@ai-ecoverse/wasix-python 3.14.2-2

package/lib/python3.14/smtplib.py

@@ -0,0 +1,1121 @@
+'''SMTP/ESMTP client class.
+
+This should follow RFC 821 (SMTP), RFC 1869 (ESMTP), RFC 2554 (SMTP
+Authentication) and RFC 2487 (Secure SMTP over TLS).
+
+Notes:
+
+Please remember, when doing ESMTP, that the names of the SMTP service
+extensions are NOT the same thing as the option keywords for the RCPT
+and MAIL commands!
+
+Example:
+
+  >>> import smtplib
+  >>> s=smtplib.SMTP("localhost")
+  >>> print(s.help())
+  This is Sendmail version 8.8.4
+  Topics:
+      HELO    EHLO    MAIL    RCPT    DATA
+      RSET    NOOP    QUIT    HELP    VRFY
+      EXPN    VERB    ETRN    DSN
+  For more info use "HELP <topic>".
+  To report bugs in the implementation send email to
+      sendmail-bugs@sendmail.org.
+  For local information send email to Postmaster at your site.
+  End of HELP info
+  >>> s.putcmd("vrfy","someone@here")
+  >>> s.getreply()
+  (250, "Somebody OverHere <somebody@here.my.org>")
+  >>> s.quit()
+'''
+
+# Author: The Dragon De Monsyne <dragondm@integral.org>
+# ESMTP support, test code and doc fixes added by
+#     Eric S. Raymond <esr@thyrsus.com>
+# Better RFC 821 compliance (MAIL and RCPT, and CRLF in data)
+#     by Carey Evans <c.evans@clear.net.nz>, for picky mail servers.
+# RFC 2554 (authentication) support by Gerhard Haering <gerhard@bigfoot.de>.
+#
+# This was modified from the Python 1.5 library HTTP lib.
+
+import socket
+import io
+import re
+import email.utils
+import email.message
+import email.generator
+import base64
+import hmac
+import copy
+import datetime
+import sys
+from email.base64mime import body_encode as encode_base64
+
+__all__ = ["SMTPException", "SMTPNotSupportedError", "SMTPServerDisconnected", "SMTPResponseException",
+           "SMTPSenderRefused", "SMTPRecipientsRefused", "SMTPDataError",
+           "SMTPConnectError", "SMTPHeloError", "SMTPAuthenticationError",
+           "quoteaddr", "quotedata", "SMTP"]
+
+SMTP_PORT = 25
+SMTP_SSL_PORT = 465
+CRLF = "\r\n"
+bCRLF = b"\r\n"
+_MAXLINE = 8192 # more than 8 times larger than RFC 821, 4.5.3
+_MAXCHALLENGE = 5  # Maximum number of AUTH challenges sent
+
+OLDSTYLE_AUTH = re.compile(r"auth=(.*)", re.I)
+
+# Exception classes used by this module.
+class SMTPException(OSError):
+    """Base class for all exceptions raised by this module."""
+
+class SMTPNotSupportedError(SMTPException):
+    """The command or option is not supported by the SMTP server.
+
+    This exception is raised when an attempt is made to run a command or a
+    command with an option which is not supported by the server.
+    """
+
+class SMTPServerDisconnected(SMTPException):
+    """Not connected to any SMTP server.
+
+    This exception is raised when the server unexpectedly disconnects,
+    or when an attempt is made to use the SMTP instance before
+    connecting it to a server.
+    """
+
+class SMTPResponseException(SMTPException):
+    """Base class for all exceptions that include an SMTP error code.
+
+    These exceptions are generated in some instances when the SMTP
+    server returns an error code.  The error code is stored in the
+    `smtp_code' attribute of the error, and the `smtp_error' attribute
+    is set to the error message.
+    """
+
+    def __init__(self, code, msg):
+        self.smtp_code = code
+        self.smtp_error = msg
+        self.args = (code, msg)
+
+class SMTPSenderRefused(SMTPResponseException):
+    """Sender address refused.
+
+    In addition to the attributes set by on all SMTPResponseException
+    exceptions, this sets 'sender' to the string that the SMTP refused.
+    """
+
+    def __init__(self, code, msg, sender):
+        self.smtp_code = code
+        self.smtp_error = msg
+        self.sender = sender
+        self.args = (code, msg, sender)
+
+class SMTPRecipientsRefused(SMTPException):
+    """All recipient addresses refused.
+
+    The errors for each recipient are accessible through the attribute
+    'recipients', which is a dictionary of exactly the same sort as
+    SMTP.sendmail() returns.
+    """
+
+    def __init__(self, recipients):
+        self.recipients = recipients
+        self.args = (recipients,)
+
+
+class SMTPDataError(SMTPResponseException):
+    """The SMTP server didn't accept the data."""
+
+class SMTPConnectError(SMTPResponseException):
+    """Error during connection establishment."""
+
+class SMTPHeloError(SMTPResponseException):
+    """The server refused our HELO reply."""
+
+class SMTPAuthenticationError(SMTPResponseException):
+    """Authentication error.
+
+    Most probably the server didn't accept the username/password
+    combination provided.
