As of sk1p from stackoverflow¹:
This is actually an issue with urllib3, not with pyopenssl. Debian
lately compiles OpenSSL without SSLv3 support, and urllib3 just assumed
that support was there.
The issue was fixed in commit b9b3b0102² which is part of the 1.10
release of urllib3.
[1]
http://stackoverflow.com/questions/28987891/patch-pyopenssl-for-sslv3-issue
[2]
https://github.com/shazow/urllib3/commit/b9b3b0102ead7ad8ad086c39737f22ddefa7e626
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