ruby_smb 2.0.10 → 3.0.0

data/lib/ruby_smb/dialect.rb

@@ -0,0 +1,45 @@
+module RubySMB
+  # Definitions that define metadata around a particular SMB dialect. This is useful for grouping dialects into a
+  # hierarchy as well as printing them as human readable strings with varying degrees of specificity.
+  module Dialect
+    # the order (taxonomic ranking) of the family, 2 and 3 are intentionally combined
+    ORDER_SMB1 = 'SMB1'.freeze
+    ORDER_SMB2 = 'SMB2'.freeze
+
+    # the family of the dialect
+    FAMILY_SMB1 = 'SMB 1'.freeze
+    FAMILY_SMB2 = 'SMB 2.x'.freeze
+    FAMILY_SMB3 = 'SMB 3.x'.freeze
+
+    # the major version of the dialect
+    VERSION_SMB1 = 'SMB v1'.freeze
+    VERSION_SMB2 = 'SMB v2'.freeze
+    VERSION_SMB3 = 'SMB v3'.freeze
+
+    # the names are meant to be human readable and may change in the future, use the #dialect, #order and #family
+    # attributes for any programmatic comparisons
+    Definition = Struct.new(:dialect, :order, :family, :version_name, :full_name) do
+      alias_method :short_name, :version_name
+    end
+
+    ALL = [
+      Definition.new('NT LM 0.12', ORDER_SMB1, FAMILY_SMB1, VERSION_SMB1, 'SMB v1 (NT LM 0.12)'.freeze),
+      Definition.new('0x0202',     ORDER_SMB2, FAMILY_SMB2, VERSION_SMB2, 'SMB v2.0.2'.freeze),
+      Definition.new('0x0210',     ORDER_SMB2, FAMILY_SMB2, VERSION_SMB2, 'SMB v2.1'.freeze),
+      Definition.new('0x02ff',     ORDER_SMB2, FAMILY_SMB2, VERSION_SMB2, 'SMB 2.???'.freeze), # wildcard revision
+      Definition.new('0x0300',     ORDER_SMB2, FAMILY_SMB3, VERSION_SMB3, 'SMB v3.0'.freeze),
+      Definition.new('0x0302',     ORDER_SMB2, FAMILY_SMB3, VERSION_SMB3, 'SMB v3.0.2'.freeze),
+      Definition.new('0x0311',     ORDER_SMB2, FAMILY_SMB3, VERSION_SMB3, 'SMB v3.1.1'.freeze)
+    ].map { |definition| [definition.dialect, definition] }.to_h
+
+    #
+    # Retrieve a dialect definition. The definition contains metadata describing the particular dialect.
+    #
+    # @param [Integer, String] dialect the dialect to retrieve the definition for
+    # @return [Definition, nil] the definition if it was found
+    def self.[](dialect)
+      dialect = '0x%04x' % dialect if dialect.is_a? Integer
+      ALL[dialect]
+    end
+  end
+end

data/lib/ruby_smb/dispatcher/base.rb

@@ -9,7 +9,7 @@ module RubySMB
       def nbss(packet)
         nbss = RubySMB::Nbss::SessionHeader.new
         nbss.session_packet_type = RubySMB::Nbss::SESSION_MESSAGE
-        nbss.stream_protocol_length = packet.do_num_bytes
+        nbss.stream_protocol_length = packet.do_num_bytes.to_i
         nbss.to_binary_s
       end
 

data/lib/ruby_smb/field/file_time.rb

@@ -3,7 +3,7 @@ require 'date'
 module RubySMB
   module Field
     # Represents a Windows FILETIME structure as defined in
-    # [FILETIME structure](https://msdn.microsoft.com/en-us/library/windows/desktop/ms724284(v=vs.85).aspx)
+    # [2.3.3 FILETIME](https://docs.microsoft.com/en-us/openspecs/windows_protocols/ms-dtyp/2c57429b-fdd4-488f-b5fc-9e4cf020fcdf).aspx)
     class FileTime < BinData::Primitive
       # Difference between the Windows and Unix epochs, in 100ns intervals
       EPOCH_DIFF_100NS = 116_444_736_000_000_000

data/lib/ruby_smb/field/string16.rb

@@ -3,12 +3,16 @@ module RubySMB
     # Represents a String in UTF-16LE
     class String16 < BinData::String
       def assign(val)
-        super(val.encode('utf-16le'))
+        super(val.to_s.encode('utf-16le')).force_encoding('utf-16le')
       end
 
