1 files changed, 10 insertions, 6 deletions
diff --git a/test/net/http/test_https.rb b/test/net/http/test_https.rb
index 603d6ecc1a..cf297f3755 100644
--- a/test/net/http/test_https.rb
+++ b/test/net/http/test_https.rb
@@ -148,16 +148,18 @@ class TestNetHTTPS < Test::Unit::TestCase
       # support session resuse.  Limiting the version to the TLSv1.2 stack allows
       # this test to continue to work on LibreSSL 3.2+.  LibreSSL may eventually
       # support session reuse, but there are no current plans to do so.
-      http.ssl_version = :TLSv1
+      http.ssl_version = :TLSv1_2
     end
 
     http.start
-    assert_equal false, http.instance_variable_get(:@socket).io.session_reused?
+    session_reused = http.instance_variable_get(:@socket).io.session_reused?
+    assert_false session_reused unless session_reused.nil? # can not detect re-use under JRuby
     http.get("/")
     http.finish
 
     http.start
-    assert_equal true, http.instance_variable_get(:@socket).io.session_reused?
+    session_reused = http.instance_variable_get(:@socket).io.session_reused?
+    assert_true session_reused unless session_reused.nil? # can not detect re-use under JRuby
     assert_equal $test_net_http_data, http.get("/").body
     http.finish
   end
@@ -165,6 +167,8 @@ class TestNetHTTPS < Test::Unit::TestCase
   def test_session_reuse_but_expire
     # FIXME: The new_session_cb is known broken for clients in OpenSSL 1.1.0h.
     omit if OpenSSL::OPENSSL_LIBRARY_VERSION.include?('OpenSSL 1.1.0h')
+    omit if OpenSSL::OPENSSL_LIBRARY_VERSION.include?('OpenSSL 3.2.')
+    omit if OpenSSL::OPENSSL_LIBRARY_VERSION.include?('OpenSSL 3.3.')
 
     http = Net::HTTP.new(HOST, config("port"))
     http.use_ssl = true
@@ -179,7 +183,7 @@ class TestNetHTTPS < Test::Unit::TestCase
     http.get("/")
 
     socket = http.instance_variable_get(:@socket).io
-    assert_equal false, socket.session_reused?
+    assert_equal false, socket.session_reused?, "NOTE: OpenSSL library version is #{OpenSSL::OPENSSL_LIBRARY_VERSION}"
 
     http.finish
   end
@@ -255,7 +259,7 @@ class TestNetHTTPS < Test::Unit::TestCase
     ex = assert_raise(OpenSSL::SSL::SSLError){
       http.request_get("/") {|res| }
     }
-    re_msg = /certificate verify failed|hostname \"#{HOST_IP}\" does not match|ssl3 ext invalid servername/
+    re_msg = /certificate verify failed|hostname \"#{HOST_IP}\" does not match/
     assert_match(re_msg, ex.message)
   end
 
@@ -301,7 +305,7 @@ class TestNetHTTPS < Test::Unit::TestCase
     ex = assert_raise(OpenSSL::SSL::SSLError){
       http.request_get("/") {|res| }
     }
-    re_msg = /\ASSL_connect returned=1 errno=0 |SSL_CTX_set_max_proto_version/
+    re_msg = /\ASSL_connect returned=1 errno=0 |SSL_CTX_set_max_proto_version|No appropriate protocol/
     assert_match(re_msg, ex.message)
   end