Python3.2 uses the outdated libssl0.9.8 so when you have openssl 1.1.0 installed, and would like to use the new features in python, you need to recompile it against libssl1.1.
But Python < 3.5 does not have a support for openssl1.1.0. I would suggest try first with python 3.5.3.

We are getting "half" OT here..sorry for that. Following discussion about youtube-dl, or newer python should go to the according thread or to a new one please.