Merge branch 'maint-2.1' into maint-2.2

* maint-2.1:
  Ruby/OpenSSL 2.1.3
  ssl: avoid directly storing String object in NPN callback
  x509store: explicitly call rb_gc_mark() against Store/StoreContext
  ssl: explicitly call rb_gc_mark() against SSLContext/SSLSocket objects
  digest: load digest library using Kernel#require
  pkey: use RSTRING_LENINT() instead of casting to int
  ext/openssl/extconf.rb: require OpenSSL version >= 1.0.1, < 3
  .github/workflows: update OpenSSL/LibreSSL versions
  test: adjust test cases for LibreSSL 3.2.4
  ssl: temporary lock string buffer while reading
  ssl: create a temporary frozen string buffer when writing
  Use rb_block_call() instead of the deprecated rb_iterate() in OpenSSL

10 files changed, 195 insertions, 73 deletions

diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index 6d19e992..0242bd91 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -74,10 +74,10 @@ jobs:
           - openssl-1.0.1u # EOL
           - openssl-1.0.2u # EOL
           - openssl-1.1.0l # EOL
-          - openssl-1.1.1j
           - libressl-2.9.2 # EOL
-          - libressl-3.1.5
-          - libressl-3.2.0
+          - libressl-3.1.5 # EOL
+          - libressl-3.2.6
+          - libressl-3.3.4
     steps:
       - name: repo checkout
         uses: actions/checkout@v2
diff --git a/History.md b/History.md
index a4a82a14..daca20c2 100644
--- a/History.md
+++ b/History.md
@@ -75,6 +75,42 @@ Notable changes
   [[GitHub #297]](https://github.com/ruby/openssl/pull/297)
 
 
+Version 2.1.3
+=============
+
+Bug fixes
+---------
+
+* Fix deprecation warnings on Ruby 3.0.
+* Add ".include" directive support in `OpenSSL::Config`.
+  [[GitHub #216]](https://github.com/ruby/openssl/pull/216)
+* Fix handling of IPv6 address SANs.
+  [[GitHub #185]](https://github.com/ruby/openssl/pull/185)
+* Hostname verification failure with `OpenSSL::SSL::SSLContext#verify_hostname=`
+  sets a proper error code.
+  [[GitHub #350]](https://github.com/ruby/openssl/pull/350)
+* Fix crash with `OpenSSL::BN.new(nil, 2)`.
+  [[Bug #15760]](https://bugs.ruby-lang.org/issues/15760)
+* `OpenSSL::SSL::SSLSocket#sys{read,write}` prevent internal string buffers from
+  being modified by another thread.
+  [[GitHub #453]](https://github.com/ruby/openssl/pull/453)
+* Fix misuse of input record separator in `OpenSSL::Buffering` where it was
+  for output.
+* Fix wrong interger casting in `OpenSSL::PKey::EC#dsa_verify_asn1`.
+  [[GitHub #460]](https://github.com/ruby/openssl/pull/460)
+* `extconf.rb` explicitly checks that OpenSSL's version number is 1.0.1 or
+  newer but also less than 3.0. Ruby/OpenSSL v2.1.x and v2.2.x will not support
+  OpenSSL 3.0 API.
+  [[GitHub #458]](https://github.com/ruby/openssl/pull/458)
+* Activate `digest` gem correctly. `digest` library could go into an
+  inconsistent state if there are multiple versions of `digest` is installed
+  and `openssl` is `require`d before `digest`.
+  [[GitHub #463]](https://github.com/ruby/openssl/pull/463)
+* Fix GC.compact compatibility.
+  [[GitHub #464]](https://github.com/ruby/openssl/issues/464)
+  [[GitHub #465]](https://github.com/ruby/openssl/pull/465)
+
+
 Version 2.1.2
 =============
 
diff --git a/ext/openssl/extconf.rb b/ext/openssl/extconf.rb
index 693e55cd..e13595c7 100644
--- a/ext/openssl/extconf.rb
+++ b/ext/openssl/extconf.rb
@@ -33,9 +33,6 @@ if $mswin || $mingw
   have_library("ws2_32")
 end
 
-Logging::message "=== Checking for required stuff... ===\n"
-result = pkg_config("openssl") && have_header("openssl/ssl.h")
-
 if $mingw
   append_cflags '-D_FORTIFY_SOURCE=2'
   append_ldflags '-fstack-protector'
@@ -92,19 +89,33 @@ def find_openssl_library
   return false
 end
 