       def snapshot
         super.force_encoding('utf-16le')
       end
+
+      def read_and_return_value(io)
+        super.force_encoding('utf-16le')
+      end
     end
   end
 end

data/lib/ruby_smb/gss/provider/authenticator.rb

@@ -0,0 +1,42 @@
+module RubySMB
+  module Gss
+    module Provider
+      module Authenticator
+        #
+        # The base class for a GSS provider's unique authenticator. This provides a common interface and is not usable
+        # on it's own. The provider-specific authentication logic is defined within this authenticator class which
+        # actually runs the authentication routine.
+        #
+        class Base
+          # @param [Provider::Base] provider the GSS provider that this instance is an authenticator for
+          # @param server_client the client instance that this will be an authenticator for
+          def initialize(provider, server_client)
+            @provider = provider
+            @server_client = server_client
+            @session_key = nil
+            reset!
+          end
+
+          #
+          # Process a GSS authentication buffer. If no buffer is specified, the request is assumed to be the first in
+          # the negotiation sequence.
+          #
+          # @param [String, nil] buffer the request GSS request buffer that should be processed
+          # @return [Gss::Provider::Result] the result of the processed GSS request
+          def process(request_buffer=nil)
+            raise NotImplementedError
+          end
+
+          #
+          # Reset the authenticator's state, wiping anything related to a partial or complete authentication process.
+          #
+          def reset!
+            @session_key = nil
+          end
+
+          attr_accessor :session_key
+        end
+      end
+    end
+  end
+end

