An example of an NTLM auth exchange in pyspnego is as follows:

import spnego

def exchange_data(data):
    # INSERT CODE TO TRANSFER TO SERVER AND RETURN RESPONSE
    return b""

client = spnego.client('username', 'password', protocol='ntlm')
negotiate = client.step()

challenge = exchange_data(negotiate)
authenticate = client.step(challenge)
exchange_data(authenticate)

This library also supports Kerberos and Negotiate/SPNEGO authentication. While ntlm-auth is not going away, no new features will be added.

This library handles the low-level details of NTLM authentication for use in authenticating with a service that uses NTLM. It will create and parse the 3 different message types in the order required and produce a base64 encoded value that can be attached to the HTTP header.

The goal of this library is to offer full NTLM support including signing and sealing of messages as well as supporting MIC for message integrity and the ability to customise and set limits on the messages sent. Please see Features and Backlog for a list of what is and is not currently supported.

• LM, NTLM and NTLMv2 authentication
• NTLM1 and NTLM2 extended session security
• Set the The NTLM Compatibility level when sending messages
• Channel Binding Tokens support, need to pass in the SHA256 hash of the certificate for it to work
• Support for MIC to enhance the integrity of the messages
• Support for session security with signing and sealing messages after authentication happens

ntlm-auth supports Python 2.6, 2.7 and 3.3+

To install, use pip:

pip install ntlm-auth

To install from source, download the source code, then run:

python setup.py install

Almost all users should use requests-ntlm instead of this library. The library requests-ntlm is a plugin that uses this library under the hood and provides an easier function to use and understand.

If you are set on using ntlm-auth directly to compute the message structures this is a very basic outline of how it can be done. The code examples are psuedocode and should be adapted for your purpose.

When initliasing the ntlm context you will have to supply the NTLM compatibility level. The key difference between the different auth levels are the ntlm_compatibility variable supplied when initialising Ntlm. An overview of what each sets is below;

• 0 - LM Auth and NTLMv1 Auth
• 1 - LM Auth and NTLMv1 Auth with Extended Session Security (NTLM2)
• 2 - NTLMv1 Auth with Extended Session Security (NTLM2)
• 3 - NTLMv2 Auth (Default Choice)
• 4 - NTLMv2 Auth
• 5 - NTLMv2 Auth

Level 3 to 5 are the same from a client perspective but differ with how the server handles the auth which is outside this project's scope. This setting is set independently on that server so choosing 3, 4 or 5 when calling Ntlm will make no difference at all. See LmCompatibilityLevel for more details.

Extended Session Security is a security feature designed to increase the security of LM and NTLMv1 auth. It is no substitution for NTLMv2 but is better than nothing and should be used if possible when you need NTLMv1 compatibility.

The variables required are outlined below;

• username - The username to authenticate with, should not have the domain prefix, i.e. USER not DOMAIN\USER
• password - The password of the user to authenticate with
• domain - The domain of the user, i.e. DOMAIN. Can be blank if not in a domain environment
• workstation - The workstation you are running on. Can be blank if you do not wish to send this
• cbt_data - (NTLMv2 only) The gss_channel_bindings.GssChannelBindingsStruct used to bind with the auth response. Can be None if no binding needs to occur

LM and NTLMv1 Auth are older authentication methods that should be avoided where possible. Choosing between these authentication methods are almost identical expect where you specify the ntlm_compatiblity level.

import socket

from ntlm_auth.ntlm import NtlmContext

username = 'User'
password = 'Password'
domain = 'Domain' # Can be blank if you are not in a domain
workstation = socket.gethostname().upper() # Can be blank if you wish to not send this info

ntlm_context = NtlmContext(username, password, domain, workstation, ntlm_compatibility=0) # Put the ntlm_compatibility level here, 0-2 for LM Auth/NTLMv1 Auth
negotiate_message = ntlm_context.step()

# Attach the negotiate_message to your NTLM/NEGOTIATE HTTP header and send to the server. Get the challenge response back from the server
challenge_message = http.response.headers['HEADERFIELD']

authenticate_message = ntlm_context.step(challenge_message)