-unless result
-  unless find_openssl_library
-    Logging::message "=== Checking for required stuff failed. ===\n"
-    Logging::message "Makefile wasn't created. Fix the errors above.\n"
-    raise "OpenSSL library could not be found. You might want to use " \
-      "--with-openssl-dir=<dir> option to specify the prefix where OpenSSL " \
-      "is installed."
-  end
+Logging::message "=== Checking for required stuff... ===\n"
+pkg_config_found = pkg_config("openssl") && have_header("openssl/ssl.h")
+
+if !pkg_config_found && !find_openssl_library
+  Logging::message "=== Checking for required stuff failed. ===\n"
+  Logging::message "Makefile wasn't created. Fix the errors above.\n"
+  raise "OpenSSL library could not be found. You might want to use " \
+    "--with-openssl-dir=<dir> option to specify the prefix where OpenSSL " \
+    "is installed."
 end
 
-unless checking_for("OpenSSL version is 1.0.1 or later") {
-    try_static_assert("OPENSSL_VERSION_NUMBER >= 0x10001000L", "openssl/opensslv.h") }
-  raise "OpenSSL >= 1.0.1 or LibreSSL is required"
+version_ok = if have_macro("LIBRESSL_VERSION_NUMBER", "openssl/opensslv.h")
+  is_libressl = true
+  checking_for("LibreSSL version >= 2.5.0") {
+    try_static_assert("LIBRESSL_VERSION_NUMBER >= 0x20500000L", "openssl/opensslv.h") }
+else
+  checking_for("OpenSSL version >= 1.0.1 and < 3.0.0") {
+    try_static_assert("OPENSSL_VERSION_NUMBER >= 0x10001000L", "openssl/opensslv.h") &&
+    !try_static_assert("OPENSSL_VERSION_MAJOR >= 3", "openssl/opensslv.h") }
+end
+unless version_ok
+  raise "OpenSSL >= 1.0.1, < 3.0.0 or LibreSSL >= 2.5.0 is required"
+end
+
+# Prevent wincrypt.h from being included, which defines conflicting macro with openssl/x509.h
+if is_libressl && ($mswin || $mingw)
+  $defs.push("-DNOCRYPT")
 end
 
 Logging::message "=== Checking for OpenSSL features... ===\n"
@@ -116,10 +127,6 @@ engines.each { |name|
   have_func("ENGINE_load_#{name}()", "openssl/engine.h")
 }
 
-if ($mswin || $mingw) && have_macro("LIBRESSL_VERSION_NUMBER", "openssl/opensslv.h")
-  $defs.push("-DNOCRYPT")
-end
-
 # added in 1.0.2
 have_func("EC_curve_nist2nid")
 have_func("X509_REVOKED_dup")
diff --git a/ext/openssl/ossl_digest.c b/ext/openssl/ossl_digest.c
index e2157cb0..6294fa2a 100644
--- a/ext/openssl/ossl_digest.c
+++ b/ext/openssl/ossl_digest.c
@@ -313,8 +313,6 @@ ossl_digest_block_length(VALUE self)
 void
 Init_ossl_digest(void)
 {
-    rb_require("digest");
-
 #if 0
     mOSSL = rb_define_module("OpenSSL");
     eOSSLError = rb_define_class_under(mOSSL, "OpenSSLError", rb_eStandardError);
@@ -398,6 +396,12 @@ Init_ossl_digest(void)
      *   digest2 = sha256.digest(data2)
      *
      */
+
+    /*
+     * Digest::Class is defined by the digest library. rb_require() cannot be
+     * used here because it bypasses RubyGems.
+     */
+    rb_funcall(Qnil, rb_intern_const("require"), 1, rb_str_new_cstr("digest"));
     cDigest = rb_define_class_under(mOSSL, "Digest", rb_path2class("Digest::Class"));
     /* Document-class: OpenSSL::Digest::DigestError
      *
diff --git a/ext/openssl/ossl_pkey_ec.c b/ext/openssl/ossl_pkey_ec.c
index fc2bc6c8..1d105abd 100644
--- a/ext/openssl/ossl_pkey_ec.c
+++ b/ext/openssl/ossl_pkey_ec.c
@@ -653,15 +653,15 @@ static VALUE ossl_ec_key_dsa_verify_asn1(VALUE self, VALUE data, VALUE sig)
     StringValue(data);
     StringValue(sig);
 