data/lib/ruby_smb/gss/provider/ntlm.rb

@@ -0,0 +1,303 @@
+require 'ruby_smb/ntlm'
+
+module RubySMB
+  module Gss
+    module Provider
+      #
+      # A GSS provider that authenticates clients via the NT LAN Manager (NTLM) Security Support Provider (NTLMSSP)
+      # protocol.
+      #
+      class NTLM < Base
+        include RubySMB::NTLM
+
+        # An account representing an identity for which this provider will accept authentication attempts.
+        Account = Struct.new(:username, :password, :domain) do
+          def to_s
+            "#{domain}\\#{username}"
+          end
+        end
+
+        class Authenticator < Authenticator::Base
+          def reset!
+            super
+            @server_challenge = nil
+          end
+
+          def process(request_buffer=nil)
+            if request_buffer.nil?
+              # this is only NTLMSSP (as opposed to SPNEGO + NTLMSSP)
+              buffer = OpenSSL::ASN1::ASN1Data.new([
+                Gss::OID_SPNEGO,
+                OpenSSL::ASN1::ASN1Data.new([
+                  OpenSSL::ASN1::Sequence.new([
+                    OpenSSL::ASN1::ASN1Data.new([
+                      OpenSSL::ASN1::Sequence.new([
+                        Gss::OID_NTLMSSP
+                      ])
+                    ], 0, :CONTEXT_SPECIFIC),
+                    OpenSSL::ASN1::ASN1Data.new([
+                      OpenSSL::ASN1::ASN1Data.new([
+                        OpenSSL::ASN1::ASN1Data.new([
+                          OpenSSL::ASN1::GeneralString.new('not_defined_in_RFC4178@please_ignore')
+                        ], 0, :CONTEXT_SPECIFIC)
+                      ], 16, :UNIVERSAL)
+                    ], 3, :CONTEXT_SPECIFIC)
+                  ])
+                ], 0, :CONTEXT_SPECIFIC)
+              ], 0, :APPLICATION).to_der
+              return Result.new(buffer, WindowsError::NTStatus::STATUS_SUCCESS)
+            end
+
+            begin
+              gss_api = OpenSSL::ASN1.decode(request_buffer)
+            rescue OpenSSL::ASN1::ASN1Error
+              return
+            end
+
+            if gss_api&.tag == 0 && gss_api&.tag_class == :APPLICATION
+              result = process_gss_type1(gss_api)
+            elsif gss_api&.tag == 1 && gss_api&.tag_class == :CONTEXT_SPECIFIC
+              result = process_gss_type3(gss_api)
+            end
+
+            result
+          end
+
+          #
+          # Process the NTLM type 1 message and build a type 2 response message.
+          #
+          # @param [Net::NTLM::Message::Type1] type1_msg the NTLM type 1 message received by the client that should be
+          #   processed
+          # @return [Net::NTLM::Message::Type2] the NTLM type 2 response message with which to reply to the client
+          def process_ntlm_type1(type1_msg)
+            type2_msg = Net::NTLM::Message::Type2.new.tap do |msg|
+              msg.target_name = 'LOCALHOST'.encode('UTF-16LE').b
+              msg.flag = 0
+              %i{ KEY56 KEY128 KEY_EXCHANGE UNICODE TARGET_INFO VERSION_INFO }.each do |flag|
+                msg.flag |= NTLM::NEGOTIATE_FLAGS.fetch(flag)
+              end
+
+              @server_challenge = @provider.generate_server_challenge
+              msg.challenge = @server_challenge.unpack1('Q<') # 64-bit unsigned, little endian (uint64_t)
+              target_info = Net::NTLM::TargetInfo.new('')
+              target_info.av_pairs.merge!({
+                Net::NTLM::TargetInfo::MSV_AV_NB_DOMAIN_NAME => @provider.netbios_domain.encode('UTF-16LE').b,
+                Net::NTLM::TargetInfo::MSV_AV_NB_COMPUTER_NAME => @provider.netbios_hostname.encode('UTF-16LE').b,
+                Net::NTLM::TargetInfo::MSV_AV_DNS_DOMAIN_NAME => @provider.dns_domain.encode('UTF-16LE').b,
+                Net::NTLM::TargetInfo::MSV_AV_DNS_COMPUTER_NAME => @provider.dns_hostname.encode('UTF-16LE').b,
+                Net::NTLM::TargetInfo::MSV_AV_TIMESTAMP => [(Time.now.to_i + Net::NTLM::TIME_OFFSET) * Field::FileTime::NS_MULTIPLIER].pack('Q')
+              })
+              msg.target_info = target_info.to_s
+              msg.enable(:target_info)
+              msg.context = 0
+              msg.enable(:context)
+              msg.os_version = NTLM::OSVersion.new(major: 6, minor: 3).to_binary_s
+              msg.enable(:os_version)
+            end
+
+            type2_msg
+          end
+
+          #
+          # Process the NTLM type 3 message and either accept or reject the authentication attempt.
+          #
+          # @param [Net::NTLM::Message::Type3] type3_msg the NTLM type 3 message received by the client that should be
