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-rw-r--r--test/openssl/test_ssl.rb1693
1 files changed, 1693 insertions, 0 deletions
diff --git a/test/openssl/test_ssl.rb b/test/openssl/test_ssl.rb
new file mode 100644
index 00000000..eb5b77be
--- /dev/null
+++ b/test/openssl/test_ssl.rb
@@ -0,0 +1,1693 @@
+# frozen_string_literal: true
+require_relative "utils"
+
+if defined?(OpenSSL)
+
+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) { |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
+
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ ensure
+ ssl&.close
+ sock&.close
+ end
+ }
+ end
+
+ def test_socket_open
+ start_server { |port|
+ begin
+ ssl = OpenSSL::SSL::SSLSocket.open("127.0.0.1", port)
+ ssl.sync_close = true
+ ssl.connect
+
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ ensure
+ ssl&.close
+ end
+ }
+ end
+
+ def test_socket_open_with_context
+ start_server { |port|
+ begin
+ ctx = OpenSSL::SSL::SSLContext.new
+ ssl = OpenSSL::SSL::SSLSocket.open("127.0.0.1", port, context: ctx)
+ ssl.sync_close = true
+ ssl.connect
+
+ assert_equal ssl.context, ctx
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ ensure
+ ssl&.close
+ end
+ }
+ end
+
+ def test_socket_open_with_local_address_port_context
+ start_server { |port|
+ begin
+ ctx = OpenSSL::SSL::SSLContext.new
+ ssl = OpenSSL::SSL::SSLSocket.open("127.0.0.1", port, "127.0.0.1", 8000, context: ctx)
+ ssl.sync_close = true
+ ssl.connect
+
+ assert_equal ssl.context, ctx
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ ensure
+ ssl&.close
+ end
+ }
+ end
+
+ def test_add_certificate
+ ctx_proc = -> ctx {
+ # Unset values set by start_server
+ ctx.cert = ctx.key = ctx.extra_chain_cert = nil
+ ctx.add_certificate(@svr_cert, @svr_key, [@ca_cert]) # RSA
+ }
+ start_server(ctx_proc: ctx_proc) do |port|
+ server_connect(port) { |ssl|
+ assert_equal @svr_cert.subject, ssl.peer_cert.subject
+ assert_equal [@svr_cert.subject, @ca_cert.subject],
+ ssl.peer_cert_chain.map(&:subject)
+
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ end
+ end
+
+ def test_add_certificate_multiple_certs
+ pend "EC is not supported" unless defined?(OpenSSL::PKey::EC)
+ pend "TLS 1.2 is not supported" unless tls12_supported?
+
+ # SSL_CTX_set0_chain() is needed for setting multiple certificate chains
+ add0_chain_supported = openssl?(1, 0, 2)
+
+ if add0_chain_supported
+ ca2_key = Fixtures.pkey("rsa2048")
+ ca2_exts = [
+ ["basicConstraints", "CA:TRUE", true],
+ ["keyUsage", "cRLSign, keyCertSign", true],
+ ]
+ ca2_dn = OpenSSL::X509::Name.parse_rfc2253("CN=CA2")
+ ca2_cert = issue_cert(ca2_dn, ca2_key, 123, ca2_exts, nil, nil)
+ else
+ # Use the same CA as @svr_cert
+ ca2_key = @ca_key; ca2_cert = @ca_cert
+ end
+
+ ecdsa_key = Fixtures.pkey("p256")
+ exts = [
+ ["keyUsage", "digitalSignature", false],
+ ]
+ ecdsa_dn = OpenSSL::X509::Name.parse_rfc2253("CN=localhost2")
+ ecdsa_cert = issue_cert(ecdsa_dn, ecdsa_key, 456, exts, ca2_cert, ca2_key)
+
+ if !add0_chain_supported
+ # Testing the warning emitted when 'extra' chain is replaced
+ tctx = OpenSSL::SSL::SSLContext.new
+ tctx.add_certificate(@svr_cert, @svr_key, [@ca_cert])
+ assert_warning(/set0_chain/) {
+ tctx.add_certificate(ecdsa_cert, ecdsa_key, [ca2_cert])
+ }
+ end
+
+ ctx_proc = -> ctx {
+ # Unset values set by start_server
+ ctx.cert = ctx.key = ctx.extra_chain_cert = nil
+ ctx.ecdh_curves = "P-256" unless openssl?(1, 0, 2)
+ ctx.add_certificate(@svr_cert, @svr_key, [@ca_cert]) # RSA
+ EnvUtil.suppress_warning do # !add0_chain_supported
+ ctx.add_certificate(ecdsa_cert, ecdsa_key, [ca2_cert])
+ end
+ }
+ start_server(ctx_proc: ctx_proc) do |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.max_version = :TLS1_2 # TODO: We need this to force certificate type
+ ctx.ciphers = "aECDSA"
+ server_connect(port, ctx) { |ssl|
+ assert_equal ecdsa_cert.subject, ssl.peer_cert.subject
+ assert_equal [ecdsa_cert.subject, ca2_cert.subject],
+ ssl.peer_cert_chain.map(&:subject)
+ }
+
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.max_version = :TLS1_2
+ ctx.ciphers = "aRSA"
+ server_connect(port, ctx) { |ssl|
+ assert_equal @svr_cert.subject, ssl.peer_cert.subject
+ assert_equal [@svr_cert.subject, @ca_cert.subject],
+ ssl.peer_cert_chain.map(&:subject)
+ }
+ end
+ end
+