-    switch (ECDSA_verify(0, (unsigned char *) RSTRING_PTR(data), RSTRING_LENINT(data), (unsigned char *) RSTRING_PTR(sig), (int)RSTRING_LEN(sig), ec)) {
-    case 1:	return Qtrue;
-    case 0:	return Qfalse;
-    default:	break;
+    switch (ECDSA_verify(0, (unsigned char *)RSTRING_PTR(data), RSTRING_LENINT(data),
+                         (unsigned char *)RSTRING_PTR(sig), RSTRING_LENINT(sig), ec)) {
+      case 1:
+        return Qtrue;
+      case 0:
+        return Qfalse;
+      default:
+        ossl_raise(eECError, "ECDSA_verify");
     }
-
-    ossl_raise(eECError, "ECDSA_verify");
-
-    UNREACHABLE;
 }
 
 /*
diff --git a/ext/openssl/ossl_ssl.c b/ext/openssl/ossl_ssl.c
index b76757fe..40edb7e6 100644
--- a/ext/openssl/ossl_ssl.c
+++ b/ext/openssl/ossl_ssl.c
@@ -13,6 +13,12 @@
 
 #define numberof(ary) (int)(sizeof(ary)/sizeof((ary)[0]))
 
+#if !defined(TLS1_3_VERSION) && \
+    defined(LIBRESSL_VERSION_NUMBER) && \
+    LIBRESSL_VERSION_NUMBER >= 0x3020000fL
+#  define TLS1_3_VERSION 0x0304
+#endif
+
 #ifdef _WIN32
 #  define TO_SOCKET(s) _get_osfhandle(s)
 #else
@@ -33,7 +39,7 @@ static VALUE eSSLErrorWaitReadable;
 static VALUE eSSLErrorWaitWritable;
 
 static ID id_call, ID_callback_state, id_tmp_dh_callback, id_tmp_ecdh_callback,
-	  id_npn_protocols_encoded;
+	  id_npn_protocols_encoded, id_each;
 static VALUE sym_exception, sym_wait_readable, sym_wait_writable;
 
 static ID id_i_cert_store, id_i_ca_file, id_i_ca_path, id_i_verify_mode,
@@ -54,6 +60,13 @@ static int ossl_sslctx_ex_store_p;
 #endif
 
 static void
+ossl_sslctx_mark(void *ptr)
+{
+    SSL_CTX *ctx = ptr;
+    rb_gc_mark((VALUE)SSL_CTX_get_ex_data(ctx, ossl_sslctx_ex_ptr_idx));
+}
+
+static void
 ossl_sslctx_free(void *ptr)
 {
     SSL_CTX *ctx = ptr;
@@ -67,7 +80,7 @@ ossl_sslctx_free(void *ptr)
 static const rb_data_type_t ossl_sslctx_type = {
     "OpenSSL/SSL/CTX",
     {
-	0, ossl_sslctx_free,
+        ossl_sslctx_mark, ossl_sslctx_free,
     },
     0, 0, RUBY_TYPED_FREE_IMMEDIATELY,
 };
@@ -616,7 +629,7 @@ static VALUE
 ssl_encode_npn_protocols(VALUE protocols)
 {
     VALUE encoded = rb_str_new(NULL, 0);
-    rb_iterate(rb_each, protocols, ssl_npn_encode_protocol_i, encoded);
+    rb_block_call(protocols, id_each, 0, 0, ssl_npn_encode_protocol_i, encoded);
     return encoded;
 }
 
@@ -686,7 +699,7 @@ static int
 ssl_npn_advertise_cb(SSL *ssl, const unsigned char **out, unsigned int *outlen,
 		     void *arg)
 {
-    VALUE protocols = (VALUE)arg;
+    VALUE protocols = rb_attr_get((VALUE)arg, id_npn_protocols_encoded);
 
