Freedom of choice implies that you do have to make choices though. If I buy a Ford, and later decide that a Chevy is what I want, I don't complain...I sell the Ford.

If I have a windows computer, and I buy a mac, I can't run all my windows software. The developers of that software may not even make mac equivalents.

The idea that choices need to be ultimately convenient and consequence free is just not realistic. Depreciation, transaction costs, and functional differences between products are a consumer's problem to manage.

I agree with you on media files, but, I also know that there are plenty of workarounds to exporting iTunes specific media formats if you would rather leave iTunes behind.