+ def test_add_certificate_chain_file
+ ctx = OpenSSL::SSL::SSLContext.new
+ assert ctx.add_certificate_chain_file(Fixtures.file_path("chain", "server.crt"))
+ end
+
+ def test_sysread_and_syswrite
+ start_server { |port|
+ server_connect(port) { |ssl|
+ str = +("x" * 100 + "\n")
+ ssl.syswrite(str)
+ newstr = ssl.sysread(str.bytesize)
+ assert_equal(str, newstr)
+
+ buf = String.new
+ ssl.syswrite(str)
+ assert_same buf, ssl.sysread(str.size, buf)
+ assert_equal(str, buf)
+ }
+ }
+ end
+
+ # TODO fix this test
+ # def test_sysread_nonblock_and_syswrite_nonblock_keywords
+ # start_server do |port|
+ # server_connect(port) do |ssl|
+ # assert_warning("") do
+ # ssl.send(:syswrite_nonblock, "12", exception: false)
+ # ssl.send(:sysread_nonblock, 1, exception: false) rescue nil
+ # ssl.send(:sysread_nonblock, 1, String.new, exception: false) rescue nil
+ # end
+ # end
+ # end
+ # end
+
+ def test_sync_close
+ start_server do |port|
+ begin
+ sock = TCPSocket.new("127.0.0.1", port)
+ ssl = OpenSSL::SSL::SSLSocket.new(sock)
+ ssl.connect
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ 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.puts "abc"; assert_equal "abc\n", ssl.gets
+ ssl.close
+ assert_predicate sock, :closed?
+ ensure
+ sock&.close
+ end
+ end
+ end
+
+ def test_copy_stream
+ start_server do |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) { |port|
+ assert_handshake_error {
+ server_connect(port) { |ssl| ssl.puts("abc"); ssl.gets }
+ }
+ }
+ end
+
+ def test_client_auth_success
+ vflag = OpenSSL::SSL::VERIFY_PEER|OpenSSL::SSL::VERIFY_FAIL_IF_NO_PEER_CERT
+ start_server(verify_mode: vflag) { |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 |port|
+ assert_raise(ArgumentError) {
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.key = @cli_key.public_key
+ ctx.cert = @cli_cert
+ server_connect(port, ctx) { |ssl| ssl.puts("abc"); ssl.gets }
+ }
+
+ 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) { |ssl| ssl.puts("abc"); ssl.gets }
+ }
+ 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) { |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)
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ }
+ end
+
+ def test_read_nonblock_without_session
+ EnvUtil.suppress_warning do
+ start_server(start_immediately: false) { |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) {
+ while line = ssl.gets
+ if line =~ /^STARTTLS$/
+ ssl.write("x")
+ ssl.flush
+ ssl.accept
+ break
+ end
+ ssl.write(line)
+ end
+ readwrite_loop(ctx, ssl)
+ }
+
+ EnvUtil.suppress_warning do # read/write on not started session
+ start_server(start_immediately: false,
+ server_proc: server_proc) { |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 { |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) { |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 { |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
+ server_connect(port, ctx) { |ssl|
+ assert_equal(OpenSSL::X509::V_OK, ssl.verify_result)
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ }
+
+ start_server(ignore_listener_error: true) { |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) { |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
+ EnvUtil.suppress_warning 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_finished_messages
+ server_finished = nil
+ server_peer_finished = nil
+ client_finished = nil
+ client_peer_finished = nil
+
+ start_server(accept_proc: proc { |server|
+ server_finished = server.finished_message
+ server_peer_finished = server.peer_finished_message
+ }) { |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.verify_mode = OpenSSL::SSL::VERIFY_NONE
+ server_connect(port, ctx) { |ssl|
+ client_finished = ssl.finished_message
+ client_peer_finished = ssl.peer_finished_message
+ sleep 0.05
+ ssl.send :stop
+ }
+ }
+ assert_equal(server_finished, client_peer_finished)
+ assert_equal(server_peer_finished, client_finished)
+ 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(?!-EDE|-CBC3))/ !~ v }, "weak ciphers are disabled"
+ assert_equal 0, ctx.options & OpenSSL::SSL::OP_DONT_INSERT_EMPTY_FRAGMENTS
+ assert_equal OpenSSL::SSL::OP_NO_COMPRESSION,
+ ctx.options & OpenSSL::SSL::OP_NO_COMPRESSION
+ end
+
+ def test_post_connect_check_with_anon_ciphers
+ pend "TLS 1.2 is not supported" unless tls12_supported?
