Comment 1 for bug 1424246

I ran your script (bumped it to 100 attempts) and couldn't reproduce the problem.

Then I took each A record for seccdn.libravatar.org:

seccdn.libravatar.org. 3379 IN A 5.35.241.22
seccdn.libravatar.org. 3379 IN A 166.78.0.128
seccdn.libravatar.org. 3379 IN A 162.242.146.192

and put it in my /etc/hosts before re-running the script to see if any one of these was causing problems. Nope.

So I tried each AAAA record next:

seccdn.libravatar.org. 3202 IN AAAA 2001:4800:7810:512:8a30:6c1b:ff04:50be
seccdn.libravatar.org. 3202 IN AAAA 2001:4800:7816:517:8a30:6c1b:ff04:60cb
seccdn.libravatar.org. 3202 IN AAAA 2a01:488:66:1000:523:f116:0:1

and found that the last one did in fact return an error:

Attempt 0
Traceback (most recent call last):
  File "./libravatar-test", line 7, in <module>
    requests.get(url)
  File "/usr/lib/python2.7/dist-packages/requests/api.py", line 52, in get
    return request('get', url, **kwargs)
  File "/usr/lib/python2.7/dist-packages/requests/api.py", line 40, in request
    return s.request(method=method, url=url, **kwargs)
  File "/usr/lib/python2.7/dist-packages/requests/sessions.py", line 229, in request
    r.send(prefetch=prefetch)
  File "/usr/lib/python2.7/dist-packages/requests/models.py", line 631, in send
    raise SSLError(e)
requests.exceptions.SSLError: hostname 'seccdn.libravatar.org' doesn't match 'mail.cweiske.de'

but that's a different error than what you've got. I wonder whether requests 0.12.1 supports SNI.

Can you confirm that the server you're having problems with is 2a01:488:66:1000:523:f116:0:1 or am I looking at a different problem?