+    """
+
+def quoteaddr(addrstring):
+    """Quote a subset of the email addresses defined by RFC 821.
+
+    Should be able to handle anything email.utils.parseaddr can handle.
+    """
+    displayname, addr = email.utils.parseaddr(addrstring)
+    if (displayname, addr) == ('', ''):
+        # parseaddr couldn't parse it, use it as is and hope for the best.
+        if addrstring.strip().startswith('<'):
+            return addrstring
+        return "<%s>" % addrstring
+    return "<%s>" % addr
+
+def _addr_only(addrstring):
+    displayname, addr = email.utils.parseaddr(addrstring)
+    if (displayname, addr) == ('', ''):
+        # parseaddr couldn't parse it, so use it as is.
+        return addrstring
+    return addr
+
+# Legacy method kept for backward compatibility.
+def quotedata(data):
+    """Quote data for email.
+
+    Double leading '.', and change Unix newline '\\n', or Mac '\\r' into
+    internet CRLF end-of-line.
+    """
+    return re.sub(r'(?m)^\.', '..',
+        re.sub(r'(?:\r\n|\n|\r(?!\n))', CRLF, data))
+
+def _quote_periods(bindata):
+    return re.sub(br'(?m)^\.', b'..', bindata)
+
+def _fix_eols(data):
+    return  re.sub(r'(?:\r\n|\n|\r(?!\n))', CRLF, data)
+
+
+try:
+    hmac.digest(b'', b'', 'md5')
+except ValueError:
+    _have_cram_md5_support = False
+else:
+    _have_cram_md5_support = True
+
+
+try:
+    import ssl
+except ImportError:
+    _have_ssl = False
+else:
+    _have_ssl = True
+
+
+class SMTP:
+    """This class manages a connection to an SMTP or ESMTP server.
+    SMTP Objects:
+        SMTP objects have the following attributes:
+            helo_resp
+                This is the message given by the server in response to the
+                most recent HELO command.
+
+            ehlo_resp
+                This is the message given by the server in response to the
+                most recent EHLO command. This is usually multiline.
+
+            does_esmtp
+                This is a True value _after you do an EHLO command_, if the
+                server supports ESMTP.
+
+            esmtp_features
+                This is a dictionary, which, if the server supports ESMTP,
+                will _after you do an EHLO command_, contain the names of the
+                SMTP service extensions this server supports, and their
+                parameters (if any).
+
+                Note, all extension names are mapped to lower case in the
+                dictionary.
+
+        See each method's docstrings for details.  In general, there is a
+        method of the same name to perform each SMTP command.  There is also a
+        method called 'sendmail' that will do an entire mail transaction.
+        """
+    debuglevel = 0
+
+    sock = None
+    file = None
+    helo_resp = None
+    ehlo_msg = "ehlo"
+    ehlo_resp = None
+    does_esmtp = False
+    default_port = SMTP_PORT
+
+    def __init__(self, host='', port=0, local_hostname=None,
+                 timeout=socket._GLOBAL_DEFAULT_TIMEOUT,
+                 source_address=None):
+        """Initialize a new instance.
+
+        If specified, `host` is the name of the remote host to which to
+        connect.  If specified, `port` specifies the port to which to connect.
+        By default, smtplib.SMTP_PORT is used.  If a host is specified the
+        connect method is called, and if it returns anything other than a
+        success code an SMTPConnectError is raised.  If specified,
+        `local_hostname` is used as the FQDN of the local host in the HELO/EHLO
+        command.  Otherwise, the local hostname is found using
+        socket.getfqdn(). The `source_address` parameter takes a 2-tuple (host,
+        port) for the socket to bind to as its source address before
+        connecting. If the host is '' and port is 0, the OS default behavior
+        will be used.
+
+        """
+        self._host = host
+        self.timeout = timeout
+        self.esmtp_features = {}
+        self.command_encoding = 'ascii'
+        self.source_address = source_address
+        self._auth_challenge_count = 0
+
+        if host:
+            (code, msg) = self.connect(host, port)
+            if code != 220:
+                self.close()
+                raise SMTPConnectError(code, msg)
+        if local_hostname is not None:
+            self.local_hostname = local_hostname
+        else:
+            # RFC 2821 says we should use the fqdn in the EHLO/HELO verb, and
+            # if that can't be calculated, that we should use a domain literal
+            # instead (essentially an encoded IP address like [A.B.C.D]).
+            fqdn = socket.getfqdn()
+            if '.' in fqdn:
+                self.local_hostname = fqdn
+            else:
+                # We can't find an fqdn hostname, so use a domain literal
+                addr = '127.0.0.1'
+                try:
+                    addr = socket.gethostbyname(socket.gethostname())
+                except socket.gaierror:
+                    pass
+                self.local_hostname = '[%s]' % addr
+
+    def __enter__(self):
+        return self
+
+    def __exit__(self, *args):
+        try:
+            code, message = self.docmd("QUIT")
+            if code != 221:
+                raise SMTPResponseException(code, message)
+        except SMTPServerDisconnected:
+            pass
+        finally:
+            self.close()
+
+    def set_debuglevel(self, debuglevel):
+        """Set the debug output level.
+
+        A non-false value results in debug messages for connection and for all
+        messages sent to and received from the server.