+
+ ctx_proc = -> ctx {
+ ctx.ssl_version = :TLSv1_2
+ ctx.ciphers = "aNULL"
+ ctx.security_level = 0
+ }
+
+ start_server(ctx_proc: ctx_proc) { |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.ssl_version = :TLSv1_2
+ 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 { |port|
+ server_connect(port) { |ssl|
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+
+ 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 { |port|
+ server_connect(port) { |ssl|
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+
+ 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 { |port|
+ server_connect(port) { |ssl|
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+
+ 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(true, OpenSSL::SSL.verify_certificate_identity(cert, '13::17'))
+ assert_equal(false, OpenSSL::SSL.verify_certificate_identity(cert, '13::18'))
+ assert_equal(true, OpenSSL::SSL.verify_certificate_identity(cert, '13:0:0:0:0:0:0:17'))
+ assert_equal(false, OpenSSL::SSL.verify_certificate_identity(cert, '44:0:0:0:0:0:0:17'))
+ assert_equal(true, OpenSSL::SSL.verify_certificate_identity(cert, '0013:0000:0000:0000:0000:0000:0000:0017'))
+ assert_equal(false, OpenSSL::SSL.verify_certificate_identity(cert, '1313:0000:0000:0000:0000:0000:0000:0017'))
+ 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
+ fooctx = OpenSSL::SSL::SSLContext.new
+ fooctx.tmp_dh_callback = proc { Fixtures.pkey("dh-1") }
+ fooctx.cert = @cli_cert
+ fooctx.key = @cli_key
+
+ ctx_proc = proc { |ctx|
+ ctx.servername_cb = proc { |ssl, servername|
+ case servername
+ when "foo.example.com"
+ fooctx
+ when "bar.example.com"
+ nil
+ else
+ raise "unreachable"
+ end
+ }
+ }
+ start_server(ctx_proc: ctx_proc) do |port|
+ sock = TCPSocket.new("127.0.0.1", port)
+ begin
+ ssl = OpenSSL::SSL::SSLSocket.new(sock)
+ ssl.hostname = "foo.example.com"
+ ssl.connect
+ assert_equal @cli_cert.serial, ssl.peer_cert.serial
+ assert_predicate fooctx, :frozen?
+
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ ensure
+ ssl&.close
+ sock.close
+ end
+
+ sock = TCPSocket.new("127.0.0.1", port)
+ begin
+ ssl = OpenSSL::SSL::SSLSocket.new(sock)
+ ssl.hostname = "bar.example.com"
+ ssl.connect
+ assert_equal @svr_cert.serial, ssl.peer_cert.serial
+
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ ensure
+ ssl&.close
+ sock.close
+ end
+ end
+ end
+
+ def test_servername_cb_raises_an_exception_on_unknown_objects
+ hostname = 'example.org'
+
+ ctx2 = OpenSSL::SSL::SSLContext.new
+ ctx2.cert = @svr_cert
+ ctx2.key = @svr_key
+ ctx2.tmp_dh_callback = proc { Fixtures.pkey("dh-1") }
+ ctx2.servername_cb = lambda { |args| Object.new }
+
+ sock1, sock2 = socketpair
+
+ s2 = OpenSSL::SSL::SSLSocket.new(sock2, ctx2)
+
+ ctx1 = OpenSSL::SSL::SSLContext.new
+
+ 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 |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
+ ssl.connect
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ else
+ assert_handshake_error { ssl.connect }
+ end
+ ensure
+ ssl.close if ssl
+ sock.close if sock
+ end
+ end
+ end
+ end
+
+ def test_connect_certificate_verify_failed_exception_message
+ start_server(ignore_listener_error: true) { |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.set_params
+ assert_raise_with_message(OpenSSL::SSL::SSLError, /self signed/) {
+ server_connect(port, ctx)
+ }
+ }
+
+ ctx_proc = proc { |ctx|
+ ctx.cert = issue_cert(@svr, @svr_key, 30, [], @ca_cert, @ca_key,
+ not_before: Time.now-100, not_after: Time.now-10)
+ }
+ start_server(ignore_listener_error: true, ctx_proc: ctx_proc) { |port|
+ store = OpenSSL::X509::Store.new
+ store.add_cert(@ca_cert)
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.set_params(cert_store: store)
+ assert_raise_with_message(OpenSSL::SSL::SSLError, /expired/) {
+ server_connect(port, ctx)
