OK - found the issue. For some reason I wasn't able to catch, there was a log in the django console saying the following:
Exception happened during processing of request from ('127.0.0.1', 53242)
Traceback (most recent call last):
File "/System/Library/Frameworks/Python.framework/Versions/2.7/lib/python2.7/SocketServer.py", line 599, in process_request_thread
self.finish_request(request, client_address)
File "/System/Library/Frameworks/Python.framework/Versions/2.7/lib/python2.7/SocketServer.py", line 334, in finish_request
self.RequestHandlerClass(request, client_address, self)
File "/Library/Python/2.7/site-packages/Django-1.8.13-py2.7.egg/django/core/servers/basehttp.py", line 102, in init
super(WSGIRequestHandler, self).init(*args, **kwargs)
File "/System/Library/Frameworks/Python.framework/Versions/2.7/lib/python2.7/SocketServer.py", line 655, in init
self.handle()
File "/Library/Python/2.7/site-packages/Django-1.8.13-py2.7.egg/django/core/servers/basehttp.py", line 167, in handle
self.raw_requestline = self.rfile.readline(65537)
File "/System/Library/Frameworks/Python.framework/Versions/2.7/lib/python2.7/socket.py", line 480, in readline
data = self._sock.recv(self._rbufsize)
timeout: timed out
Did a sudo pip install urllib3
(unaware why this solves the issue) and was able to post questions.