+
+        """
+        self.debuglevel = debuglevel
+
+    def _print_debug(self, *args):
+        if self.debuglevel > 1:
+            print(datetime.datetime.now().time(), *args, file=sys.stderr)
+        else:
+            print(*args, file=sys.stderr)
+
+    def _get_socket(self, host, port, timeout):
+        # This makes it simpler for SMTP_SSL to use the SMTP connect code
+        # and just alter the socket connection bit.
+        if timeout is not None and not timeout:
+            raise ValueError('Non-blocking socket (timeout=0) is not supported')
+        if self.debuglevel > 0:
+            self._print_debug('connect: to', (host, port), self.source_address)
+        return socket.create_connection((host, port), timeout,
+                                        self.source_address)
+
+    def connect(self, host='localhost', port=0, source_address=None):
+        """Connect to a host on a given port.
+
+        If the hostname ends with a colon (':') followed by a number, and
+        there is no port specified, that suffix will be stripped off and the
+        number interpreted as the port number to use.
+
+        Note: This method is automatically invoked by __init__, if a host is
+        specified during instantiation.
+
+        """
+
+        if source_address:
+            self.source_address = source_address
+
+        if not port and (host.find(':') == host.rfind(':')):
+            i = host.rfind(':')
+            if i >= 0:
+                host, port = host[:i], host[i + 1:]
+                try:
+                    port = int(port)
+                except ValueError:
+                    raise OSError("nonnumeric port")
+        if not port:
+            port = self.default_port
+        sys.audit("smtplib.connect", self, host, port)
+        self.sock = self._get_socket(host, port, self.timeout)
+        self.file = None
+        (code, msg) = self.getreply()
+        if self.debuglevel > 0:
+            self._print_debug('connect:', repr(msg))
+        return (code, msg)
+
+    def send(self, s):
+        """Send 's' to the server."""
+        if self.debuglevel > 0:
+            self._print_debug('send:', repr(s))
+        if self.sock:
+            if isinstance(s, str):
+                # send is used by the 'data' command, where command_encoding
+                # should not be used, but 'data' needs to convert the string to
+                # binary itself anyway, so that's not a problem.
+                s = s.encode(self.command_encoding)
+            sys.audit("smtplib.send", self, s)
+            try:
+                self.sock.sendall(s)
+            except OSError:
+                self.close()
+                raise SMTPServerDisconnected('Server not connected')
+        else:
+            raise SMTPServerDisconnected('please run connect() first')
+
+    def putcmd(self, cmd, args=""):
+        """Send a command to the server."""
+        if args == "":
+            s = cmd
+        else:
+            s = f'{cmd} {args}'
+        if '\r' in s or '\n' in s:
+            s = s.replace('\n', '\\n').replace('\r', '\\r')
+            raise ValueError(
+                f'command and arguments contain prohibited newline characters: {s}'
+            )
+        self.send(f'{s}{CRLF}')
+
+    def getreply(self):
+        """Get a reply from the server.
+
+        Returns a tuple consisting of:
+
+          - server response code (e.g. '250', or such, if all goes well)
+            Note: returns -1 if it can't read response code.
+
+          - server response string corresponding to response code (multiline
+            responses are converted to a single, multiline string).
+
+        Raises SMTPServerDisconnected if end-of-file is reached.
+        """
+        resp = []
+        if self.file is None:
+            self.file = self.sock.makefile('rb')
+        while 1:
+            try:
+                line = self.file.readline(_MAXLINE + 1)
+            except OSError as e:
+                self.close()
+                raise SMTPServerDisconnected("Connection unexpectedly closed: "
+                                             + str(e))
+            if not line:
+                self.close()
+                raise SMTPServerDisconnected("Connection unexpectedly closed")
+            if self.debuglevel > 0:
+                self._print_debug('reply:', repr(line))
+            if len(line) > _MAXLINE:
+                self.close()
+                raise SMTPResponseException(500, "Line too long.")
+            resp.append(line[4:].strip(b' \t\r\n'))
+            code = line[:3]
+            # Check that the error code is syntactically correct.
+            # Don't attempt to read a continuation line if it is broken.
+            try:
+                errcode = int(code)
+            except ValueError:
+                errcode = -1
+                break
+            # Check if multiline response.
+            if line[3:4] != b"-":
+                break
+
+        errmsg = b"\n".join(resp)
+        if self.debuglevel > 0:
+            self._print_debug('reply: retcode (%s); Msg: %a' % (errcode, errmsg))
+        return errcode, errmsg
+
+    def docmd(self, cmd, args=""):
+        """Send a command, and return its response code."""
+        self.putcmd(cmd, args)
+        return self.getreply()
+
+    # std smtp commands
+    def helo(self, name=''):
+        """SMTP 'helo' command.
+        Hostname to send for this command defaults to the FQDN of the local
+        host.
+        """
+        self.putcmd("helo", name or self.local_hostname)
+        (code, msg) = self.getreply()
+        self.helo_resp = msg
+        return (code, msg)
+
+    def ehlo(self, name=''):
+        """ SMTP 'ehlo' command.
+        Hostname to send for this command defaults to the FQDN of the local
+        host.