+ }
+ }
+ 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) { |port|
+ server_connect(port) { |ssl|
+ ssl.puts('hello')
+ assert_equal("hello\n", ssl.gets)
+ }
+ }
+ end
+
+ def check_supported_protocol_versions
+ possible_versions = [
+ OpenSSL::SSL::SSL3_VERSION,
+ OpenSSL::SSL::TLS1_VERSION,
+ OpenSSL::SSL::TLS1_1_VERSION,
+ OpenSSL::SSL::TLS1_2_VERSION,
+ # OpenSSL 1.1.1
+ defined?(OpenSSL::SSL::TLS1_3_VERSION) && OpenSSL::SSL::TLS1_3_VERSION,
+ ].compact
+
+ # Prepare for testing & do sanity check
+ supported = []
+ possible_versions.each do |ver|
+ catch(:unsupported) {
+ ctx_proc = proc { |ctx|
+ begin
+ ctx.min_version = ctx.max_version = ver
+ rescue ArgumentError, OpenSSL::SSL::SSLError
+ throw :unsupported
+ end
+ }
+ start_server(ctx_proc: ctx_proc, ignore_listener_error: true) do |port|
+ begin
+ server_connect(port) { |ssl|
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ rescue OpenSSL::SSL::SSLError, Errno::ECONNRESET
+ else
+ supported << ver
+ end
+ end
+ }
+ end
+ assert_not_empty supported
+
+ supported
+ end
+
+ def test_set_params_min_version
+ supported = check_supported_protocol_versions
+ store = OpenSSL::X509::Store.new
+ store.add_cert(@ca_cert)
+
+ if supported.include?(OpenSSL::SSL::SSL3_VERSION)
+ # SSLContext#set_params properly disables SSL 3.0 by default
+ ctx_proc = proc { |ctx|
+ ctx.min_version = ctx.max_version = OpenSSL::SSL::SSL3_VERSION
+ }
+ start_server(ctx_proc: ctx_proc, ignore_listener_error: true) { |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.set_params(cert_store: store, verify_hostname: false)
+ assert_handshake_error { server_connect(port, ctx) { } }
+ }
+ end
+ end
+
+ def test_minmax_version
+ supported = check_supported_protocol_versions
+
+ # name: The string that would be returned by SSL_get_version()
+ # method: The version-specific method name (if any)
+ vmap = {
+ OpenSSL::SSL::SSL3_VERSION => { name: "SSLv3", method: "SSLv3" },
+ OpenSSL::SSL::SSL3_VERSION => { name: "SSLv3", method: "SSLv3" },
+ OpenSSL::SSL::TLS1_VERSION => { name: "TLSv1", method: "TLSv1" },
+ OpenSSL::SSL::TLS1_1_VERSION => { name: "TLSv1.1", method: "TLSv1_1" },
+ OpenSSL::SSL::TLS1_2_VERSION => { name: "TLSv1.2", method: "TLSv1_2" },
+ # OpenSSL 1.1.1
+ defined?(OpenSSL::SSL::TLS1_3_VERSION) && OpenSSL::SSL::TLS1_3_VERSION =>
+ { name: "TLSv1.3", method: nil },
+ }
+
+ # Server enables a single version
+ supported.each do |ver|
+ ctx_proc = proc { |ctx| ctx.min_version = ctx.max_version = ver }
+ start_server(ctx_proc: ctx_proc, ignore_listener_error: true) { |port|
+ supported.each do |cver|
+ # Client enables a single version
+ ctx1 = OpenSSL::SSL::SSLContext.new
+ ctx1.min_version = ctx1.max_version = cver
+ if ver == cver
+ server_connect(port, ctx1) { |ssl|
+ assert_equal vmap[cver][:name], ssl.ssl_version
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ else
+ assert_handshake_error { server_connect(port, ctx1) { } }
+ end
+
+ # There is no version-specific SSL methods for TLS 1.3
+ if cver <= OpenSSL::SSL::TLS1_2_VERSION
+ # Client enables a single version using #ssl_version=
+ ctx2 = OpenSSL::SSL::SSLContext.new
+ ctx2.ssl_version = vmap[cver][:method]
+ if ver == cver
+ server_connect(port, ctx2) { |ssl|
+ assert_equal vmap[cver][:name], ssl.ssl_version
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ else
+ assert_handshake_error { server_connect(port, ctx2) { } }
+ end
+ end
+ end
+
+ # Client enables all supported versions
+ ctx3 = OpenSSL::SSL::SSLContext.new
+ ctx3.min_version = ctx3.max_version = nil
+ server_connect(port, ctx3) { |ssl|
+ assert_equal vmap[ver][:name], ssl.ssl_version
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ }
+ end
+
+ if supported.size == 1
+ pend "More than one protocol version must be supported"
+ end
+
+ # Server sets min_version (earliest is disabled)
