Right now if someone tries to run Pywikibot and doesn't have Requests installed you'll just get "ImportError: No module named requests Python module request is required. Try running 'pip install request'". This is a source of confusion, see https://www.wikidata.org/wiki/Wikidata:Project_chat#Pywikibot (https://www.wikidata.org/w/index.php?title=Wikidata:Project_chat&oldid=237132448#Pywikibot).
We should modify the code a bit that if Requests is missing and a user fires up Pywikibot, the user will get some nice commandline output explaining that Pywikibot requires the library requests (with a link to http://docs.python-requests.org/en/latest/) and that it needs to be installed first. Probably the suggestion to run "pip install request" or to have a look at http://docs.python-requests.org/en/latest/user/install/#install if that doesn't work.