Take a look into pipenv issues and how he handles legitimate broken features such as --keep-outdated and you will know[1].
Requests I agree has been very stable.
Also as an extra reading regarding async support for requests take a look at this article by a Python core Developer(Nathaniel J. Smith):
"Why I'm not collaborating with Kenneth Reitz" https://vorpus.org/blog/why-im-not-collaborating-with-kennet...