+ sver = supported[1]
+ ctx_proc = proc { |ctx| ctx.min_version = sver }
+ start_server(ctx_proc: ctx_proc, ignore_listener_error: true) { |port|
+ supported.each do |cver|
+ # Client sets min_version
+ ctx1 = OpenSSL::SSL::SSLContext.new
+ ctx1.min_version = cver
+ server_connect(port, ctx1) { |ssl|
+ assert_equal vmap[supported.last][:name], ssl.ssl_version
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+
+ # Client sets max_version
+ ctx2 = OpenSSL::SSL::SSLContext.new
+ ctx2.max_version = cver
+ if cver >= sver
+ server_connect(port, ctx2) { |ssl|
+ assert_equal vmap[cver][:name], ssl.ssl_version
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ else
+ assert_handshake_error { server_connect(port, ctx2) { } }
+ end
+ end
+ }
+
+ # Server sets max_version (latest is disabled)
+ sver = supported[-2]
+ ctx_proc = proc { |ctx| ctx.max_version = sver }
+ start_server(ctx_proc: ctx_proc, ignore_listener_error: true) { |port|
+ supported.each do |cver|
+ # Client sets min_version
+ ctx1 = OpenSSL::SSL::SSLContext.new
+ ctx1.min_version = cver
+ if cver <= sver
+ server_connect(port, ctx1) { |ssl|
+ assert_equal vmap[sver][:name], ssl.ssl_version
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ else
+ assert_handshake_error { server_connect(port, ctx1) { } }
+ end
+
+ # Client sets max_version
+ ctx2 = OpenSSL::SSL::SSLContext.new
+ ctx2.max_version = cver
+ server_connect(port, ctx2) { |ssl|
+ if cver >= sver
+ assert_equal vmap[sver][:name], ssl.ssl_version
+ else
+ assert_equal vmap[cver][:name], ssl.ssl_version
+ end
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ end
+ }
+ end
+
+ def test_options_disable_versions
+ # Note: Use of these OP_* flags has been deprecated since OpenSSL 1.1.0.
+ supported = check_supported_protocol_versions
+
+ if supported.include?(OpenSSL::SSL::TLS1_1_VERSION) &&
+ supported.include?(OpenSSL::SSL::TLS1_2_VERSION)
+ # Server disables ~ TLS 1.1
+ ctx_proc = proc { |ctx|
+ ctx.options |= OpenSSL::SSL::OP_NO_SSLv2 | OpenSSL::SSL::OP_NO_SSLv3 |
+ OpenSSL::SSL::OP_NO_TLSv1 | OpenSSL::SSL::OP_NO_TLSv1_1
+ }
+ start_server(ctx_proc: ctx_proc, ignore_listener_error: true) { |port|
+ # Client only supports TLS 1.1
+ ctx1 = OpenSSL::SSL::SSLContext.new
+ ctx1.min_version = ctx1.max_version = OpenSSL::SSL::TLS1_1_VERSION
+ assert_handshake_error { server_connect(port, ctx1) { } }
+
+ # Client only supports TLS 1.2
+ ctx2 = OpenSSL::SSL::SSLContext.new
+ ctx2.min_version = ctx2.max_version = OpenSSL::SSL::TLS1_2_VERSION
+ assert_nothing_raised { server_connect(port, ctx2) { } }
+ }
+
+ # Server only supports TLS 1.1
+ ctx_proc = proc { |ctx|
+ ctx.min_version = ctx.max_version = OpenSSL::SSL::TLS1_1_VERSION
+ }
+ start_server(ctx_proc: ctx_proc, ignore_listener_error: true) { |port|
+ # Client disables TLS 1.1
+ ctx1 = OpenSSL::SSL::SSLContext.new
+ ctx1.options |= OpenSSL::SSL::OP_NO_TLSv1_1
+ assert_handshake_error { server_connect(port, ctx1) { } }
+
+ # Client disables TLS 1.2
+ ctx2 = OpenSSL::SSL::SSLContext.new
+ ctx2.options |= OpenSSL::SSL::OP_NO_TLSv1_2
+ assert_nothing_raised { server_connect(port, ctx2) { } }
+ }
+ else
+ pend "TLS 1.1 and TLS 1.2 must be supported; skipping"
+ end
+ end
+
+ def test_ssl_methods_constant
+ EnvUtil.suppress_warning { # Deprecated in v2.1.0
+ base = [:TLSv1_2, :TLSv1_1, :TLSv1, :SSLv3, :SSLv2, :SSLv23]
+ base.each do |name|
+ assert_include OpenSSL::SSL::SSLContext::METHODS, name
+ assert_include OpenSSL::SSL::SSLContext::METHODS, :"#{name}_client"
+ assert_include OpenSSL::SSL::SSLContext::METHODS, :"#{name}_server"
+ end
+ }
+ 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) { |port|
+ server_connect(port) { |ssl|
+ assert_equal(1, num_handshakes)
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ }
+ end
+
+if openssl?(1, 0, 2) || libressl?
