As the traceback suggests, you don't have permission to write there. You'll need to run that as an administrator, but note that you'll run into a different issue using the 'pip' command to upgrade itself; use 'py -3.5 -m pip install -U pip' instead. 

Also, pip is not actually part of the standard library, it's just bundled with CPython. For any change you'd like to see in pip's behavior, you'll need to raise an issue on pip's issue tracker (https://github.com/pypa/pip/issues).