Open Source vs. Operating System – a dilemma

On a completely abstract level, if you had a choice between using proprietary software on OS X, or installing Windows in order to use some open source software which for some reason only runs on Windows, which would you do?

I suppose the answer might turn on how good you think OS X is (partially open source, prettier, easier to use, less crufty) and how much you hate Windows, but perhaps this question is more complicated than that?