
The other question would have been a lot harder if it had been a sliding scale of some sort - I could easily do with 2000 CDs instead of 10000, but the boombox would necessarily limit my enjoyment to the point that it would diminish how much time and energy I put into it. However, a couple thousand CDs with a modest budget (say $1000-1500) and I could say my enjoyment wouldn't be diminished much at all. -Kirk