+          #   processed
+          # @return [WindowsError::ErrorCode] an NT Status error code representing the operations outcome where
+          #   STATUS_SUCCESS is a successful authentication attempt and anything else is a failure
+          def process_ntlm_type3(type3_msg)
+            if type3_msg.user == '' && type3_msg.domain == ''
+              if @provider.allow_anonymous
+                return WindowsError::NTStatus::STATUS_SUCCESS
+              end
+
+              return WindowsError::NTStatus::STATUS_LOGON_FAILURE
+            end
+
+            account = @provider.get_account(
+              type3_msg.user,
+              domain: type3_msg.domain
+            )
+            return WindowsError::NTStatus::STATUS_LOGON_FAILURE if account.nil?
+
+            matches = false
+            case type3_msg.ntlm_version
+            when :ntlmv1
+              my_ntlm_response = Net::NTLM::ntlm_response(
+                ntlm_hash: Net::NTLM::ntlm_hash(account.password.encode('UTF-16LE'), unicode: true),
+                challenge: @server_challenge
+              )
+              matches = my_ntlm_response == type3_msg.ntlm_response
+            when :ntlmv2
+              digest = OpenSSL::Digest::MD5.new
+              their_nt_proof_str = type3_msg.ntlm_response[0...digest.digest_length]
+              their_blob = type3_msg.ntlm_response[digest.digest_length..-1]
+
+              ntlmv2_hash = Net::NTLM.ntlmv2_hash(
+                account.username.encode('UTF-16LE'),
+                account.password.encode('UTF-16LE'),
+                type3_msg.domain.encode('UTF-16LE'),  # don't use the account domain because of the special '.' value
+                {client_challenge: their_blob[16...24], unicode: true}
+              )
+
+              my_nt_proof_str = OpenSSL::HMAC.digest(OpenSSL::Digest::MD5.new, ntlmv2_hash, @server_challenge + their_blob)
+              matches = my_nt_proof_str == their_nt_proof_str
+              if matches
+                user_session_key = OpenSSL::HMAC.digest(OpenSSL::Digest::MD5.new, ntlmv2_hash, my_nt_proof_str)
+                if type3_msg.flag & NTLM::NEGOTIATE_FLAGS[:KEY_EXCHANGE] == NTLM::NEGOTIATE_FLAGS[:KEY_EXCHANGE] && type3_msg.session_key.length == 16
+                  rc4 = OpenSSL::Cipher.new('rc4')
+                  rc4.decrypt
+                  rc4.key = user_session_key
+                  @session_key = rc4.update type3_msg.session_key
+                  @session_key << rc4.final
+                else
+                  @session_key = user_session_key
+                end
+              end
+            else
+              # the only other value Net::NTLM will return for this is ntlm_session
+              raise NotImplementedError, "authentication via ntlm version #{type3_msg.ntlm_version} is not supported"
+            end
+
+            return WindowsError::NTStatus::STATUS_LOGON_FAILURE unless matches
+
+            WindowsError::NTStatus::STATUS_SUCCESS
+          end
+
+          attr_accessor :server_challenge
+
+          private
+
+          # take the GSS blob, extract the NTLM type 1 message and pass it to the process method to build the response
+          # which is then put back into a new GSS reply-blob
+          def process_gss_type1(gss_api)
+            unless Gss.asn1dig(gss_api, 1, 0, 0, 0, 0)&.value == Gss::OID_NTLMSSP.value
+              return
+            end
+
+            raw_type1_msg = Gss.asn1dig(gss_api, 1, 0, 1, 0)&.value
+            return unless raw_type1_msg
+
+            type1_msg = Net::NTLM::Message.parse(raw_type1_msg)
+            if type1_msg.flag & NTLM::NEGOTIATE_FLAGS[:UNICODE] == NTLM::NEGOTIATE_FLAGS[:UNICODE]
+              type1_msg.domain.force_encoding('UTF-16LE')
+              type1_msg.workstation.force_encoding('UTF-16LE')
+            end
+            type2_msg = process_ntlm_type1(type1_msg)
+
+            Result.new(Gss.gss_type2(type2_msg.serialize), WindowsError::NTStatus::STATUS_MORE_PROCESSING_REQUIRED)
+          end
+
+          # take the GSS blob, extract the NTLM type 3 message and pass it to the process method to build the response
+          # which is then put back into a new GSS reply-blob
+          def process_gss_type3(gss_api)
+            neg_token_init = Hash[RubySMB::Gss.asn1dig(gss_api, 0).value.map { |obj| [obj.tag, obj.value[0].value] }]
+            raw_type3_msg = neg_token_init[2]
+
+            type3_msg = Net::NTLM::Message.parse(raw_type3_msg)
+            if type3_msg.flag & NTLM::NEGOTIATE_FLAGS[:UNICODE] == NTLM::NEGOTIATE_FLAGS[:UNICODE]
