Vitaly Kruglikov <vitaly.k...@gmail.com> added the comment:

> What would those side-effects be?

Christian Heimes suggested that 
> A context contains elements that can't be cloned easily, e.g. session 
> resumption tickets.

My concern then would be potential side-effects from such session resumption 
tickets and anything else that one connection attempt might save/change within 
an SSL Context that might have an undesirable side-effect on the follow-on 
connection attempts.

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Python tracker <rep...@bugs.python.org>
<https://bugs.python.org/issue33023>
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