+ 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) { |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.alpn_protocols = advertised
+ server_connect(port, ctx) { |ssl|
+ assert_equal(advertised.first, ssl.alpn_protocol)
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ }
+ end
+
+ def test_alpn_protocol_selection_cancel
+ sock1, sock2 = socketpair
+
+ ctx1 = OpenSSL::SSL::SSLContext.new
+ ctx1.cert = @svr_cert
+ ctx1.key = @svr_key
+ ctx1.tmp_dh_callback = proc { Fixtures.pkey("dh-1") }
+ ctx1.alpn_select_cb = -> (protocols) { nil }
+ ssl1 = OpenSSL::SSL::SSLSocket.new(sock1, ctx1)
+
+ ctx2 = OpenSSL::SSL::SSLContext.new
+ 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
+
+ def test_npn_protocol_selection_ary
+ pend "TLS 1.2 is not supported" unless tls12_supported?
+ pend "NPN is not supported" unless \
+ OpenSSL::SSL::SSLContext.method_defined?(:npn_select_cb)
+ pend "LibreSSL 2.6 has broken NPN functions" if libressl?(2, 6, 1)
+
+ advertised = ["http/1.1", "spdy/2"]
+ ctx_proc = proc { |ctx| ctx.npn_protocols = advertised }
+ start_server_version(:TLSv1_2, ctx_proc) { |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
+ pend "TLS 1.2 is not supported" unless tls12_supported?
+ pend "NPN is not supported" unless \
+ OpenSSL::SSL::SSLContext.method_defined?(:npn_select_cb)
+ pend "LibreSSL 2.6 has broken NPN functions" if libressl?(2, 6, 1)
+
+ 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(:TLSv1_2, ctx_proc) { |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
+ pend "TLS 1.2 is not supported" unless tls12_supported?
+ pend "NPN is not supported" unless \
+ OpenSSL::SSL::SSLContext.method_defined?(:npn_select_cb)
+ pend "LibreSSL 2.6 has broken NPN functions" if libressl?(2, 6, 1)
+
+ ctx_proc = Proc.new { |ctx| ctx.npn_protocols = ["http/1.1"] }
+ start_server_version(:TLSv1_2, ctx_proc) { |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
+ pend "TLS 1.2 is not supported" unless tls12_supported?
+ pend "NPN is not supported" unless \
+ OpenSSL::SSL::SSLContext.method_defined?(:npn_select_cb)
+ pend "LibreSSL 2.6 has broken NPN functions" if libressl?(2, 6, 1)
+
+ ctx_proc = Proc.new { |ctx| ctx.npn_protocols = ["a" * 256] }
+ start_server_version(:TLSv1_2, ctx_proc) { |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
+ pend "TLS 1.2 is not supported" unless tls12_supported?
+ pend "NPN is not supported" unless \
+ OpenSSL::SSL::SSLContext.method_defined?(:npn_select_cb)
+ pend "LibreSSL 2.6 has broken NPN functions" if libressl?(2, 6, 1)
+
+ ctx_proc = Proc.new { |ctx| ctx.npn_protocols = ["http/1.1"] }
+ start_server_version(:TLSv1_2, ctx_proc) { |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.npn_select_cb = -> (protocols) { "a" * 256 }
+ assert_handshake_error { server_connect(port, ctx) }
+ }
+ end
+
+ def test_close_after_socket_close
+ start_server { |port|
+ sock = TCPSocket.new("127.0.0.1", port)
+ ssl = OpenSSL::SSL::SSLSocket.new(sock)
+ ssl.connect
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ 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_get_ephemeral_key
+ # OpenSSL >= 1.0.2
+ unless OpenSSL::SSL::SSLSocket.method_defined?(:tmp_key)
+ pend "SSL_get_server_tmp_key() is not supported"
+ end
+
+ if tls12_supported?