     *out = (const unsigned char *) RSTRING_PTR(protocols);
     *outlen = RSTRING_LENINT(protocols);
@@ -908,7 +921,7 @@ ossl_sslctx_setup(VALUE self)
     if (!NIL_P(val)) {
 	VALUE encoded = ssl_encode_npn_protocols(val);
 	rb_ivar_set(self, id_npn_protocols_encoded, encoded);
-	SSL_CTX_set_next_protos_advertised_cb(ctx, ssl_npn_advertise_cb, (void *)encoded);
+	SSL_CTX_set_next_protos_advertised_cb(ctx, ssl_npn_advertise_cb, (void *)self);
 	OSSL_Debug("SSL NPN advertise callback added");
     }
     if (RTEST(rb_attr_get(self, id_i_npn_select_cb))) {
@@ -1527,6 +1540,14 @@ ssl_started(SSL *ssl)
 }
 
 static void
+ossl_ssl_mark(void *ptr)
+{
+    SSL *ssl = ptr;
+    rb_gc_mark((VALUE)SSL_get_ex_data(ssl, ossl_ssl_ex_ptr_idx));
+    rb_gc_mark((VALUE)SSL_get_ex_data(ssl, ossl_ssl_ex_vcb_idx));
+}
+
+static void
 ossl_ssl_free(void *ssl)
 {
     SSL_free(ssl);
@@ -1535,7 +1556,7 @@ ossl_ssl_free(void *ssl)
 const rb_data_type_t ossl_ssl_type = {
     "OpenSSL/SSL",
     {
-	0, ossl_ssl_free,
+        ossl_ssl_mark, ossl_ssl_free,
     },
     0, 0, RUBY_TYPED_FREE_IMMEDIATELY,
 };
@@ -1852,26 +1873,36 @@ ossl_ssl_read_internal(int argc, VALUE *argv, VALUE self, int nonblock)
     io = rb_attr_get(self, id_i_io);
     GetOpenFile(io, fptr);
     if (ssl_started(ssl)) {
-	for (;;){
+        rb_str_locktmp(str);
+        for (;;) {
 	    nread = SSL_read(ssl, RSTRING_PTR(str), ilen);
 	    switch(ssl_get_error(ssl, nread)){
 	    case SSL_ERROR_NONE:
+                rb_str_unlocktmp(str);
 		goto end;
 	    case SSL_ERROR_ZERO_RETURN:
+                rb_str_unlocktmp(str);
 		if (no_exception_p(opts)) { return Qnil; }
 		rb_eof_error();
 	    case SSL_ERROR_WANT_WRITE:
-		if (no_exception_p(opts)) { return sym_wait_writable; }
-                write_would_block(nonblock);
+                if (nonblock) {
+                    rb_str_unlocktmp(str);
+                    if (no_exception_p(opts)) { return sym_wait_writable; }
+                    write_would_block(nonblock);
+                }
                 rb_io_wait_writable(fptr->fd);
                 continue;
 	    case SSL_ERROR_WANT_READ:
-		if (no_exception_p(opts)) { return sym_wait_readable; }
-                read_would_block(nonblock);
+                if (nonblock) {
+                    rb_str_unlocktmp(str);
+                    if (no_exception_p(opts)) { return sym_wait_readable; }
+                    read_would_block(nonblock);
+                }
                 rb_io_wait_readable(fptr->fd);
 		continue;
 	    case SSL_ERROR_SYSCALL:
 		if (!ERR_peek_error()) {
+                    rb_str_unlocktmp(str);
 		    if (errno)
 			rb_sys_fail(0);
 		    else {
@@ -1888,6 +1919,7 @@ ossl_ssl_read_internal(int argc, VALUE *argv, VALUE self, int nonblock)
 		}
                 /* fall through */
 	    default:
+                rb_str_unlocktmp(str);
 		ossl_raise(eSSLError, "SSL_read");
 	    }
         }
@@ -1958,21 +1990,21 @@ ossl_ssl_write_internal(VALUE self, VALUE str, VALUE opts)
     int nwrite = 0;
     rb_io_t *fptr;
     int nonblock = opts != Qfalse;
-    VALUE io;
+    VALUE tmp, io;
 
-    StringValue(str);
+    tmp = rb_str_new_frozen(StringValue(str));
     GetSSL(self, ssl);
     io = rb_attr_get(self, id_i_io);
     GetOpenFile(io, fptr);
     if (ssl_started(ssl)) {
-	for (;;){
-	    int num = RSTRING_LENINT(str);
+	for (;;) {
+	    int num = RSTRING_LENINT(tmp);
 
 	    /* SSL_write(3ssl) manpage states num == 0 is undefined */
 	    if (num == 0)
 		goto end;
 