+        """
+        self.esmtp_features = {}
+        self.putcmd(self.ehlo_msg, name or self.local_hostname)
+        (code, msg) = self.getreply()
+        # According to RFC1869 some (badly written)
+        # MTA's will disconnect on an ehlo. Toss an exception if
+        # that happens -ddm
+        if code == -1 and len(msg) == 0:
+            self.close()
+            raise SMTPServerDisconnected("Server not connected")
+        self.ehlo_resp = msg
+        if code != 250:
+            return (code, msg)
+        self.does_esmtp = True
+        #parse the ehlo response -ddm
+        assert isinstance(self.ehlo_resp, bytes), repr(self.ehlo_resp)
+        resp = self.ehlo_resp.decode("latin-1").split('\n')
+        del resp[0]
+        for each in resp:
+            # To be able to communicate with as many SMTP servers as possible,
+            # we have to take the old-style auth advertisement into account,
+            # because:
+            # 1) Else our SMTP feature parser gets confused.
+            # 2) There are some servers that only advertise the auth methods we
+            #    support using the old style.
+            auth_match = OLDSTYLE_AUTH.match(each)
+            if auth_match:
+                # This doesn't remove duplicates, but that's no problem
+                self.esmtp_features["auth"] = self.esmtp_features.get("auth", "") \
+                        + " " + auth_match.groups(0)[0]
+                continue
+
+            # RFC 1869 requires a space between ehlo keyword and parameters.
+            # It's actually stricter, in that only spaces are allowed between
+            # parameters, but were not going to check for that here.  Note
+            # that the space isn't present if there are no parameters.
+            m = re.match(r'(?P<feature>[A-Za-z0-9][A-Za-z0-9\-]*) ?', each)
+            if m:
+                feature = m.group("feature").lower()
+                params = m.string[m.end("feature"):].strip()
+                if feature == "auth":
+                    self.esmtp_features[feature] = self.esmtp_features.get(feature, "") \
+                            + " " + params
+                else:
+                    self.esmtp_features[feature] = params
+        return (code, msg)
+
+    def has_extn(self, opt):
+        """Does the server support a given SMTP service extension?"""
+        return opt.lower() in self.esmtp_features
+
+    def help(self, args=''):
+        """SMTP 'help' command.
+        Returns help text from server."""
+        self.putcmd("help", args)
+        return self.getreply()[1]
+
+    def rset(self):
+        """SMTP 'rset' command -- resets session."""
+        self.command_encoding = 'ascii'
+        return self.docmd("rset")
+
+    def _rset(self):
+        """Internal 'rset' command which ignores any SMTPServerDisconnected error.
+
+        Used internally in the library, since the server disconnected error
+        should appear to the application when the *next* command is issued, if
+        we are doing an internal "safety" reset.
+        """
+        try:
+            self.rset()
+        except SMTPServerDisconnected:
+            pass
+
+    def noop(self):
+        """SMTP 'noop' command -- doesn't do anything :>"""
+        return self.docmd("noop")
+
+    def mail(self, sender, options=()):
+        """SMTP 'mail' command -- begins mail xfer session.
+
+        This method may raise the following exceptions:
+
+         SMTPNotSupportedError  The options parameter includes 'SMTPUTF8'
+                                but the SMTPUTF8 extension is not supported by
+                                the server.
+        """
+        optionlist = ''
+        if options and self.does_esmtp:
+            if any(x.lower()=='smtputf8' for x in options):
+                if self.has_extn('smtputf8'):
+                    self.command_encoding = 'utf-8'
+                else:
+                    raise SMTPNotSupportedError(
+                        'SMTPUTF8 not supported by server')
+            optionlist = ' ' + ' '.join(options)
+        self.putcmd("mail", "from:%s%s" % (quoteaddr(sender), optionlist))
+        return self.getreply()
+
+    def rcpt(self, recip, options=()):
+        """SMTP 'rcpt' command -- indicates 1 recipient for this mail."""
+        optionlist = ''
+        if options and self.does_esmtp:
+            optionlist = ' ' + ' '.join(options)
+        self.putcmd("rcpt", "to:%s%s" % (quoteaddr(recip), optionlist))
+        return self.getreply()
+
+    def data(self, msg):
+        """SMTP 'DATA' command -- sends message data to server.
+
+        Automatically quotes lines beginning with a period per rfc821.
+        Raises SMTPDataError if there is an unexpected reply to the
+        DATA command; the return value from this method is the final
+        response code received when the all data is sent.  If msg
+        is a string, lone '\\r' and '\\n' characters are converted to
+        '\\r\\n' characters.  If msg is bytes, it is transmitted as is.
+        """
+        self.putcmd("data")
+        (code, repl) = self.getreply()
+        if self.debuglevel > 0:
+            self._print_debug('data:', (code, repl))
+        if code != 354:
+            raise SMTPDataError(code, repl)
+        else:
+            if isinstance(msg, str):
+                msg = _fix_eols(msg).encode('ascii')
+            q = _quote_periods(msg)
+            if q[-2:] != bCRLF:
+                q = q + bCRLF
+            q = q + b"." + bCRLF
+            self.send(q)
+            (code, msg) = self.getreply()
+            if self.debuglevel > 0:
+                self._print_debug('data:', (code, msg))
+            return (code, msg)
+
+    def verify(self, address):
+        """SMTP 'verify' command -- checks for address validity."""
