Paul Moore added the comment:

Nothing obvious or Windows-specific from what I can see. It does seem to me 
that EnvironmentVarGuard doesn't monkeypatch os.environ even though it looks 
like it intends to (__exit__ sets it back, but __enter__ doesn't monkeypatch 
it). So maybe that's doing something weird?

I'll try to have a better look later (not much spare time right now).

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<http://bugs.python.org/issue20053>
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