-	    nwrite = SSL_write(ssl, RSTRING_PTR(str), num);
+	    nwrite = SSL_write(ssl, RSTRING_PTR(tmp), num);
 	    switch(ssl_get_error(ssl, nwrite)){
 	    case SSL_ERROR_NONE:
 		goto end;
@@ -3014,6 +3046,7 @@ Init_ossl_ssl(void)
     id_tmp_dh_callback = rb_intern("tmp_dh_callback");
     id_tmp_ecdh_callback = rb_intern("tmp_ecdh_callback");
     id_npn_protocols_encoded = rb_intern("npn_protocols_encoded");
+    id_each = rb_intern_const("each");
 
 #define DefIVarID(name) do \
     id_i_##name = rb_intern("@"#name); while (0)
diff --git a/ext/openssl/ossl_x509store.c b/ext/openssl/ossl_x509store.c
index 6c5f1c79..9035a70a 100644
--- a/ext/openssl/ossl_x509store.c
+++ b/ext/openssl/ossl_x509store.c
@@ -106,6 +106,13 @@ VALUE cX509StoreContext;
 VALUE eX509StoreError;
 
 static void
+ossl_x509store_mark(void *ptr)
+{
+    X509_STORE *store = ptr;
+    rb_gc_mark((VALUE)X509_STORE_get_ex_data(store, store_ex_verify_cb_idx));
+}
+
+static void
 ossl_x509store_free(void *ptr)
 {
     X509_STORE_free(ptr);
@@ -114,7 +121,7 @@ ossl_x509store_free(void *ptr)
 static const rb_data_type_t ossl_x509store_type = {
     "OpenSSL/X509/STORE",
     {
-	0, ossl_x509store_free,
+        ossl_x509store_mark, ossl_x509store_free,
     },
     0, 0, RUBY_TYPED_FREE_IMMEDIATELY,
 };
@@ -457,23 +464,16 @@ ossl_x509store_verify(int argc, VALUE *argv, VALUE self)
 }
 
 /*
- * Public Functions
- */
-static void ossl_x509stctx_free(void*);
-
-
-static const rb_data_type_t ossl_x509stctx_type = {
-    "OpenSSL/X509/STORE_CTX",
-    {
-	0, ossl_x509stctx_free,
-    },
-    0, 0, RUBY_TYPED_FREE_IMMEDIATELY,
-};
-
-/*
  * Private functions
  */
 static void
+ossl_x509stctx_mark(void *ptr)
+{
+    X509_STORE_CTX *ctx = ptr;
+    rb_gc_mark((VALUE)X509_STORE_CTX_get_ex_data(ctx, stctx_ex_verify_cb_idx));
+}
+
+static void
 ossl_x509stctx_free(void *ptr)
 {
     X509_STORE_CTX *ctx = ptr;
@@ -484,6 +484,14 @@ ossl_x509stctx_free(void *ptr)
     X509_STORE_CTX_free(ctx);
 }
 
+static const rb_data_type_t ossl_x509stctx_type = {
+    "OpenSSL/X509/STORE_CTX",
+    {
+        ossl_x509stctx_mark, ossl_x509stctx_free,
+    },
+    0, 0, RUBY_TYPED_FREE_IMMEDIATELY,
+};
+
 static VALUE
 ossl_x509stctx_alloc(VALUE klass)
 {
diff --git a/test/openssl/test_ssl.rb b/test/openssl/test_ssl.rb
index 6095d545..b8cde49e 100644
--- a/test/openssl/test_ssl.rb
+++ b/test/openssl/test_ssl.rb
@@ -257,7 +257,10 @@ class OpenSSL::TestSSL < OpenSSL::SSLTestCase
 
   def test_client_auth_success
     vflag = OpenSSL::SSL::VERIFY_PEER|OpenSSL::SSL::VERIFY_FAIL_IF_NO_PEER_CERT
-    start_server(verify_mode: vflag) { |port|
+    start_server(verify_mode: vflag,
+      ctx_proc: proc { |ctx|
+        ctx.max_version = OpenSSL::SSL::TLS1_2_VERSION if libressl?(3, 2, 0)
+    }) { |port|
       ctx = OpenSSL::SSL::SSLContext.new
       ctx.key = @cli_key
       ctx.cert = @cli_cert
@@ -303,6 +306,8 @@ class OpenSSL::TestSSL < OpenSSL::SSLTestCase
   end
 
