I use GAE a lot, and the thing that worries me about bundling with web2py is that when GAE updates they detect that your dev_appserver.py and appcfg.py are running an out of date version. so far they don't stop you from running the old version but they could. I would not want web2py to be broken for GAE users just because GAE updated and web2py did not make a new release.
just my 3 cents.