+ # kRSA
+ ctx_proc1 = proc { |ctx|
+ ctx.ssl_version = :TLSv1_2
+ ctx.ciphers = "kRSA"
+ }
+ start_server(ctx_proc: ctx_proc1) do |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.ssl_version = :TLSv1_2
+ ctx.ciphers = "kRSA"
+ server_connect(port, ctx) { |ssl| assert_nil ssl.tmp_key }
+ end
+ end
+
+ if defined?(OpenSSL::PKey::DH) && tls12_supported?
+ # DHE
+ # TODO: How to test this with TLS 1.3?
+ ctx_proc2 = proc { |ctx|
+ ctx.ssl_version = :TLSv1_2
+ ctx.ciphers = "EDH"
+ }
+ start_server(ctx_proc: ctx_proc2) do |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.ssl_version = :TLSv1_2
+ ctx.ciphers = "EDH"
+ server_connect(port, ctx) { |ssl|
+ assert_instance_of OpenSSL::PKey::DH, ssl.tmp_key
+ }
+ end
+ end
+
+ if defined?(OpenSSL::PKey::EC)
+ # ECDHE
+ ctx_proc3 = proc { |ctx|
+ ctx.ciphers = "DEFAULT:!kRSA:!kEDH"
+ ctx.ecdh_curves = "P-256"
+ }
+ start_server(ctx_proc: ctx_proc3) do |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.ciphers = "DEFAULT:!kRSA:!kEDH"
+ server_connect(port, ctx) { |ssl|
+ assert_instance_of OpenSSL::PKey::EC, ssl.tmp_key
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ end
+ end
+ end
+
+ def test_fallback_scsv
+ pend "Fallback SCSV is not supported" unless \
+ OpenSSL::SSL::SSLContext.method_defined?(:enable_fallback_scsv)
+
+ start_server do |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.max_version = OpenSSL::SSL::TLS1_2_VERSION
+ # Here is OK
+ # TLS1.2 supported and this is what we ask the first time
+ server_connect(port, ctx)
+ end
+
+ ctx_proc = proc { |ctx|
+ ctx.max_version = OpenSSL::SSL::TLS1_1_VERSION
+ }
+ start_server(ctx_proc: ctx_proc) do |port|
+ ctx = OpenSSL::SSL::SSLContext.new
+ ctx.enable_fallback_scsv
+ ctx.max_version = OpenSSL::SSL::TLS1_1_VERSION
+ # Here is OK too
+ # TLS1.2 not supported, fallback to TLS1.1 and signaling the fallback
+ # Server doesn't support better, so connection OK
+ server_connect(port, ctx)
+ end
+
+ # Here is not OK
+ # TLS1.2 is supported, fallback to TLS1.1 (downgrade attack) and signaling the fallback
+ # Server support better, so refuse the connection
+ sock1, sock2 = socketpair
+ begin
+ # This test is for the downgrade protection mechanism of TLS1.2.
+ # This is why ctx1 bounds max_version == TLS1.2.
+ # Otherwise, this test fails when using openssl 1.1.1 (or later) that supports TLS1.3.
+ # TODO: We may need another test for TLS1.3 because it seems to have a different mechanism.
+ ctx1 = OpenSSL::SSL::SSLContext.new
+ ctx1.max_version = OpenSSL::SSL::TLS1_2_VERSION
+ s1 = OpenSSL::SSL::SSLSocket.new(sock1, ctx1)
+
+ ctx2 = OpenSSL::SSL::SSLContext.new
+ ctx2.enable_fallback_scsv
+ ctx2.max_version = OpenSSL::SSL::TLS1_1_VERSION
+ s2 = OpenSSL::SSL::SSLSocket.new(sock2, ctx2)
+ t = Thread.new {
+ assert_raise_with_message(OpenSSL::SSL::SSLError, /inappropriate fallback/) {
+ s2.connect
+ }
+ }
+ assert_raise_with_message(OpenSSL::SSL::SSLError, /inappropriate fallback/) {
+ s1.accept
+ }
+ t.join
+ ensure
+ sock1.close
+ sock2.close
+ end
+ end
+
+ def test_dh_callback
+ pend "TLS 1.2 is not supported" unless tls12_supported?
