# frozen_string_literal: false require_relative "utils" if defined?(OpenSSL::TestUtils) class OpenSSL::TestSSL < OpenSSL::SSLTestCase def test_ctx_options ctx = OpenSSL::SSL::SSLContext.new assert (OpenSSL::SSL::OP_ALL & ctx.options) == OpenSSL::SSL::OP_ALL, "OP_ALL is set by default" ctx.options = 4 assert_equal 4, ctx.options & 4 if ctx.options != 4 pend "SSL_CTX_set_options() seems to be modified by distributor" end ctx.options = nil assert_equal OpenSSL::SSL::OP_ALL, ctx.options assert_equal true, ctx.setup assert_predicate ctx, :frozen? assert_equal nil, ctx.setup end def test_ssl_with_server_cert ctx_proc = -> ctx { ctx.cert = @svr_cert ctx.key = @svr_key ctx.extra_chain_cert = [@ca_cert] } server_proc = -> (ctx, ssl) { assert_equal @svr_cert.to_der, ssl.cert.to_der assert_equal nil, ssl.peer_cert readwrite_loop(ctx, ssl) } start_server(ctx_proc: ctx_proc, server_proc: server_proc) { |server, port| begin sock = TCPSocket.new("127.0.0.1", port) ctx = OpenSSL::SSL::SSLContext.new ssl = OpenSSL::SSL::SSLSocket.new(sock, ctx) ssl.connect assert_equal sock, ssl.io assert_equal nil, ssl.cert assert_equal @svr_cert.to_der, ssl.peer_cert.to_der assert_equal 2, ssl.peer_cert_chain.size assert_equal @svr_cert.to_der, ssl.peer_cert_chain[0].to_der assert_equal @ca_cert.to_der, ssl.peer_cert_chain[1].to_der ensure ssl&.close sock&.close end } end def test_sysread_and_syswrite start_server { |server, port| server_connect(port) { |ssl| str = "x" * 100 + "\n" ssl.syswrite(str) newstr = ssl.sysread(str.bytesize) assert_equal(str, newstr) buf = "" ssl.syswrite(str) assert_same buf, ssl.sysread(str.size, buf) assert_equal(str, newstr) } } end def test_sync_close start_server { |server, port| begin sock = TCPSocket.new("127.0.0.1", port) ssl = OpenSSL::SSL::SSLSocket.new(sock) ssl.connect ssl.close assert_not_predicate sock, :closed? ensure sock&.close end begin sock = TCPSocket.new("127.0.0.1", port) ssl = OpenSSL::SSL::SSLSocket.new(sock) ssl.sync_close = true # !! ssl.connect ssl.close assert_predicate sock, :closed? ensure sock&.close end } end def test_copy_stream start_server do |server, port| server_connect(port) do |ssl| IO.pipe do |r, w| str = "hello world\n" w.write(str) IO.copy_stream(r, ssl, str.bytesize) IO.copy_stream(ssl, w, str.bytesize) assert_equal str, r.read(str.bytesize) end end end end def test_client_auth_failure vflag = OpenSSL::SSL::VERIFY_PEER|OpenSSL::SSL::VERIFY_FAIL_IF_NO_PEER_CERT start_server(verify_mode: vflag, ignore_listener_error: true) { |server, port| sock = TCPSocket.new("127.0.0.1", port) ssl = OpenSSL::SSL::SSLSocket.new(sock) ssl.sync_close = true begin assert_handshake_error { ssl.connect } ensure ssl.close end } end def test_client_auth_success vflag = OpenSSL::SSL::VERIFY_PEER|OpenSSL::SSL::VERIFY_FAIL_IF_NO_PEER_CERT start_server(verify_mode: vflag) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.key = @cli_key ctx.cert = @cli_cert server_connect(port, ctx) { |ssl| ssl.puts("foo") assert_equal("foo\n", ssl.gets) } called = nil ctx = OpenSSL::SSL::SSLContext.new ctx.client_cert_cb = Proc.new{ |sslconn| called = true [@cli_cert, @cli_key] } server_connect(port, ctx) { |ssl| assert(called) ssl.puts("foo") assert_equal("foo\n", ssl.gets) } } end def test_client_auth_public_key vflag = OpenSSL::SSL::VERIFY_PEER|OpenSSL::SSL::VERIFY_FAIL_IF_NO_PEER_CERT start_server(verify_mode: vflag, ignore_listener_error: true) do |server, port| assert_raise(ArgumentError) { ctx = OpenSSL::SSL::SSLContext.new ctx.key = @cli_key.public_key ctx.cert = @cli_cert server_connect(port, ctx) { } } ctx = OpenSSL::SSL::SSLContext.new ctx.client_cert_cb = Proc.new{ |ssl| [@cli_cert, @cli_key.public_key] } assert_handshake_error { server_connect(port, ctx) } end end def test_client_ca ctx_proc = Proc.new do |ctx| ctx.client_ca = [@ca_cert] end vflag = OpenSSL::SSL::VERIFY_PEER|OpenSSL::SSL::VERIFY_FAIL_IF_NO_PEER_CERT start_server(verify_mode: vflag, ctx_proc: ctx_proc) { |server, port| ctx = OpenSSL::SSL::SSLContext.new client_ca_from_server = nil ctx.client_cert_cb = Proc.new do |sslconn| client_ca_from_server = sslconn.client_ca [@cli_cert, @cli_key] end server_connect(port, ctx) { |ssl| assert_equal([@ca], client_ca_from_server) } } end def test_read_nonblock_without_session OpenSSL::TestUtils.silent do start_server(start_immediately: false) { |server, port| sock = TCPSocket.new("127.0.0.1", port) ssl = OpenSSL::SSL::SSLSocket.new(sock) ssl.sync_close = true