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Martin, thanks for the recent activity in this area. Sorry I've not yet learned how to submit patches. python_dev keeps busy changing the process and tools, and I keep busy with other projects, having patched a version of http-server well enough for my personal needs.
Your analysis that this is a new feature because the code doesn't support it, and the documentation is vague has some merit. 
On the other hand, the reason I called it a behavior bug in the first place is comparison to other web servers that support multi-part paths to cgi scripts indicates it is clearly deficient by comparison... and the documentation isn't explicit enough to say so, so it can be considered a "deficient" if not "buggy" implementation. Certainly, any attempt to port a real web site that depends heavily on cgi scripts to http-server would be extremely likely to fail due to this deficiency, that is not documented as a limitation of the "generally expected" abilities of a web server.
It'd sure be nice to fix it, whether it is called a bug or an enhancement, and the fix is in the comments above.