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Allow retrying local (but not remote) authentication failures #230

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Feb 19, 2024
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64 changes: 49 additions & 15 deletions emailproxy.py
Original file line number Diff line number Diff line change
Expand Up @@ -6,7 +6,7 @@
__author__ = 'Simon Robinson'
__copyright__ = 'Copyright (c) 2024 Simon Robinson'
__license__ = 'Apache 2.0'
__version__ = '2024-01-20' # ISO 8601 (YYYY-MM-DD)
__version__ = '2024-02-15' # ISO 8601 (YYYY-MM-DD)
__package_version__ = '.'.join([str(int(i)) for i in __version__.split('-')]) # for pyproject.toml usage only

import abc
Expand Down Expand Up @@ -1416,11 +1416,17 @@ class IMAPOAuth2ClientConnection(OAuth2ClientConnection):

def __init__(self, connection_socket, socket_map, proxy_parent, custom_configuration):
super().__init__('IMAP', connection_socket, socket_map, proxy_parent, custom_configuration)
(self.authentication_tag, self.authentication_command, self.awaiting_credentials,
self.login_literal_length_awaited, self.login_literal_username) = self.reset_login_state()

def reset_login_state(self):
self.authentication_tag = None
self.authentication_command = None
self.awaiting_credentials = False
self.login_literal_length_awaited = 0
self.login_literal_username = None
return (self.authentication_tag, self.authentication_command, self.awaiting_credentials,
self.login_literal_length_awaited, self.login_literal_username) # avoid defining outside init complaint

def process_data(self, byte_data, censor_server_log=False):
str_data = byte_data.decode('utf-8', 'replace').rstrip('\r\n')
Expand Down Expand Up @@ -1525,11 +1531,11 @@ def authenticate_connection(self, username, password, command='login'):
if self.server_connection:
self.server_connection.authenticated_username = username

else:
error_message = '%s NO %s %s\r\n' % (self.authentication_tag, command.upper(), result)
error_authentication_tag = self.authentication_tag
self.reset_login_state()
if not success:
error_message = '%s NO %s %s\r\n' % (error_authentication_tag, command.upper(), result)
self.send(error_message.encode('utf-8'))
self.send(b'* BYE Autologout; authentication failed\r\n')
self.close()


class POPOAuth2ClientConnection(OAuth2ClientConnection):
Expand Down Expand Up @@ -1605,8 +1611,10 @@ def send_authentication_request(self):
self.connection_state = self.STATE.XOAUTH2_AWAITING_CONFIRMATION
super().process_data(b'AUTH XOAUTH2\r\n')
else:
self.server_connection.username = None
self.server_connection.password = None
self.connection_state = self.STATE.PENDING
self.send(b'-ERR Authentication failed.\r\n')
self.close()


class SMTPOAuth2ClientConnection(OAuth2ClientConnection):
Expand Down Expand Up @@ -1690,8 +1698,10 @@ def send_authentication_request(self):
self.connection_state = self.STATE.XOAUTH2_AWAITING_CONFIRMATION
super().process_data(b'AUTH XOAUTH2\r\n')
else:
self.server_connection.username = None
self.server_connection.password = None
self.connection_state = self.STATE.PENDING
self.send(b'535 5.7.8 Authentication credentials invalid.\r\n')
self.close()


class OAuth2ServerConnection(SSLAsyncoreDispatcher):
Expand Down Expand Up @@ -1890,6 +1900,7 @@ def __init__(self, connection_socket, socket_map, proxy_parent, custom_configura
self.capa = []
self.username = None
self.password = None
self.auth_error_result = None

def process_data(self, byte_data):
# note: there is no reason why POP STARTTLS (https://tools.ietf.org/html/rfc2595) couldn't be supported here
Expand All @@ -1914,6 +1925,7 @@ def process_data(self, byte_data):
if capa_lower == 'user':
has_user = True
super().process_data(b'%s\r\n' % capa.encode('utf-8'))
self.capa = []

