Brett Cannon <br...@python.org> added the comment:

> Suffice to say, is there a significant reason to not allow it?

We have to support that use-case forever. ;) In all seriousness, relative paths 
get tricky when you forget to resolve the path as appropriate (and in a way 
that people expect) and it requires making sure that this will work for the 
next 30 years, so it's not a small thing to take on.

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Python tracker <rep...@bugs.python.org>
<https://bugs.python.org/issue39469>
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