assert_equal :wait_readable, ssl.read_nonblock(100, exception: false) ssl.write("abc\n") IO.select [ssl] assert_equal('a', ssl.read_nonblock(1)) assert_equal("bc\n", ssl.read_nonblock(100)) assert_equal :wait_readable, ssl.read_nonblock(100, exception: false) ssl.close } end end def test_starttls server_proc = -> (ctx, ssl) { begin while line = ssl.gets if line =~ /^STARTTLS$/ ssl.write("x") ssl.flush ssl.accept next end ssl.write(line) end rescue OpenSSL::SSL::SSLError rescue IOError ensure ssl.close rescue nil end } EnvUtil.suppress_warning do # read/write on not started session start_server(start_immediately: false, server_proc: server_proc) { |server, port| begin sock = TCPSocket.new("127.0.0.1", port) ssl = OpenSSL::SSL::SSLSocket.new(sock) ssl.puts "plaintext" assert_equal "plaintext\n", ssl.gets ssl.puts("STARTTLS") ssl.read(1) ssl.connect ssl.puts "over-tls" assert_equal "over-tls\n", ssl.gets ensure ssl&.close sock&.close end } end end def test_parallel start_server { |server, port| ssls = [] 10.times{ sock = TCPSocket.new("127.0.0.1", port) ssl = OpenSSL::SSL::SSLSocket.new(sock) ssl.connect ssl.sync_close = true ssls << ssl } str = "x" * 1000 + "\n" ITERATIONS.times{ ssls.each{|ssl| ssl.puts(str) assert_equal(str, ssl.gets) } } ssls.each{|ssl| ssl.close } } end def test_verify_result start_server(ignore_listener_error: true) { |server, port| sock = TCPSocket.new("127.0.0.1", port) ctx = OpenSSL::SSL::SSLContext.new ctx.verify_mode = OpenSSL::SSL::VERIFY_PEER ssl = OpenSSL::SSL::SSLSocket.new(sock, ctx) ssl.sync_close = true begin assert_raise(OpenSSL::SSL::SSLError){ ssl.connect } assert_equal(OpenSSL::X509::V_ERR_SELF_SIGNED_CERT_IN_CHAIN, ssl.verify_result) ensure ssl.close end } start_server { |server, port| sock = TCPSocket.new("127.0.0.1", port) ctx = OpenSSL::SSL::SSLContext.new ctx.verify_mode = OpenSSL::SSL::VERIFY_PEER ctx.verify_callback = Proc.new do |preverify_ok, store_ctx| store_ctx.error = OpenSSL::X509::V_OK true end ssl = OpenSSL::SSL::SSLSocket.new(sock, ctx) ssl.sync_close = true begin ssl.connect assert_equal(OpenSSL::X509::V_OK, ssl.verify_result) ensure ssl.close end } start_server(ignore_listener_error: true) { |server, port| sock = TCPSocket.new("127.0.0.1", port) ctx = OpenSSL::SSL::SSLContext.new ctx.verify_mode = OpenSSL::SSL::VERIFY_PEER ctx.verify_callback = Proc.new do |preverify_ok, store_ctx| store_ctx.error = OpenSSL::X509::V_ERR_APPLICATION_VERIFICATION false end ssl = OpenSSL::SSL::SSLSocket.new(sock, ctx) ssl.sync_close = true begin assert_raise(OpenSSL::SSL::SSLError){ ssl.connect } assert_equal(OpenSSL::X509::V_ERR_APPLICATION_VERIFICATION, ssl.verify_result) ensure ssl.close end } end def test_exception_in_verify_callback_is_ignored start_server(ignore_listener_error: true) { |server, port| sock = TCPSocket.new("127.0.0.1", port) ctx = OpenSSL::SSL::SSLContext.new ctx.verify_mode = OpenSSL::SSL::VERIFY_PEER ctx.verify_callback = Proc.new do |preverify_ok, store_ctx| store_ctx.error = OpenSSL::X509::V_OK raise RuntimeError end ssl = OpenSSL::SSL::SSLSocket.new(sock, ctx) ssl.sync_close = true begin OpenSSL::TestUtils.silent do # SSLError, not RuntimeError assert_raise(OpenSSL::SSL::SSLError) { ssl.connect } end assert_equal(OpenSSL::X509::V_ERR_CERT_REJECTED, ssl.verify_result) ensure ssl.close end } end def test_sslctx_set_params ctx = OpenSSL::SSL::SSLContext.new ctx.set_params assert_equal OpenSSL::SSL::VERIFY_PEER, ctx.verify_mode ciphers_names = ctx.ciphers.collect{|v, _, _, _| v } assert ciphers_names.all?{|v| /A(EC)?DH/ !~ v }, "anon ciphers are disabled" assert ciphers_names.all?{|v| /(RC4|MD5|EXP|DES)/ !~ v }, "weak ciphers are disabled" assert_equal 0, ctx.options & OpenSSL::SSL::OP_DONT_INSERT_EMPTY_FRAGMENTS if defined?(OpenSSL::SSL::OP_NO_COMPRESSION) # >= 1.0.0 assert_equal OpenSSL::SSL::OP_NO_COMPRESSION, ctx.options & OpenSSL::SSL::OP_NO_COMPRESSION end end def test_post_connect_check_with_anon_ciphers ctx_proc = -> ctx { ctx.ciphers = "aNULL" ctx.security_level = 0 } start_server(ctx_proc: ctx_proc) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.ciphers = "aNULL" ctx.security_level = 0 server_connect(port, ctx) { |ssl| assert_raise_with_message(OpenSSL::SSL::SSLError, /anonymous cipher suite/i) { ssl.post_connection_check("localhost.localdomain") } } } end def test_post_connection_check sslerr = OpenSSL::SSL::SSLError start_server { |server, port| server_connect(port) { |ssl| assert_raise(sslerr){ssl.post_connection_check("localhost.localdomain")} assert_raise(sslerr){ssl.post_connection_check("127.0.0.1")} assert(ssl.post_connection_check("localhost")) assert_raise(sslerr){ssl.post_connection_check("foo.example.com")} cert = ssl.peer_cert assert(!OpenSSL::SSL.verify_certificate_identity(cert, "localhost.localdomain")) assert(!OpenSSL::SSL.verify_certificate_identity(cert, "127.0.0.1")) assert(OpenSSL::SSL.verify_certificate_identity(cert, "localhost")) assert(!OpenSSL::SSL.verify_certificate_identity(cert, "foo.example.com")) } } exts = [ ["keyUsage","keyEncipherment,digitalSignature",true], ["subjectAltName","DNS:localhost.localdomain",false], ["subjectAltName","IP:127.0.0.1",false], ] @svr_cert = issue_cert(@svr, @svr_key, 4, exts, @ca_cert, @ca_key) start_server { |server, port| server_connect(port) { |ssl| assert(ssl.post_connection_check("localhost.localdomain")) assert(ssl.post_connection_check("127.0.0.1")) assert_raise(sslerr){ssl.post_connection_check("localhost")} assert_raise(sslerr){ssl.post_connection_check("foo.example.com")} cert = ssl.peer_cert assert(OpenSSL::SSL.verify_certificate_identity(cert, "localhost.localdomain")) assert(OpenSSL::SSL.verify_certificate_identity(cert, "127.0.0.1")) assert(!OpenSSL::SSL.verify_certificate_identity(cert, "localhost")) assert(!OpenSSL::SSL.verify_certificate_identity(cert, "foo.example.com")) } } exts = [ ["keyUsage","keyEncipherment,digitalSignature",true], ["subjectAltName","DNS:*.localdomain",false], ] @svr_cert = issue_cert(@svr, @svr_key, 5, exts, @ca_cert, @ca_key) start_server { |server, port| server_connect(port) { |ssl| assert(ssl.post_connection_check("localhost.localdomain")) assert_raise(sslerr){ssl.post_connection_check("127.0.0.1")} assert_raise(sslerr){ssl.post_connection_check("localhost")} assert_raise(sslerr){ssl.post_connection_check("foo.example.com")} cert = ssl.peer_cert assert(OpenSSL::SSL.verify_certificate_identity(cert, "localhost.localdomain")) assert(!OpenSSL::SSL.verify_certificate_identity(cert, "127.0.0.1")) assert(!OpenSSL::SSL.verify_certificate_identity(cert, "localhost")) assert(!OpenSSL::SSL.verify_certificate_identity(cert, "foo.example.com")) } } end def test_verify_certificate_identity [true, false].each do |criticality| cert = create_null_byte_SAN_certificate(criticality) assert_equal(false, OpenSSL::SSL.verify_certificate_identity(cert, 'www.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity(cert, "www.example.com\0.evil.com")) assert_equal(false, OpenSSL::SSL.verify_certificate_identity(cert, '192.168.7.255')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity(cert, '192.168.7.1')) assert_equal(false, OpenSSL::SSL.verify_certificate_identity(cert, '13::17')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity(cert, '13:0:0:0:0:0:0:17')) end end def test_verify_hostname assert_equal(true, OpenSSL::SSL.verify_hostname("www.example.com", "*.example.com")) assert_equal(false, OpenSSL::SSL.verify_hostname("www.subdomain.example.com", "*.example.com")) end def test_verify_wildcard assert_equal(false, OpenSSL::SSL.verify_wildcard("foo", "x*")) assert_equal(true, OpenSSL::SSL.verify_wildcard("foo", "foo")) assert_equal(true, OpenSSL::SSL.verify_wildcard("foo", "f*")) assert_equal(true, OpenSSL::SSL.verify_wildcard("foo", "*")) assert_equal(false, OpenSSL::SSL.verify_wildcard("abc*bcd", "abcd")) assert_equal(false, OpenSSL::SSL.verify_wildcard("xn--qdk4b9b", "x*")) assert_equal(false, OpenSSL::SSL.verify_wildcard("xn--qdk4b9b", "*--qdk4b9b")) assert_equal(true, OpenSSL::SSL.verify_wildcard("xn--qdk4b9b", "xn--qdk4b9b")) end # Comments in this test is excerpted from http://tools.ietf.org/html/rfc6125#page-27 def test_post_connection_check_wildcard_san # case-insensitive ASCII comparison # RFC 6125, section 6.4.1 # # "..matching of the reference identifier against the presented identifier # is performed by comparing the set of domain name labels using a # case-insensitive ASCII comparison, as clarified by [DNS-CASE] (e.g., # "WWW.Example.Com" would be lower-cased to "www.example.com" for # comparison purposes) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:*.example.com'), 'www.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:*.Example.COM'), 'www.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:*.example.com'), 'WWW.Example.COM')) # 1. The client SHOULD NOT attempt to match a presented identifier in # which the wildcard character comprises a label other than the # left-most label (e.g., do not match bar.