if not has_sasl:
super().process_data(b'SASL PLAIN\r\n')
Expand All @@ -1930,16 +1942,25 @@ def process_data(self, byte_data):
if str_data.startswith('+') and self.username and self.password: # '+ ' = 'please send credentials'
success, result = OAuth2Helper.get_oauth2_credentials(self.username, self.password)
if success:
self.client_connection.connection_state = POPOAuth2ClientConnection.STATE.XOAUTH2_CREDENTIALS_SENT
# because get_oauth2_credentials blocks, the client could have disconnected, and may no-longer exist
if self.client_connection:
self.client_connection.connection_state = (
POPOAuth2ClientConnection.STATE.XOAUTH2_CREDENTIALS_SENT)
self.send(b'%s\r\n' % OAuth2Helper.encode_oauth2_string(result), censor_log=True)
self.authenticated_username = self.username

self.username = None
self.password = None
if not success:
# a local authentication error occurred - send details to the client and exit
super().process_data(b'-ERR Authentication failed. %s\r\n' % result.encode('utf-8'))
self.close()
# a local authentication error occurred - cancel then (on confirmation) send details to the client
self.send(b'*\r\n') # RFC 5034, Section 4
self.auth_error_result = result

elif str_data.startswith('-ERR') and not self.username and not self.password:
self.client_connection.connection_state = POPOAuth2ClientConnection.STATE.PENDING
error_message = self.auth_error_result if self.auth_error_result else ''
self.auth_error_result = None
super().process_data(b'-ERR Authentication failed. %s\r\n' % error_message.encode('utf-8'))

else:
super().process_data(byte_data) # an error occurred - just send to the client and exit
Expand Down Expand Up @@ -1980,6 +2001,7 @@ def __init__(self, connection_socket, socket_map, proxy_parent, custom_configura

self.username = None
self.password = None
self.auth_error_result = None

def process_data(self, byte_data):
# SMTP setup/authentication involves a little more back-and-forth than IMAP/POP as the default is STARTTLS...
Expand Down Expand Up @@ -2017,6 +2039,7 @@ def process_data(self, byte_data):
're-sending greeting ]')
self.client_connection.connection_state = SMTPOAuth2ClientConnection.STATE.EHLO_AWAITING_RESPONSE
self.send(self.ehlo) # re-send original EHLO/HELO to server (includes domain, so can't just be generic)
self.ehlo = None
else:
super().process_data(byte_data) # an error occurred - just send to the client and exit
self.close()
Expand All @@ -2026,17 +2049,28 @@ def process_data(self, byte_data):
if str_data.startswith('334') and self.username and self.password: # '334 ' = 'please send credentials'
success, result = OAuth2Helper.get_oauth2_credentials(self.username, self.password)
if success:
self.client_connection.connection_state = SMTPOAuth2ClientConnection.STATE.XOAUTH2_CREDENTIALS_SENT
# because get_oauth2_credentials blocks, the client could have disconnected, and may no-longer exist
if self.client_connection:
self.client_connection.connection_state = (
SMTPOAuth2ClientConnection.STATE.XOAUTH2_CREDENTIALS_SENT)
self.authenticated_username = self.username
self.send(b'%s\r\n' % OAuth2Helper.encode_oauth2_string(result), censor_log=True)

self.username = None
self.password = None
if not success:
# a local authentication error occurred - send details to the client and exit
# a local authentication error occurred - cancel then (on confirmation) send details to the client
self.send(b'*\r\n') # RFC 4954, Section 4
self.auth_error_result = result

# note that RFC 4954 says that the server must respond with '501', but some (e.g., Office 365) return '535'
elif str_data.startswith('5') and not self.username and not self.password:
if len(str_data) >= 4 and str_data[3] == ' ': # responses may be multiline - wait for last part
self.client_connection.connection_state = SMTPOAuth2ClientConnection.STATE.PENDING
error_message = self.auth_error_result if self.auth_error_result else ''
self.auth_error_result = None
super().process_data(
b'535 5.7.8 Authentication credentials invalid. %s\r\n' % result.encode('utf-8'))
self.close()
b'535 5.7.8 Authentication credentials invalid. %s\r\n' % error_message.encode('utf-8'))

else:
super().process_data(byte_data) # an error occurred - just send to the client and exit
Expand Down