+              type3_msg.domain.force_encoding('UTF-16LE')
+              type3_msg.user.force_encoding('UTF-16LE')
+              type3_msg.workstation.force_encoding('UTF-16LE')
+            end
+
+            nt_status = process_ntlm_type3(type3_msg)
+            buffer = identity = nil
+
+            case nt_status
+            when WindowsError::NTStatus::STATUS_SUCCESS
+              buffer = OpenSSL::ASN1::ASN1Data.new([
+                OpenSSL::ASN1::Sequence.new([
+                  OpenSSL::ASN1::ASN1Data.new([
+                    OpenSSL::ASN1::Enumerated.new(OpenSSL::BN.new(0)),
+                  ], 0, :CONTEXT_SPECIFIC)
+                ])
+              ], 1, :CONTEXT_SPECIFIC).to_der
+
+              account = @provider.get_account(
+                type3_msg.user,
+                domain: type3_msg.domain
+              )
+              if account.nil?
+                if @provider.allow_anonymous
+                  identity = IDENTITY_ANONYMOUS
+                end
+              else
+                identity = account.to_s
+              end
+            end
+
+            Result.new(buffer, nt_status, identity)
+          end
+        end
+
+        # @param [Boolean] allow_anonymous whether or not to allow anonymous authentication attempts
+        # @param [String] default_domain the default domain to use for authentication, unless specified 'WORKGROUP' will
+        #   be used
+        def initialize(allow_anonymous: false, default_domain: 'WORKGROUP')
+          raise ArgumentError, 'Must specify a default domain' unless default_domain
+
+          @allow_anonymous = allow_anonymous
+          @default_domain = default_domain
+          @accounts = []
+          @generate_server_challenge = -> { SecureRandom.bytes(8) }
+
+          @dns_domain = @netbios_domain = 'LOCALDOMAIN'
+          @dns_hostname = @netbios_hostname = 'LOCALHOST'
+        end
+
+        #
+        # Generate the 8-byte server challenge. If a block is specified, it's used as the challenge generation routine
+        # and should return an 8-byte value.
+        #
+        # @return [String] an 8-byte challenge value
+        def generate_server_challenge(&block)
+          if block.nil?
+            @generate_server_challenge.call
+          else
+            @generate_server_challenge = block
+          end
+        end
+
+        def new_authenticator(server_client)
+          # build and return an instance that can process and track stateful information for a particular connection but
+          # that's backed by this particular provider
+          Authenticator.new(self, server_client)
+        end
+
+        #
+        # Lookup and return an account based on the username and optionally, the domain. If no domain is specified or
+        # or it is the special value '.', the default domain will be used. The username and domain values are case
+        # insensitive.
+        #
+        # @param [String] username the username of the account to fetch.
+        # @param [String, nil] domain the domain in which the account to fetch exists.
+        # @return [Account, nil] the account if it was found
+        def get_account(username, domain: nil)
+          # the username and password values should use the native encoding for the comparison in the #find operation
+          username = username.downcase
+          domain = @default_domain if domain.nil? || domain == '.'.encode(domain.encoding)
+          domain = domain.downcase
+          @accounts.find { |account| account.username.encode(username.encoding).downcase == username && account.domain.encode(domain.encoding).downcase == domain }
+        end
+
+        #
+        # Add an account to the database.
+        #
+        # @param [String] username the username of the account to add
+        # @param [String] password either the plaintext password or the NTLM hash of the account to add
+        # @param [String] domain the domain of the account to add, if not specified, the @default_domain will be used
+        def put_account(username, password, domain: nil)
+          domain = @default_domain if domain.nil? || domain == '.'.encode(domain.encoding)
+          @accounts << Account.new(username, password, domain)
+        end
+
+        #
+        # The default domain value to use for accounts which do not have one specified or use the special '.' value.
+        attr_reader :default_domain
+
+        attr_accessor :dns_domain, :dns_hostname, :netbios_domain, :netbios_hostname
+      end
+    end
+  end
+end