+        self.putcmd("vrfy", _addr_only(address))
+        return self.getreply()
+    # a.k.a.
+    vrfy = verify
+
+    def expn(self, address):
+        """SMTP 'expn' command -- expands a mailing list."""
+        self.putcmd("expn", _addr_only(address))
+        return self.getreply()
+
+    # some useful methods
+
+    def ehlo_or_helo_if_needed(self):
+        """Call self.ehlo() and/or self.helo() if needed.
+
+        If there has been no previous EHLO or HELO command this session, this
+        method tries ESMTP EHLO first.
+
+        This method may raise the following exceptions:
+
+         SMTPHeloError            The server didn't reply properly to
+                                  the helo greeting.
+        """
+        if self.helo_resp is None and self.ehlo_resp is None:
+            if not (200 <= self.ehlo()[0] <= 299):
+                (code, resp) = self.helo()
+                if not (200 <= code <= 299):
+                    raise SMTPHeloError(code, resp)
+
+    def auth(self, mechanism, authobject, *, initial_response_ok=True):
+        """Authentication command - requires response processing.
+
+        'mechanism' specifies which authentication mechanism is to
+        be used - the valid values are those listed in the 'auth'
+        element of 'esmtp_features'.
+
+        'authobject' must be a callable object taking a single argument:
+
+                data = authobject(challenge)
+
+        It will be called to process the server's challenge response; the
+        challenge argument it is passed will be a bytes.  It should return
+        an ASCII string that will be base64 encoded and sent to the server.
+
+        Keyword arguments:
+            - initial_response_ok: Allow sending the RFC 4954 initial-response
+              to the AUTH command, if the authentication methods supports it.
+        """
+        # RFC 4954 allows auth methods to provide an initial response.  Not all
+        # methods support it.  By definition, if they return something other
+        # than None when challenge is None, then they do.  See issue #15014.
+        mechanism = mechanism.upper()
+        initial_response = (authobject() if initial_response_ok else None)
+        if initial_response is not None:
+            response = encode_base64(initial_response.encode('ascii'), eol='')
+            (code, resp) = self.docmd("AUTH", mechanism + " " + response)
+            self._auth_challenge_count = 1
+        else:
+            (code, resp) = self.docmd("AUTH", mechanism)
+            self._auth_challenge_count = 0
+        # If server responds with a challenge, send the response.
+        while code == 334:
+            self._auth_challenge_count += 1
+            challenge = base64.decodebytes(resp)
+            response = encode_base64(
+                authobject(challenge).encode('ascii'), eol='')
+            (code, resp) = self.docmd(response)
+            # If server keeps sending challenges, something is wrong.
+            if self._auth_challenge_count > _MAXCHALLENGE:
+                raise SMTPException(
+                    "Server AUTH mechanism infinite loop. Last response: "
+                    + repr((code, resp))
+                )
+        if code in (235, 503):
+            return (code, resp)
+        raise SMTPAuthenticationError(code, resp)
+
+    def auth_cram_md5(self, challenge=None):
+        """ Authobject to use with CRAM-MD5 authentication. Requires self.user
+        and self.password to be set."""
+        # CRAM-MD5 does not support initial-response.
+        if challenge is None:
+            return None
+        if not _have_cram_md5_support:
+            raise SMTPException("CRAM-MD5 is not supported")
+        password = self.password.encode('ascii')
+        authcode = hmac.HMAC(password, challenge, 'md5')
+        return f"{self.user} {authcode.hexdigest()}"
+
+    def auth_plain(self, challenge=None):
+        """ Authobject to use with PLAIN authentication. Requires self.user and
+        self.password to be set."""
+        return "\0%s\0%s" % (self.user, self.password)
+
+    def auth_login(self, challenge=None):
+        """ Authobject to use with LOGIN authentication. Requires self.user and
+        self.password to be set."""
+        if challenge is None or self._auth_challenge_count < 2:
+            return self.user
+        else:
+            return self.password
+
+    def login(self, user, password, *, initial_response_ok=True):
+        """Log in on an SMTP server that requires authentication.
+
+        The arguments are:
+            - user:         The user name to authenticate with.
+            - password:     The password for the authentication.
+
+        Keyword arguments:
+            - initial_response_ok: Allow sending the RFC 4954 initial-response
+              to the AUTH command, if the authentication methods supports it.
+
+        If there has been no previous EHLO or HELO command this session, this
+        method tries ESMTP EHLO first.
+
+        This method will return normally if the authentication was successful.
+
+        This method may raise the following exceptions:
+
+         SMTPHeloError            The server didn't reply properly to
+                                  the helo greeting.
+         SMTPAuthenticationError  The server didn't accept the username/
+                                  password combination.
+         SMTPNotSupportedError    The AUTH command is not supported by the
+                                  server.
+         SMTPException            No suitable authentication method was
+                                  found.
+        """
+
+        self.ehlo_or_helo_if_needed()
+        if not self.has_extn("auth"):
+            raise SMTPNotSupportedError(
+                "SMTP AUTH extension not supported by server.")
