And I'd really prefer not to pay second time. Because that reinforces the behavior of profiting by screwing people up. Maybe it saves my time. But it is unethical.
Before downloading apps was the norm, no company would issue a second copy of something you bought.
And with the app store, in just a year or so I already had a couple of cases when I lost access to an installer. One was that I lost iPhoto, with OS upgrade on Air. Another, temporarily, for around a week I had no access to XCode installer [because of some screw up in the store].
Unfortunately pirated packages are often filled with malware. Not exactly what you want. So a much better choice is just going with open source. Picasa, instead of iPhoto, etc...
You are not buying the disk with the data, you are buying a license to run the software. Even when you pirate it, the license should still apply.
I understand than with P2P networks, you are distributing the file while downloading and that's when they get upset.
Re: downloading, the EFF's Fred von Lohmann says it's probably infringement[1], and so do the media companies, of course.
[1]: http://arstechnica.com/tech-policy/2009/09/p2p-downloading-i...
Ethically I think it is obvious such a thing would be completely reasonable. Technically almost certainly not.