*.example.net). assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:www.*.com'), 'www.example.com')) # 2. If the wildcard character is the only character of the left-most # label in the presented identifier, the client SHOULD NOT compare # against anything but the left-most label of the reference # identifier (e.g., *.example.com would match foo.example.com but # not bar.foo.example.com or example.com). assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:*.example.com'), 'foo.example.com')) assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:*.example.com'), 'bar.foo.example.com')) # 3. The client MAY match a presented identifier in which the wildcard # character is not the only character of the label (e.g., # baz*.example.net and *baz.example.net and b*z.example.net would # be taken to match baz1.example.net and foobaz.example.net and # buzz.example.net, respectively). ... assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:baz*.example.com'), 'baz1.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:*baz.example.com'), 'foobaz.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:b*z.example.com'), 'buzz.example.com')) # Section 6.4.3 of RFC6125 states that client should NOT match identifier # where wildcard is other than left-most label. # # Also implicitly mentions the wildcard character only in singular form, # and discourages matching against more than one wildcard. # # See RFC 6125, section 7.2, subitem 2. assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:*b*.example.com'), 'abc.example.com')) assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:*b*.example.com'), 'ab.example.com')) assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:*b*.example.com'), 'bc.example.com')) # ... However, the client SHOULD NOT # attempt to match a presented identifier where the wildcard # character is embedded within an A-label or U-label [IDNA-DEFS] of # an internationalized domain name [IDNA-PROTO]. assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:xn*.example.com'), 'xn1ca.example.com')) # part of A-label assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:xn--*.example.com'), 'xn--1ca.example.com')) # part of U-label # dNSName in RFC5280 is an IA5String so U-label should NOT be allowed # regardless of wildcard. # # See Section 7.2 of RFC 5280: # IA5String is limited to the set of ASCII characters. assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_san('DNS:á*.example.com'), 'á1.example.com')) end def test_post_connection_check_wildcard_cn assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('*.example.com'), 'www.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('*.Example.COM'), 'www.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('*.example.com'), 'WWW.Example.COM')) assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('www.*.com'), 'www.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('*.example.com'), 'foo.example.com')) assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('*.example.com'), 'bar.foo.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('baz*.example.com'), 'baz1.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('*baz.example.com'), 'foobaz.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('b*z.example.com'), 'buzz.example.com')) # Section 6.4.3 of RFC6125 states that client should NOT match identifier # where wildcard is other than left-most label. # # Also implicitly mentions the wildcard character only in singular form, # and discourages matching against more than one wildcard. # # See RFC 6125, section 7.2, subitem 2. assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('*b*.example.com'), 'abc.example.com')) assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('*b*.example.com'), 'ab.example.com')) assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('*b*.example.com'), 'bc.example.com')) assert_equal(true, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('xn*.example.com'), 'xn1ca.example.com')) assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('xn--*.example.com'), 'xn--1ca.example.com')) # part of U-label # Subject in RFC5280 states case-insensitive ASCII comparison. # # See Section 7.2 of RFC 5280: # IA5String is limited to the set of ASCII characters. assert_equal(false, OpenSSL::SSL.verify_certificate_identity( create_cert_with_name('á*.example.com'), 'á1.example.com')) end def create_cert_with_san(san) ef = OpenSSL::X509::ExtensionFactory.new cert = OpenSSL::X509::Certificate.new cert.subject = OpenSSL::X509::Name.parse("/DC=some/DC=site/CN=Some Site") ext = ef.create_ext('subjectAltName', san) cert.add_extension(ext) cert end def create_cert_with_name(name) cert = OpenSSL::X509::Certificate.new cert.subject = OpenSSL::X509::Name.new([['DC', 'some'], ['DC', 'site'], ['CN', name]]) cert end # Create NULL byte SAN certificate def create_null_byte_SAN_certificate(critical = false) ef = OpenSSL::X509::ExtensionFactory.new cert = OpenSSL::X509::Certificate.new cert.subject = OpenSSL::X509::Name.parse "/DC=some/DC=site/CN=Some Site" ext = ef.create_ext('subjectAltName', 'DNS:placeholder,IP:192.168.7.1,IP:13::17', critical) ext_asn1 = OpenSSL::ASN1.decode(ext.to_der) san_list_der = ext_asn1.value.reduce(nil) { |memo,val| val.tag == 4 ? val.value : memo } san_list_asn1 = OpenSSL::ASN1.decode(san_list_der) san_list_asn1.value[0].value = "www.example.com\0.evil.com" pos = critical ? 2 : 1 ext_asn1.value[pos].value = san_list_asn1.to_der real_ext = OpenSSL::X509::Extension.new ext_asn1 cert.add_extension(real_ext) cert end def socketpair if defined? UNIXSocket UNIXSocket.pair else Socket.pair(Socket::AF_INET, Socket::SOCK_STREAM, 0) end end def test_tlsext_hostname ctx3 = OpenSSL::SSL::SSLContext.new ctx3.ciphers = "ADH" ctx3.tmp_dh_callback = proc { OpenSSL::TestUtils::TEST_KEY_DH1024 } ctx3.security_level = 0 assert_not_predicate ctx3, :frozen? ctx_proc = -> ctx { ctx.ciphers = "ALL:!aNULL" ctx.servername_cb = proc { |ssl, servername| case servername when "foo.example.com" ctx3 when "bar.example.com" nil else raise "unknown hostname" end } } start_server(ctx_proc: ctx_proc) do |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.ciphers = "ALL" ctx.security_level = 0 sock = TCPSocket.new("127.0.0.1", port) begin ssl = OpenSSL::SSL::SSLSocket.new(sock, ctx) ssl.hostname = "foo.example.com" ssl.connect assert_match (/^ADH-/), ssl.cipher[0], "the context returned by servername_cb is used" assert_predicate ctx3, :frozen? ensure sock.close end sock = TCPSocket.new("127.0.0.1", port) begin ssl = OpenSSL::SSL::SSLSocket.new(sock, ctx) ssl.hostname = "bar.example.com" ssl.connect assert_not_match (/^A(EC)?DH-/), ssl.cipher[0], "the original context is used" ensure sock.close end end end def test_servername_cb_raises_an_exception_on_unknown_objects hostname = 'example.org' ctx2 = OpenSSL::SSL::SSLContext.new ctx2.ciphers = "aNULL" ctx2.tmp_dh_callback = proc { OpenSSL::TestUtils::TEST_KEY_DH1024 } ctx2.security_level = 0 ctx2.servername_cb = lambda { |args| Object.new } sock1, sock2 = socketpair s2 = OpenSSL::SSL::SSLSocket.new(sock2, ctx2) ctx1 = OpenSSL::SSL::SSLContext.new ctx1.ciphers = "aNULL" ctx1.security_level = 0 s1 = OpenSSL::SSL::SSLSocket.new(sock1, ctx1) s1.hostname = hostname t = Thread.new { assert_raise(OpenSSL::SSL::SSLError) do s1.connect end } assert_raise(ArgumentError) do s2.accept end assert t.join ensure sock1.close if sock1 sock2.close if sock2 end def test_verify_hostname_on_connect ctx_proc = proc { |ctx| exts = [ ["keyUsage", "keyEncipherment,digitalSignature", true], ["subjectAltName", "DNS:a.example.com,DNS:*.b.example.com," \ "DNS:c*.example.com,DNS:d.*.example.com"], ] ctx.cert = issue_cert(@svr, @svr_key, 4, exts, @ca_cert, @ca_key) ctx.key = @svr_key } start_server(ctx_proc: ctx_proc, ignore_listener_error: true) do |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.verify_hostname = true ctx.cert_store = OpenSSL::X509::Store.new ctx.cert_store.add_cert(@ca_cert) ctx.verify_mode = OpenSSL::SSL::VERIFY_PEER [ ["a.example.com", true], ["A.Example.Com", true], ["x.example.com", false], ["b.example.com", false], ["x.b.example.com", true], ["cx.example.com", true], ["d.x.example.com", false], ].each do |name, expected_ok| begin sock = TCPSocket.new("127.0.0.1", port) ssl = OpenSSL::SSL::SSLSocket.new(sock, ctx) ssl.hostname = name if expected_ok assert_nothing_raised { ssl.connect } else assert_handshake_error { ssl.connect } end ensure ssl.close if ssl sock.close if sock end end end end def test_multibyte_read_write #German a umlaut auml = [%w{ C3 A4 }.join('')].pack('H*') auml.force_encoding(Encoding::UTF_8) [10, 1000, 100000].each {|i| str = nil num_written = nil server_proc = Proc.new {|ctx, ssl| cmp = ssl.read raw_size = cmp.size cmp.force_encoding(Encoding::UTF_8) assert_equal(str, cmp) assert_equal(num_written, raw_size) ssl.close } start_server(server_proc: server_proc) { |server, port| server_connect(port) { |ssl| str = auml * i num_written = ssl.write(str) } } } end def test_unset_OP_ALL ctx_proc = Proc.new { |ctx| # If OP_DONT_INSERT_EMPTY_FRAGMENTS is not defined, this test is # redundant because the default options already are equal to OP_ALL. # But it also degrades gracefully, so keep it ctx.options = OpenSSL::SSL::OP_ALL } start_server(ctx_proc: ctx_proc) { |server, port| server_connect(port) { |ssl| ssl.puts('hello') assert_equal("hello\n", ssl.gets) } } end if OpenSSL::SSL::SSLContext::METHODS.include?