+
+        # Authentication methods the server claims to support
+        advertised_authlist = self.esmtp_features["auth"].split()
+
+        # Authentication methods we can handle in our preferred order:
+        if _have_cram_md5_support:
+            preferred_auths = ['CRAM-MD5', 'PLAIN', 'LOGIN']
+        else:
+            preferred_auths = ['PLAIN', 'LOGIN']
+        # We try the supported authentications in our preferred order, if
+        # the server supports them.
+        authlist = [auth for auth in preferred_auths
+                    if auth in advertised_authlist]
+        if not authlist:
+            raise SMTPException("No suitable authentication method found.")
+
+        # Some servers advertise authentication methods they don't really
+        # support, so if authentication fails, we continue until we've tried
+        # all methods.
+        self.user, self.password = user, password
+        for authmethod in authlist:
+            method_name = 'auth_' + authmethod.lower().replace('-', '_')
+            try:
+                (code, resp) = self.auth(
+                    authmethod, getattr(self, method_name),
+                    initial_response_ok=initial_response_ok)
+                # 235 == 'Authentication successful'
+                # 503 == 'Error: already authenticated'
+                if code in (235, 503):
+                    return (code, resp)
+            except SMTPAuthenticationError as e:
+                last_exception = e
+
+        # We could not login successfully.  Return result of last attempt.
+        raise last_exception
+
+    def starttls(self, *, context=None):
+        """Puts the connection to the SMTP server into TLS mode.
+
+        If there has been no previous EHLO or HELO command this session, this
+        method tries ESMTP EHLO first.
+
+        If the server supports TLS, this will encrypt the rest of the SMTP
+        session. If you provide the context parameter,
+        the identity of the SMTP server and client can be checked. This,
+        however, depends on whether the socket module really checks the
+        certificates.
+
+        This method may raise the following exceptions:
+
+         SMTPHeloError            The server didn't reply properly to
+                                  the helo greeting.
+        """
+        self.ehlo_or_helo_if_needed()
+        if not self.has_extn("starttls"):
+            raise SMTPNotSupportedError(
+                "STARTTLS extension not supported by server.")
+        (resp, reply) = self.docmd("STARTTLS")
+        if resp == 220:
+            if not _have_ssl:
+                raise RuntimeError("No SSL support included in this Python")
+            if context is None:
+                context = ssl._create_stdlib_context()
+            self.sock = context.wrap_socket(self.sock,
+                                            server_hostname=self._host)
+            self.file = None
+            # RFC 3207:
+            # The client MUST discard any knowledge obtained from
+            # the server, such as the list of SMTP service extensions,
+            # which was not obtained from the TLS negotiation itself.
+            self.helo_resp = None
+            self.ehlo_resp = None
+            self.esmtp_features = {}
+            self.does_esmtp = False
+        else:
+            # RFC 3207:
+            # 501 Syntax error (no parameters allowed)
+            # 454 TLS not available due to temporary reason
+            raise SMTPResponseException(resp, reply)
+        return (resp, reply)
+
+    def sendmail(self, from_addr, to_addrs, msg, mail_options=(),
+                 rcpt_options=()):
+        """This command performs an entire mail transaction.
+
+        The arguments are:
+            - from_addr    : The address sending this mail.
+            - to_addrs     : A list of addresses to send this mail to.  A bare
+                             string will be treated as a list with 1 address.
+            - msg          : The message to send.
+            - mail_options : List of ESMTP options (such as 8bitmime) for the
+                             mail command.
+            - rcpt_options : List of ESMTP options (such as DSN commands) for
+                             all the rcpt commands.
+
+        msg may be a string containing characters in the ASCII range, or a byte
+        string.  A string is encoded to bytes using the ascii codec, and lone
+        \\r and \\n characters are converted to \\r\\n characters.
+
+        If there has been no previous EHLO or HELO command this session, this
+        method tries ESMTP EHLO first.  If the server does ESMTP, message size
+        and each of the specified options will be passed to it.  If EHLO
+        fails, HELO will be tried and ESMTP options suppressed.
+
+        This method will return normally if the mail is accepted for at least
+        one recipient.  It returns a dictionary, with one entry for each
+        recipient that was refused.  Each entry contains a tuple of the SMTP
+        error code and the accompanying error message sent by the server.
+
+        This method may raise the following exceptions:
+
+         SMTPHeloError          The server didn't reply properly to
+                                the helo greeting.
+         SMTPRecipientsRefused  The server rejected ALL recipients
+                                (no mail was sent).
+         SMTPSenderRefused      The server didn't accept the from_addr.
+         SMTPDataError          The server replied with an unexpected
+                                error code (other than a refusal of
+                                a recipient).
+         SMTPNotSupportedError  The mail_options parameter includes 'SMTPUTF8'
+                                but the SMTPUTF8 extension is not supported by
+                                the server.
+
+        Note: the connection will be open even after an exception is raised.
+
+        Example:
+
+         >>> import smtplib
+         >>> s=smtplib.SMTP("localhost")
+         >>> tolist=["one@one.org","two@two.org","three@three.org","four@four.org"]
+         >>> msg = '''\\
+         ... From: Me@my.org
+         ... Subject: testin'...