data/lib/ruby_smb/gss/provider.rb

@@ -0,0 +1,35 @@
+module RubySMB
+  module Gss
+    #
+    # This module provides GSS based authentication.
+    #
+    module Provider
+      # A special constant implying that the authenticated user is anonymous.
+      IDENTITY_ANONYMOUS = :anonymous
+      # The result of a processed GSS request.
+      Result = Struct.new(:buffer, :nt_status, :identity)
+
+      #
+      # The base class for a GSS authentication provider. This class defines a common interface and is not usable as a
+      # provider on its own.
+      #
+      class Base
+        # Create a new, client-specific authenticator instance. This new instance is then able to track the unique state
+        # of a particular client / connection.
+        #
+        # @param [Server::ServerClient] server_client the client instance that this the authenticator will be for
+        def new_authenticator(server_client)
+          raise NotImplementedError
+        end
+
+        #
+        # Whether or not anonymous authentication attempts should be permitted.
+        #
+        attr_accessor :allow_anonymous
+      end
+    end
+  end
+end
+
+require 'ruby_smb/gss/provider/authenticator'
+require 'ruby_smb/gss/provider/ntlm'

data/lib/ruby_smb/gss.rb

@@ -2,6 +2,27 @@ module RubySMB
   # module containing methods required for using the [GSS-API](http://www.rfc-editor.org/rfc/rfc2743.txt)
   # for Secure Protected Negotiation(SPNEGO) in SMB Authentication.
   module Gss
+    require 'ruby_smb/gss/provider'
+
+    OID_SPNEGO = OpenSSL::ASN1::ObjectId.new('1.3.6.1.5.5.2')
+    OID_NEGOEX = OpenSSL::ASN1::ObjectId.new('1.3.6.1.4.1.311.2.2.30')
+    OID_NTLMSSP = OpenSSL::ASN1::ObjectId.new('1.3.6.1.4.1.311.2.2.10')
+
+    # Allow safe navigation of a decoded ASN.1 data structure. Similar to Ruby's
+    # builtin Hash#dig method but using the #value attribute of each ASN object.
+    #
+    # @param asn The ASN object to apply the traversal path on.
+    # @param [Array] path The path to traverse, each element is passed to the
+    #   ASN object's #value's #[] operator.
+    def self.asn1dig(asn, *path)
+      path.each do |part|
+        return nil unless asn&.value
+        asn = asn.value[part]
+      end
+
+      asn
+    end
+
     # Cargo culted from Rex. Hacked Together ASN1 encoding that works for our GSS purposes
     # @todo Document these magic numbers
     def self.asn1encode(str = '')
@@ -25,78 +46,50 @@ module RubySMB
     end
 
     # Create a GSS Security Blob of an NTLM Type 1 Message.
-    # This code has been cargo culted and needs to be researched
-    # and refactored into something better later.
-    # @todo Refactor this into non-magical code
     def self.gss_type1(type1)
-      "\x60".force_encoding('binary') + asn1encode(
-        "\x06".force_encoding('binary') + asn1encode(
-          "\x2b\x06\x01\x05\x05\x02".force_encoding('binary')
-        ) +
-          "\xa0".force_encoding('binary') + asn1encode(
-            "\x30".force_encoding('binary') + asn1encode(
-              "\xa0".force_encoding('binary') + asn1encode(
-                "\x30".force_encoding('binary') + asn1encode(
-                  "\x06".force_encoding('binary') + asn1encode(
-                    "\x2b\x06\x01\x04\x01\x82\x37\x02\x02\x0a".force_encoding('binary')
-                  )
-                )
-              ) +
-                "\xa2".force_encoding('binary') + asn1encode(
-                  "\x04".force_encoding('binary') + asn1encode(
-                    type1
-                  )
-                )
-            )
-          )
-      )
+      OpenSSL::ASN1::ASN1Data.new([
+        OID_SPNEGO,
+        OpenSSL::ASN1::ASN1Data.new([
+          OpenSSL::ASN1::Sequence.new([
+            OpenSSL::ASN1::ASN1Data.new([
+              OpenSSL::ASN1::Sequence.new([
+                OID_NTLMSSP
+              ])
+            ], 0, :CONTEXT_SPECIFIC),
+            OpenSSL::ASN1::ASN1Data.new([
+              OpenSSL::ASN1::OctetString.new(type1)
+            ], 2, :CONTEXT_SPECIFIC)
+          ])
+        ], 0, :CONTEXT_SPECIFIC)
+      ], 0, :APPLICATION).to_der
     end
 
     # Create a GSS Security Blob of an NTLM Type 2 Message.
-    # This code has been cargo culted and needs to be researched
-    # and refactored into something better later.
     def self.gss_type2(type2)
-      blob =
-        "\xa1" + asn1encode(
-          "\x30" + asn1encode(
-            "\xa0" + asn1encode(
-              "\x0a" + asn1encode(
-                "\x01"
-              )
-            ) +
-              "\xa1" + asn1encode(
-                "\x06" + asn1encode(
-                  "\x2b\x06\x01\x04\x01\x82\x37\x02\x02\x0a"
-                )
-              ) +
-              "\xa2" + asn1encode(
-                "\x04" + asn1encode(
-                  type2
-                )
-              )
-          )
-        )
-
-      blob
+      OpenSSL::ASN1::ASN1Data.new([
+       OpenSSL::ASN1::Sequence.new([
+         OpenSSL::ASN1::ASN1Data.new([
+           OpenSSL::ASN1::Enumerated.new(OpenSSL::BN.new(1))
+         ], 0, :CONTEXT_SPECIFIC),
+         OpenSSL::ASN1::ASN1Data.new([
+           OID_NTLMSSP
+         ], 1, :CONTEXT_SPECIFIC),
+         OpenSSL::ASN1::ASN1Data.new([
+           OpenSSL::ASN1::OctetString.new(type2)
+         ], 2, :CONTEXT_SPECIFIC)
+       ])
+      ], 1, :CONTEXT_SPECIFIC).to_der
     end
 