(:TLSv1) && OpenSSL::SSL::SSLContext::METHODS.include?(:SSLv3) def test_forbid_ssl_v3_for_client ctx_proc = Proc.new { |ctx| ctx.options = OpenSSL::SSL::OP_ALL | OpenSSL::SSL::OP_NO_SSLv3 } start_server_version(:SSLv23, ctx_proc) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.ssl_version = :SSLv3 assert_handshake_error { server_connect(port, ctx) } } end def test_forbid_ssl_v3_from_server start_server_version(:SSLv3) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.options = OpenSSL::SSL::OP_ALL | OpenSSL::SSL::OP_NO_SSLv3 assert_handshake_error { server_connect(port, ctx) } } end end if OpenSSL::SSL::SSLContext::METHODS.include? :TLSv1_1 def test_tls_v1_1 start_server_version(:TLSv1_1) { |server, port| server_connect(port) { |ssl| assert_equal("TLSv1.1", ssl.ssl_version) } } end def test_forbid_tls_v1_for_client ctx_proc = Proc.new { |ctx| ctx.options = OpenSSL::SSL::OP_ALL | OpenSSL::SSL::OP_NO_TLSv1 } start_server_version(:SSLv23, ctx_proc) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.ssl_version = :TLSv1 assert_handshake_error { server_connect(port, ctx) } } end def test_forbid_tls_v1_from_server start_server_version(:TLSv1) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.options = OpenSSL::SSL::OP_ALL | OpenSSL::SSL::OP_NO_TLSv1 assert_handshake_error { server_connect(port, ctx) } } end end if OpenSSL::SSL::SSLContext::METHODS.include? :TLSv1_2 def test_tls_v1_2 start_server_version(:TLSv1_2) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.ssl_version = :TLSv1_2_client server_connect(port, ctx) { |ssl| assert_equal("TLSv1.2", ssl.ssl_version) } } end if OpenSSL::OPENSSL_VERSION_NUMBER > 0x10001000 def test_forbid_tls_v1_1_for_client ctx_proc = Proc.new { |ctx| ctx.options = OpenSSL::SSL::OP_ALL | OpenSSL::SSL::OP_NO_TLSv1_1 } start_server_version(:SSLv23, ctx_proc) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.ssl_version = :TLSv1_1 assert_handshake_error { server_connect(port, ctx) } } end if defined?(OpenSSL::SSL::OP_NO_TLSv1_1) def test_forbid_tls_v1_1_from_server start_server_version(:TLSv1_1) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.options = OpenSSL::SSL::OP_ALL | OpenSSL::SSL::OP_NO_TLSv1_1 assert_handshake_error { server_connect(port, ctx) } } end if defined?(OpenSSL::SSL::OP_NO_TLSv1_1) def test_forbid_tls_v1_2_for_client ctx_proc = Proc.new { |ctx| ctx.options = OpenSSL::SSL::OP_ALL | OpenSSL::SSL::OP_NO_TLSv1_2 } start_server_version(:SSLv23, ctx_proc) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.ssl_version = :TLSv1_2 assert_handshake_error { server_connect(port, ctx) } } end if defined?(OpenSSL::SSL::OP_NO_TLSv1_2) def test_forbid_tls_v1_2_from_server start_server_version(:TLSv1_2) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.options = OpenSSL::SSL::OP_ALL | OpenSSL::SSL::OP_NO_TLSv1_2 assert_handshake_error { server_connect(port, ctx) } } end if defined?(OpenSSL::SSL::OP_NO_TLSv1_2) end def test_renegotiation_cb num_handshakes = 0 renegotiation_cb = Proc.new { |ssl| num_handshakes += 1 } ctx_proc = Proc.new { |ctx| ctx.renegotiation_cb = renegotiation_cb } start_server_version(:SSLv23, ctx_proc) { |server, port| server_connect(port) { |ssl| assert_equal(1, num_handshakes) } } end if OpenSSL::OPENSSL_VERSION_NUMBER >= 0x10002000 def test_alpn_protocol_selection_ary advertised = ["http/1.1", "spdy/2"] ctx_proc = Proc.new { |ctx| ctx.alpn_select_cb = -> (protocols) { protocols.first } ctx.alpn_protocols = advertised } start_server_version(:SSLv23, ctx_proc) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.alpn_protocols = advertised server_connect(port, ctx) { |ssl| assert_equal(advertised.first, ssl.alpn_protocol) } } end def test_alpn_protocol_selection_cancel sock1, sock2 = socketpair ctx1 = OpenSSL::SSL::SSLContext.new ctx1.ciphers = "aNULL" ctx1.security_level = 0 ctx1.alpn_select_cb = -> (protocols) { nil } ssl1 = OpenSSL::SSL::SSLSocket.new(sock1, ctx1) ctx2 = OpenSSL::SSL::SSLContext.new ctx2.ciphers = "aNULL" ctx2.security_level = 0 ctx2.alpn_protocols = ["http/1.1"] ssl2 = OpenSSL::SSL::SSLSocket.new(sock2, ctx2) t = Thread.new { ssl2.connect_nonblock(exception: false) } assert_raise_with_message(TypeError, /nil/) { ssl1.accept } t.join ensure sock1&.close sock2&.close ssl1&.close ssl2&.close t&.kill t&.join end end if OpenSSL::OPENSSL_VERSION_NUMBER > 0x10001000 && OpenSSL::SSL::SSLContext.method_defined?