According to https://python.readthedocs.io/en/stable/whatsnew/3.5.html:

The SMTPServer class now advertises the 8BITMIME extension (RFC 6152) if decode_data has been set True. If the client specifies BODY=8BITMIME on the MAIL command, it is passed to SMTPServer.process_message() via the mail_options keyword. (Contributed by Milan Oberkirch and R. David Murray in bpo-21795.)

This means that process_message gets a mail_options kwarg. However, the smtpd PureProxy and MailmanProxy don't take keyword arguments, which results in an exception.

One way to trigger this is to run a debug mailserver and send a mail to it:

$ python3 -m smtpd -n
error: uncaptured python exception, closing channel <__main__.SMTPChannel connected ('::1', 52007, 0, 0) at 0x10e7eddd8> (<class 'TypeError'>:process_message() got an unexpected keyword argument 'mail_options' [/usr/local/Cellar/python/3.7.2_1/Frameworks/Python.framework/Versions/3.7/lib/python3.7/asyncore.py|read|83] [/usr/local/Cellar/python/3.7.2_1/Frameworks/Python.framework/Versions/3.7/lib/python3.7/asyncore.py|handle_read_event|422] [/usr/local/Cellar/python/3.7.2_1/Frameworks/Python.framework/Versions/3.7/lib/python3.7/asynchat.py|handle_read|171] [/usr/local/Cellar/python/3.7.2_1/Frameworks/Python.framework/Versions/3.7/lib/python3.7/smtpd.py|found_terminator|386])

Thanks for the report. smtpd is deprecated in favor of aiosmtpd. Some of the fixes were closed in the past as won't fix. Please see https://bugs.python.org/issue35788#msg334088 and the discussion for deprecation and removal.

Hi, did you see https://bugs.python.org/issue35788#msg334155 later in the issue?

Sorry, I overlooked that one. While searching for other smtpd issues many of them were closed as won't fix and hence my message. Thanks for the link.

I'm closing this in favor of #35799 because someone has to first make a remove-or-fix decision, which is mentioned there.