   def test_client_ca
+    pend "LibreSSL 3.2 has broken client CA support" if libressl?(3, 2, 0)
+
     ctx_proc = Proc.new do |ctx|
       ctx.client_ca = [@ca_cert]
     end
@@ -868,11 +873,13 @@ class OpenSSL::TestSSL < OpenSSL::SSLTestCase
 
   def test_verify_hostname_on_connect
     ctx_proc = proc { |ctx|
+      san = "DNS:a.example.com,DNS:*.b.example.com"
+      san += ",DNS:c*.example.com,DNS:d.*.example.com" unless libressl?(3, 2, 2)
       exts = [
         ["keyUsage", "keyEncipherment,digitalSignature", true],
-        ["subjectAltName", "DNS:a.example.com,DNS:*.b.example.com," \
-                           "DNS:c*.example.com,DNS:d.*.example.com"],
+        ["subjectAltName", san],
       ]
+
       ctx.cert = issue_cert(@svr, @svr_key, 4, exts, @ca_cert, @ca_key)
       ctx.key = @svr_key
     }
@@ -893,6 +900,7 @@ class OpenSSL::TestSSL < OpenSSL::SSLTestCase
         ["cx.example.com", true],
         ["d.x.example.com", false],
       ].each do |name, expected_ok|
+        next if name.start_with?('cx') if libressl?(3, 2, 2)
         begin
           sock = TCPSocket.new("127.0.0.1", port)
           ssl = OpenSSL::SSL::SSLSocket.new(sock, ctx)
@@ -1581,12 +1589,13 @@ end
     end
   end
 
-  def test_ecdh_curves
+  def test_ecdh_curves_tls12
     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.max_version = OpenSSL::SSL::TLS1_2_VERSION
+      ctx.ciphers = "kEECDH"
       ctx.ecdh_curves = "P-384:P-521"
     }
     start_server(ctx_proc: ctx_proc, ignore_listener_error: true) do |port|
@@ -1595,13 +1604,9 @@ end
 
       server_connect(port, ctx) { |ssl|
         cs = ssl.cipher[0]
-        if /\ATLS/ =~ cs # Is TLS 1.3 is used?
+        assert_match (/\AECDH/), cs
+        if ssl.respond_to?(:tmp_key)
           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
       }
@@ -1625,6 +1630,26 @@ end
     end
   end
 
+  def test_ecdh_curves_tls13
+    pend "EC is disabled" unless defined?(OpenSSL::PKey::EC)
+    pend "TLS 1.3 not supported" unless tls13_supported?
+
+    ctx_proc = -> ctx {
+      # Assume TLS 1.3 is enabled and chosen by default
+      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
+
+      server_connect(port, ctx) { |ssl|
+        assert_equal "TLSv1.3", ssl.ssl_version
+        assert_equal "secp384r1", ssl.tmp_key.group.curve_name
+        ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+      }
+    end
+  end
+
   def test_security_level
     ctx = OpenSSL::SSL::SSLContext.new
     begin
diff --git a/test/openssl/test_ssl_session.rb b/test/openssl/test_ssl_session.rb
index 89726d44..a98efdae 100644
--- a/test/openssl/test_ssl_session.rb
+++ b/test/openssl/test_ssl_session.rb
@@ -122,6 +122,7 @@ __EOS__
       ctx.options &= ~OpenSSL::SSL::OP_NO_TICKET
       # Disable server-side session cache which is enabled by default
       ctx.session_cache_mode = OpenSSL::SSL::SSLContext::SESSION_CACHE_OFF
+      ctx.max_version = OpenSSL::SSL::TLS1_2_VERSION if libressl?(3, 2, 0)
     }
     start_server(ctx_proc: ctx_proc) do |port|
       sess1 = server_connect_with_session(port, nil, nil) { |ssl|
diff --git a/test/openssl/utils.rb b/test/openssl/utils.rb
index 3776fbac..ee734d98 100644
--- a/test/openssl/utils.rb
+++ b/test/openssl/utils.rb
@@ -199,6 +199,14 @@ class OpenSSL::SSLTestCase < OpenSSL::TestCase
   rescue
   end
 
+  def tls13_supported?
+    return false unless defined?(OpenSSL::SSL::TLS1_3_VERSION)
+    ctx = OpenSSL::SSL::SSLContext.new
+    ctx.min_version = ctx.max_version = OpenSSL::SSL::TLS1_3_VERSION
+    true
+  rescue
+  end
+
   def readwrite_loop(ctx, ssl)
     while line = ssl.gets
       ssl.write(line)