(:npn_select_cb) # NPN may be disabled by OpenSSL configure option def test_npn_protocol_selection_ary advertised = ["http/1.1", "spdy/2"] ctx_proc = Proc.new { |ctx| ctx.npn_protocols = advertised } start_server_version(:SSLv23, ctx_proc) { |server, port| selector = lambda { |which| ctx = OpenSSL::SSL::SSLContext.new ctx.npn_select_cb = -> (protocols) { protocols.send(which) } server_connect(port, ctx) { |ssl| assert_equal(advertised.send(which), ssl.npn_protocol) } } selector.call(:first) selector.call(:last) } end def test_npn_protocol_selection_enum advertised = Object.new def advertised.each yield "http/1.1" yield "spdy/2" end ctx_proc = Proc.new { |ctx| ctx.npn_protocols = advertised } start_server_version(:SSLv23, ctx_proc) { |server, port| selector = lambda { |selected, which| ctx = OpenSSL::SSL::SSLContext.new ctx.npn_select_cb = -> (protocols) { protocols.to_a.send(which) } server_connect(port, ctx) { |ssl| assert_equal(selected, ssl.npn_protocol) } } selector.call("http/1.1", :first) selector.call("spdy/2", :last) } end def test_npn_protocol_selection_cancel ctx_proc = Proc.new { |ctx| ctx.npn_protocols = ["http/1.1"] } start_server_version(:SSLv23, ctx_proc) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.npn_select_cb = -> (protocols) { raise RuntimeError.new } assert_raise(RuntimeError) { server_connect(port, ctx) } } end def test_npn_advertised_protocol_too_long ctx_proc = Proc.new { |ctx| ctx.npn_protocols = ["a" * 256] } start_server_version(:SSLv23, ctx_proc) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.npn_select_cb = -> (protocols) { protocols.first } assert_handshake_error { server_connect(port, ctx) } } end def test_npn_selected_protocol_too_long ctx_proc = Proc.new { |ctx| ctx.npn_protocols = ["http/1.1"] } start_server_version(:SSLv23, ctx_proc) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.npn_select_cb = -> (protocols) { "a" * 256 } assert_handshake_error { server_connect(port, ctx) } } end end def test_invalid_shutdown_by_gc assert_nothing_raised { start_server { |server, port| 10.times { sock = TCPSocket.new("127.0.0.1", port) ssl = OpenSSL::SSL::SSLSocket.new(sock) GC.start ssl.connect sock.close } } } end def test_close_after_socket_close start_server { |server, port| sock = TCPSocket.new("127.0.0.1", port) ssl = OpenSSL::SSL::SSLSocket.new(sock) ssl.sync_close = true ssl.connect sock.close assert_nothing_raised do ssl.close end } end def test_sync_close_without_connect Socket.open(:INET, :STREAM) {|s| ssl = OpenSSL::SSL::SSLSocket.new(s) ssl.sync_close = true ssl.close assert(s.closed?) } end def test_close_and_socket_close_while_connecting # test it doesn't cause a segmentation fault ctx = OpenSSL::SSL::SSLContext.new ctx.ciphers = "aNULL" ctx.tmp_dh_callback = proc { OpenSSL::TestUtils::TEST_KEY_DH1024 } ctx.security_level = 0 sock1, sock2 = socketpair ssl1 = OpenSSL::SSL::SSLSocket.new(sock1, ctx) ssl2 = OpenSSL::SSL::SSLSocket.new(sock2, ctx) t = Thread.new { ssl1.connect } ssl2.accept ssl1.close sock1.close t.value rescue nil ensure ssl1.close if ssl1 ssl2.close if ssl2 sock1.close if sock1 sock2.close if sock2 end def test_get_ephemeral_key return unless OpenSSL::SSL::SSLSocket.method_defined?(:tmp_key) pkey = OpenSSL::PKey ciphers = { 'ECDHE-RSA-AES128-SHA' => (pkey::EC if defined?(pkey::EC)), 'DHE-RSA-AES128-SHA' => (pkey::DH if defined?(pkey::DH)), 'AES128-SHA' => nil } conf_proc = Proc.new { |ctx| ctx.ciphers = 'ALL' } start_server(ctx_proc: conf_proc) do |server, port| ciphers.each do |cipher, ephemeral| ctx = OpenSSL::SSL::SSLContext.new begin ctx.ciphers = cipher rescue OpenSSL::SSL::SSLError => e next if /no cipher match/ =~ e.message raise end server_connect(port, ctx) do |ssl| if ephemeral assert_instance_of(ephemeral, ssl.tmp_key) else assert_nil(ssl.tmp_key) end end end end end def test_dh_callback called = false ctx_proc = -> ctx { ctx.ciphers = "DH:!NULL" ctx.tmp_dh_callback = ->(*args) { called = true OpenSSL::TestUtils::TEST_KEY_DH1024 } } start_server(ctx_proc: ctx_proc) do |server, port| server_connect(port) { |ssl| assert called, "dh callback should be called" if ssl.respond_to?