In this talk we will look into a few bug cases or doubtful features in CPython some of which are still present (and known to bugs.python.org) and may impose a security risk for admins or organizations. We will learn why running Python interpreter in random directory can be harmful which is related to interpreter libs loading, a possibility for installed modules to inject code into any Python script execution (even if the installed library is not imported), a socket.inet_aton issue that actually comes from glibc and risks involved with those cases and possible mitigations of those risks.