+
+ dh = Fixtures.pkey("dh-1")
+ called = false
+ ctx_proc = -> ctx {
+ ctx.ssl_version = :TLSv1_2
+ ctx.ciphers = "DH:!NULL"
+ ctx.tmp_dh_callback = ->(*args) {
+ called = true
+ dh
+ }
+ }
+ start_server(ctx_proc: ctx_proc) do |port|
+ server_connect(port) { |ssl|
+ assert called, "dh callback should be called"
+ if ssl.respond_to?(:tmp_key)
+ assert_equal dh.to_der, ssl.tmp_key.to_der
+ end
+ }
+ end
+ end
+
+ def test_connect_works_when_setting_dh_callback_to_nil
+ pend "TLS 1.2 is not supported" unless tls12_supported?
+
+ ctx_proc = -> ctx {
+ ctx.ssl_version = :TLSv1_2
+ ctx.ciphers = "DH:!NULL" # use DH
+ ctx.tmp_dh_callback = nil
+ }
+ start_server(ctx_proc: ctx_proc) do |port|
+ EnvUtil.suppress_warning { # uses default callback
+ assert_nothing_raised {
+ server_connect(port) { }
+ }
+ }
+ end
+ end
+
+ def test_tmp_ecdh_callback
+ pend "EC is disabled" unless defined?(OpenSSL::PKey::EC)
+ pend "tmp_ecdh_callback is not supported" unless \
+ OpenSSL::SSL::SSLContext.method_defined?(:tmp_ecdh_callback)
+ pend "LibreSSL 2.6 has broken SSL_CTX_set_tmp_ecdh_callback()" \
+ if libressl?(2, 6, 1)
+
+ EnvUtil.suppress_warning do # tmp_ecdh_callback is deprecated (2016-05)
+ called = false
+ ctx_proc = -> ctx {
+ ctx.ciphers = "DEFAULT:!kRSA:!kEDH"
+ ctx.tmp_ecdh_callback = -> (*args) {
+ called = true
+ OpenSSL::PKey::EC.new "prime256v1"
+ }
+ }
+ start_server(ctx_proc: ctx_proc) do |port|
+ server_connect(port) { |s|
+ assert called, "tmp_ecdh_callback should be called"
+ }
+ end
+ end
+ end
+
+ def test_ecdh_curves
+ pend "EC is disabled" unless defined?(OpenSSL::PKey::EC)
+
+ ctx_proc = -> ctx {
+ # Enable both ECDHE (~ TLS 1.2) cipher suites and TLS 1.3
+ ctx.ciphers = "DEFAULT:!kRSA:!kEDH"
+ ctx.ecdh_curves = "P-384:P-521"
+ }
+ start_server(ctx_proc: ctx_proc, ignore_listener_error: true) do |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|
+ cs = ssl.cipher[0]
+ if /\ATLS/ =~ cs # Is TLS 1.3 is used?
+ assert_equal "secp384r1", ssl.tmp_key.group.curve_name
+ else
+ assert_match (/\AECDH/), cs
+ if ssl.respond_to?(:tmp_key)
+ assert_equal "secp384r1", ssl.tmp_key.group.curve_name
+ end
+ end
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+
+ if openssl?(1, 0, 2) || libressl?(2, 5, 1)
+ 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
+ ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+ }
+ 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)
+
+ dsa512 = Fixtures.pkey("dsa512")
+ dsa512_cert = issue_cert(@svr, dsa512, 50, [], @ca_cert, @ca_key)
+ rsa1024 = Fixtures.pkey("rsa1024")
+ rsa1024_cert = issue_cert(@svr, rsa1024, 51, [], @ca_cert, @ca_key)
+
+ assert_raise(OpenSSL::SSL::SSLError) {
+ # 512 bit DSA key is rejected because it offers < 80 bits of security
+ ctx.add_certificate(dsa512_cert, dsa512)
+ }
+ assert_nothing_raised {
+ ctx.add_certificate(rsa1024_cert, rsa1024)
+ }
+ ctx.security_level = 2
+ assert_raise(OpenSSL::SSL::SSLError) {
+ # < 112 bits of security
+ ctx.add_certificate(rsa1024_cert, rsa1024)
+ }
+ 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) { |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
+
+ def test_fileno
+ ctx = OpenSSL::SSL::SSLContext.new
+ sock1, sock2 = socketpair
+
+ socket = OpenSSL::SSL::SSLSocket.new(sock1)
+ server = OpenSSL::SSL::SSLServer.new(sock2, ctx)
+
+ assert_equal socket.fileno, socket.to_io.fileno
+ assert_equal server.fileno, server.to_io.fileno
+ ensure
+ sock1.close
+ sock2.close
+ 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 any of these may be raised
+ assert_raise(OpenSSL::SSL::SSLError, Errno::ECONNRESET, Errno::EPIPE) {
+ yield
+ }
+ end
+end
+
+end
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