(:tmp_key) assert_equal OpenSSL::TestUtils::TEST_KEY_DH1024.to_der, ssl.tmp_key.to_der end } end end def test_connect_works_when_setting_dh_callback_to_nil ctx_proc = -> ctx { ctx.ciphers = "DH:!NULL" # use DH ctx.tmp_dh_callback = nil } start_server(ctx_proc: ctx_proc) do |server, port| EnvUtil.suppress_warning { # uses default callback assert_nothing_raised { server_connect(port) { } } } end end def test_ecdh_callback return unless OpenSSL::SSL::SSLContext.instance_methods.include?(:tmp_ecdh_callback) EnvUtil.suppress_warning do # tmp_ecdh_callback is deprecated (2016-05) begin called = false ctx2 = OpenSSL::SSL::SSLContext.new ctx2.ciphers = "ECDH" # OpenSSL 1.1.0 doesn't have tmp_ecdh_callback so this shouldn't be required ctx2.security_level = 0 ctx2.tmp_ecdh_callback = ->(*args) { called = true OpenSSL::PKey::EC.new "prime256v1" } sock1, sock2 = socketpair s2 = OpenSSL::SSL::SSLSocket.new(sock2, ctx2) ctx1 = OpenSSL::SSL::SSLContext.new ctx1.ciphers = "ECDH" ctx1.security_level = 0 s1 = OpenSSL::SSL::SSLSocket.new(sock1, ctx1) th = Thread.new do s1.connect end s2.accept assert called, 'ecdh callback should be called' rescue OpenSSL::SSL::SSLError => e if e.message =~ /no cipher match/ pend "ECDH cipher not supported." else raise e end ensure th.join if th s1.close if s1 s2.close if s2 sock1.close if sock1 sock2.close if sock2 end end end def test_ecdh_curves ctx_proc = -> ctx { begin ctx.ciphers = "ECDH:!NULL" rescue OpenSSL::SSL::SSLError pend "ECDH is not enabled in this OpenSSL" if $!.message =~ /no cipher match/ raise end ctx.ecdh_curves = "P-384:P-521" } start_server(ctx_proc: ctx_proc, ignore_listener_error: true) do |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.ecdh_curves = "P-256:P-384" # disable P-521 for OpenSSL >= 1.0.2 server_connect(port, ctx) { |ssl| assert ssl.cipher[0].start_with?("ECDH"), "ECDH should be used" if ssl.respond_to?(:tmp_key) assert_equal "secp384r1", ssl.tmp_key.group.curve_name end } if OpenSSL::OPENSSL_VERSION_NUMBER >= 0x10002000 && !OpenSSL::OPENSSL_VERSION.include?("LibreSSL") ctx = OpenSSL::SSL::SSLContext.new ctx.ecdh_curves = "P-256" assert_raise(OpenSSL::SSL::SSLError) { server_connect(port, ctx) { } } ctx = OpenSSL::SSL::SSLContext.new ctx.ecdh_curves = "P-521:P-384" server_connect(port, ctx) { |ssl| assert_equal "secp521r1", ssl.tmp_key.group.curve_name } end end end def test_security_level ctx = OpenSSL::SSL::SSLContext.new begin ctx.security_level = 1 rescue NotImplementedError assert_equal(0, ctx.security_level) return end assert_equal(1, ctx.security_level) # assert_raise(OpenSSL::SSL::SSLError) { ctx.key = OpenSSL::TestUtils::TEST_KEY_DSA512 } # ctx.key = OpenSSL::TestUtils::TEST_KEY_RSA1024 # ctx.security_level = 2 # assert_raise(OpenSSL::SSL::SSLError) { ctx.key = OpenSSL::TestUtils::TEST_KEY_RSA1024 } pend "FIXME: SSLContext#key= currently does not raise because SSL_CTX_use_certificate() is delayed" end def test_dup ctx = OpenSSL::SSL::SSLContext.new sock1, sock2 = socketpair ssl = OpenSSL::SSL::SSLSocket.new(sock1, ctx) assert_raise(NoMethodError) { ctx.dup } assert_raise(NoMethodError) { ssl.dup } ensure ssl.close if ssl sock1.close sock2.close end def test_freeze_calls_setup bug = "[ruby/openssl#85]" start_server(ignore_listener_error: true) { |server, port| ctx = OpenSSL::SSL::SSLContext.new ctx.verify_mode = OpenSSL::SSL::VERIFY_PEER ctx.freeze assert_raise(OpenSSL::SSL::SSLError, bug) { server_connect(port, ctx) } } end private def start_server_version(version, ctx_proc = nil, server_proc = method(:readwrite_loop), &blk) ctx_wrap = Proc.new { |ctx| ctx.ssl_version = version ctx_proc.call(ctx) if ctx_proc } start_server( ctx_proc: ctx_wrap, server_proc: server_proc, ignore_listener_error: true, &blk ) end def server_connect(port, ctx=nil) sock = TCPSocket.new("127.0.0.1", port) ssl = ctx ? OpenSSL::SSL::SSLSocket.new(sock, ctx) : OpenSSL::SSL::SSLSocket.new(sock) ssl.sync_close = true ssl.connect yield ssl if block_given? ensure if ssl ssl.close elsif sock sock.close end end def assert_handshake_error # different OpenSSL versions react differently when facing a SSL/TLS version # that has been marked as forbidden, therefore either of these may be raised assert_raise(OpenSSL::SSL::SSLError, Errno::ECONNRESET) { yield } end end end