+         ...
+         ... This is a test '''
+         >>> s.sendmail("me@my.org",tolist,msg)
+         { "three@three.org" : ( 550 ,"User unknown" ) }
+         >>> s.quit()
+
+        In the above example, the message was accepted for delivery to three
+        of the four addresses, and one was rejected, with the error code
+        550.  If all addresses are accepted, then the method will return an
+        empty dictionary.
+
+        """
+        self.ehlo_or_helo_if_needed()
+        esmtp_opts = []
+        if isinstance(msg, str):
+            msg = _fix_eols(msg).encode('ascii')
+        if self.does_esmtp:
+            if self.has_extn('size'):
+                esmtp_opts.append("size=%d" % len(msg))
+            for option in mail_options:
+                esmtp_opts.append(option)
+        (code, resp) = self.mail(from_addr, esmtp_opts)
+        if code != 250:
+            if code == 421:
+                self.close()
+            else:
+                self._rset()
+            raise SMTPSenderRefused(code, resp, from_addr)
+        senderrs = {}
+        if isinstance(to_addrs, str):
+            to_addrs = [to_addrs]
+        for each in to_addrs:
+            (code, resp) = self.rcpt(each, rcpt_options)
+            if (code != 250) and (code != 251):
+                senderrs[each] = (code, resp)
+            if code == 421:
+                self.close()
+                raise SMTPRecipientsRefused(senderrs)
+        if len(senderrs) == len(to_addrs):
+            # the server refused all our recipients
+            self._rset()
+            raise SMTPRecipientsRefused(senderrs)
+        (code, resp) = self.data(msg)
+        if code != 250:
+            if code == 421:
+                self.close()
+            else:
+                self._rset()
+            raise SMTPDataError(code, resp)
+        #if we got here then somebody got our mail
+        return senderrs
+
+    def send_message(self, msg, from_addr=None, to_addrs=None,
+                     mail_options=(), rcpt_options=()):
+        """Converts message to a bytestring and passes it to sendmail.
+
+        The arguments are as for sendmail, except that msg is an
+        email.message.Message object.  If from_addr is None or to_addrs is
+        None, these arguments are taken from the headers of the Message as
+        described in RFC 5322 (a ValueError is raised if there is more than
+        one set of 'Resent-' headers).  Regardless of the values of from_addr and
+        to_addr, any Bcc field (or Resent-Bcc field, when the Message is a
+        resent) of the Message object won't be transmitted.  The Message
+        object is then serialized using email.generator.BytesGenerator and
+        sendmail is called to transmit the message.  If the sender or any of
+        the recipient addresses contain non-ASCII and the server advertises the
+        SMTPUTF8 capability, the policy is cloned with utf8 set to True for the
+        serialization, and SMTPUTF8 and BODY=8BITMIME are asserted on the send.
+        If the server does not support SMTPUTF8, an SMTPNotSupported error is
+        raised.  Otherwise the generator is called without modifying the
+        policy.
+
+        """
+        # 'Resent-Date' is a mandatory field if the Message is resent (RFC 5322
+        # Section 3.6.6). In such a case, we use the 'Resent-*' fields.  However,
+        # if there is more than one 'Resent-' block there's no way to
+        # unambiguously determine which one is the most recent in all cases,
+        # so rather than guess we raise a ValueError in that case.
+        #
+        # TODO implement heuristics to guess the correct Resent-* block with an
+        # option allowing the user to enable the heuristics.  (It should be
+        # possible to guess correctly almost all of the time.)
+
+        self.ehlo_or_helo_if_needed()
+        resent = msg.get_all('Resent-Date')
+        if resent is None:
+            header_prefix = ''
+        elif len(resent) == 1:
+            header_prefix = 'Resent-'
+        else:
+            raise ValueError("message has more than one 'Resent-' header block")
+        if from_addr is None:
+            # Prefer the sender field per RFC 5322 section 3.6.2.
+            from_addr = (msg[header_prefix + 'Sender']
+                           if (header_prefix + 'Sender') in msg
+                           else msg[header_prefix + 'From'])
+            from_addr = email.utils.getaddresses([from_addr])[0][1]
+        if to_addrs is None:
+            addr_fields = [f for f in (msg[header_prefix + 'To'],
+                                       msg[header_prefix + 'Bcc'],
+                                       msg[header_prefix + 'Cc'])
+                           if f is not None]
+            to_addrs = [a[1] for a in email.utils.getaddresses(addr_fields)]
+        # Make a local copy so we can delete the bcc headers.
+        msg_copy = copy.copy(msg)
+        del msg_copy['Bcc']
+        del msg_copy['Resent-Bcc']
+        international = False
+        try:
+            ''.join([from_addr, *to_addrs]).encode('ascii')
+        except UnicodeEncodeError:
+            if not self.has_extn('smtputf8'):
+                raise SMTPNotSupportedError(
+                    "One or more source or delivery addresses require"
+                    " internationalized email support, but the server"
+                    " does not advertise the required SMTPUTF8 capability")
+            international = True
+        with io.BytesIO() as bytesmsg:
+            if international:
+                g = email.generator.BytesGenerator(
+                    bytesmsg, policy=msg.policy.clone(utf8=True))
+                mail_options = (*mail_options, 'SMTPUTF8', 'BODY=8BITMIME')
+            else:
+                g = email.generator.BytesGenerator(bytesmsg)
+            g.flatten(msg_copy, linesep='\r\n')
+            flatmsg = bytesmsg.getvalue()
+        return self.sendmail(from_addr, to_addrs, flatmsg, mail_options,
+                             rcpt_options)
+
+    def close(self):
+        """Close the connection to the SMTP server."""