# Attach the authenticate_message ot your NTLM_NEGOTIATE HTTP header and send to the server. You are now authenticated with NTLMv1

NTLMv2 Auth is the newest NTLM auth method from Microsoft and should be the option chosen by default unless you require an older auth method. The implementation is the same as NTLMv1 but with the addition of the optional server_certificate_hash variable and the ntlm_compatibility is not specified.

import base64
import socket

from ntlm_auth.gss_channel_bindings import GssChannelBindingsStruct
from ntlm_auth.ntlm import NtlmContext

username = 'User'
password = 'Password'
domain = 'Domain' # Can be blank if you are not in a domain
workstation = socket.gethostname().upper() # Can be blank if you wish to not send this info

# create the CBT struct if you wish to bind it with the auth response
server_certificate_hash = '96B2FC1EC30792619286A0C7FD62863E81A6564E72829CBC0A46F7B1D5D92A18'
certificate_digest = base64.b16decode(server_certificate_hash)
cbt_data = GssChannelBindingsStruct()
cbt_data[cbt_data.APPLICATION_DATA] = b'tls-server-end-point:' + certificate_digest

ntlm_context = NtlmContext(username, password, domain, workstation, cbt_data, ntlm_compatibility=3)
negotiate_message = ntlm_context.step()

# Attach the negotiate_message to your NTLM/NEGOTIATE HTTP header and send to the server. Get the challenge response back from the server
challenge_message = http.response.headers['HEADERFIELD']

authenticate_message = ntlm_context.step(challenge_message)

# Attach the authenticate_message ot your NTLM_NEGOTIATE HTTP header and send to the server. You are now authenticated with NTLMv1

All version of NTLM supports signing (integrity) and sealing (confidentiality) of message content. This function can add these improvements to a message that is sent and received from the server. While it does encrypt the data if supported by the server it is only done with RC4 with a 128-bit key which is not very secure and on older systems this key length could be 56 or 40 bit. This functionality while tested and conforms with the Microsoft documentation has yet to be fully tested in an integrated environment. Once again this has not been thoroughly tested and has only passed unit tests and their expections.

import base64
import socket

from ntlm_auth.ntlm import NtlmContext

username = 'User'
password = 'Password'
domain = 'Domain' # Can be blank if you are not in a domain
workstation = socket.gethostname().upper() # Can be blank if you wish to not send this info

# create the CBT struct if you wish to bind it with the auth response
server_certificate_hash = '96B2FC1EC30792619286A0C7FD62863E81A6564E72829CBC0A46F7B1D5D92A18'
certificate_digest = base64.b16decode(server_certificate_hash)
cbt_data = GssChannelBindingsStruct()
cbt_data[cbt_data.APPLICATION_DATA] = b'tls-server-end-point:' + certificate_digest

ntlm_context = NtlmContext(username, password, domain, workstation, cbt_data, ntlm_compatibility=3)
negotiate_message = ntlm_context.step()

# Attach the negotiate_message to your NTLM/NEGOTIATE HTTP header and send to the server. Get the challenge response back from the server
challenge_message = http.response.headers['HEADERFIELD']

authenticate_message = ntlm_context.step(challenge_message)

# Attach the authenticate_message ot your NTLM_NEGOTIATE HTTP header and send to the server. You are now authenticated with NTLMv1

# Encrypt the message with the wrapping function and send the message
enc_message = ntlm_context.wrap("Message to send", encrypt=True)
request.body = msg_data
request.send

# Receive the response from the server and decrypt
response_msg = response.content
response = ntlm_context.unwrap(response_msg)

• Automatically get windows version if running on windows, use default if not that case
• Add param when initialising the ntlm context to throw an exception and cancel auth if the server doesn't support 128-bit keys for sealing
• Add param when initialising the ntlm context to not send the MIC structure for older servers
• Add param to independently verify the target name returned from the server and the value passed in