     # Create a GSS Security Blob of an NTLM Type 3 Message.
-    # This code has been cargo culted and needs to be researched
-    # and refactored into something better later.
-    # @todo Refactor this into non-magical code
     def self.gss_type3(type3)
-      gss =
-        "\xa1".force_encoding('binary') + asn1encode(
-          "\x30".force_encoding('binary') + asn1encode(
-            "\xa2".force_encoding('binary') + asn1encode(
-              "\x04".force_encoding('binary') + asn1encode(
-                type3
-              )
-            )
-          )
-        )
-
-      gss
+      OpenSSL::ASN1::ASN1Data.new([
+        OpenSSL::ASN1::Sequence.new([
+          OpenSSL::ASN1::ASN1Data.new([
+            OpenSSL::ASN1::OctetString.new(type3)
+          ], 2, :CONTEXT_SPECIFIC)
+        ])
+      ], 1, :CONTEXT_SPECIFIC).to_der
     end
   end
 end

data/lib/ruby_smb/ntlm.rb

@@ -0,0 +1,61 @@
+module RubySMB
+  module NTLM
+    # [[MS-NLMP] 2.2.2.5](https://docs.microsoft.com/en-us/openspecs/windows_protocols/ms-nlmp/99d90ff4-957f-4c8a-80e4-5bfe5a9a9832)
+    NEGOTIATE_FLAGS = {
+      :UNICODE                  => 1 << 0,
+      :OEM                      => 1 << 1,
+      :REQUEST_TARGET           => 1 << 2,
+      :SIGN                     => 1 << 4,
+      :SEAL                     => 1 << 5,
+      :DATAGRAM                 => 1 << 6,
+      :LAN_MANAGER_KEY          => 1 << 7,
+      :NTLM                     => 1 << 9,
+      :NT_ONLY                  => 1 << 10,
+      :ANONYMOUS                => 1 << 11,
+      :OEM_DOMAIN_SUPPLIED      => 1 << 12,
+      :OEM_WORKSTATION_SUPPLIED => 1 << 13,
+      :ALWAYS_SIGN              => 1 << 15,
+      :TARGET_TYPE_DOMAIN       => 1 << 16,
+      :TARGET_TYPE_SERVER       => 1 << 17,
+      :TARGET_TYPE_SHARE        => 1 << 18,
+      :EXTENDED_SECURITY        => 1 << 19,
+      :IDENTIFY                 => 1 << 20,
+      :NON_NT_SESSION           => 1 << 22,
+      :TARGET_INFO              => 1 << 23,
+      :VERSION_INFO             => 1 << 25,
+      :KEY128                   => 1 << 29,
+      :KEY_EXCHANGE             => 1 << 30,
+      :KEY56                    => 1 << 31
+    }.freeze
+
+    DEFAULT_CLIENT_FLAGS =
+      NEGOTIATE_FLAGS[:UNICODE] |
+      NEGOTIATE_FLAGS[:SIGN] |
+      NEGOTIATE_FLAGS[:SEAL] |
+      NEGOTIATE_FLAGS[:REQUEST_TARGET] |
+      NEGOTIATE_FLAGS[:NTLM] |
+      NEGOTIATE_FLAGS[:ALWAYS_SIGN] |
+      NEGOTIATE_FLAGS[:EXTENDED_SECURITY] |
+      NEGOTIATE_FLAGS[:KEY128] |
+      NEGOTIATE_FLAGS[:KEY_EXCHANGE] |
+      NEGOTIATE_FLAGS[:KEY56] |
+      NEGOTIATE_FLAGS[:TARGET_INFO] |
+      NEGOTIATE_FLAGS[:VERSION_INFO]
+
+    # [[MS-NLMP] 2.2.2.10 VERSION](https://docs.microsoft.com/en-us/openspecs/windows_protocols/ms-nlmp/b1a6ceb2-f8ad-462b-b5af-f18527c48175)
+    class OSVersion < BinData::Record
+      endian :little
+
+      uint8  :major
+      uint8  :minor
+      uint16 :build
+      uint24 :reserved
+      uint8  :ntlm_revision, initial_value: 15
+
+      def to_s
+        "Version #{major}.#{minor} (Build #{build}); NTLM Current Revision #{ntlm_revision}"
+      end
+    end
+  end
+end
+