+        try:
+            file = self.file
+            self.file = None
+            if file:
+                file.close()
+        finally:
+            sock = self.sock
+            self.sock = None
+            if sock:
+                sock.close()
+
+    def quit(self):
+        """Terminate the SMTP session."""
+        res = self.docmd("quit")
+        # A new EHLO is required after reconnecting with connect()
+        self.ehlo_resp = self.helo_resp = None
+        self.esmtp_features = {}
+        self.does_esmtp = False
+        self.close()
+        return res
+
+if _have_ssl:
+
+    class SMTP_SSL(SMTP):
+        """ This is a subclass derived from SMTP that connects over an SSL
+        encrypted socket (to use this class you need a socket module that was
+        compiled with SSL support). If host is not specified, '' (the local
+        host) is used. If port is omitted, the standard SMTP-over-SSL port
+        (465) is used.  local_hostname and source_address have the same meaning
+        as they do in the SMTP class.  context also optional, can contain a
+        SSLContext.
+
+        """
+
+        default_port = SMTP_SSL_PORT
+
+        def __init__(self, host='', port=0, local_hostname=None,
+                     *, timeout=socket._GLOBAL_DEFAULT_TIMEOUT,
+                     source_address=None, context=None):
+            if context is None:
+                context = ssl._create_stdlib_context()
+            self.context = context
+            SMTP.__init__(self, host, port, local_hostname, timeout,
+                          source_address)
+
+        def _get_socket(self, host, port, timeout):
+            if self.debuglevel > 0:
+                self._print_debug('connect:', (host, port))
+            new_socket = super()._get_socket(host, port, timeout)
+            new_socket = self.context.wrap_socket(new_socket,
+                                                  server_hostname=self._host)
+            return new_socket
+
+    __all__.append("SMTP_SSL")
+
+#
+# LMTP extension
+#
+LMTP_PORT = 2003
+
+class LMTP(SMTP):
+    """LMTP - Local Mail Transfer Protocol
+
+    The LMTP protocol, which is very similar to ESMTP, is heavily based
+    on the standard SMTP client. It's common to use Unix sockets for
+    LMTP, so our connect() method must support that as well as a regular
+    host:port server.  local_hostname and source_address have the same
+    meaning as they do in the SMTP class.  To specify a Unix socket,
+    you must use an absolute path as the host, starting with a '/'.
+
+    Authentication is supported, using the regular SMTP mechanism. When
+    using a Unix socket, LMTP generally don't support or require any
+    authentication, but your mileage might vary."""
+
+    ehlo_msg = "lhlo"
+
+    def __init__(self, host='', port=LMTP_PORT, local_hostname=None,
+                 source_address=None, timeout=socket._GLOBAL_DEFAULT_TIMEOUT):
+        """Initialize a new instance."""
+        super().__init__(host, port, local_hostname=local_hostname,
+                         source_address=source_address, timeout=timeout)
+
+    def connect(self, host='localhost', port=0, source_address=None):
+        """Connect to the LMTP daemon, on either a Unix or a TCP socket."""
+        if host[0] != '/':
+            return super().connect(host, port, source_address=source_address)
+
+        if self.timeout is not None and not self.timeout:
+            raise ValueError('Non-blocking socket (timeout=0) is not supported')
+
+        # Handle Unix-domain sockets.
+        try:
+            self.sock = socket.socket(socket.AF_UNIX, socket.SOCK_STREAM)
+            if self.timeout is not socket._GLOBAL_DEFAULT_TIMEOUT:
+                self.sock.settimeout(self.timeout)
+            self.file = None
+            self.sock.connect(host)
+        except OSError:
+            if self.debuglevel > 0:
+                self._print_debug('connect fail:', host)
+            if self.sock:
+                self.sock.close()
+            self.sock = None
+            raise
+        (code, msg) = self.getreply()
+        if self.debuglevel > 0:
+            self._print_debug('connect:', msg)
+        return (code, msg)
+
+
+# Test the sendmail method, which tests most of the others.
+# Note: This always sends to localhost.
+if __name__ == '__main__':
+    def prompt(prompt):
+        sys.stdout.write(prompt + ": ")
+        sys.stdout.flush()
+        return sys.stdin.readline().strip()
+
+    fromaddr = prompt("From")
+    toaddrs = prompt("To").split(',')
+    print("Enter message, end with ^D:")
+    msg = ''
+    while line := sys.stdin.readline():
+        msg = msg + line
+    print("Message length is %d" % len(msg))
+
+    server = SMTP('localhost')
+    server.set_debuglevel(1)
+    server.sendmail(fromaddr, toaddrs, msg)
+    server.quit()