diff --git a/lib/rubygems.rb b/lib/rubygems.rb
index 610ef6c83f75..cd3ea9241536 100644
--- a/lib/rubygems.rb
+++ b/lib/rubygems.rb
@@ -119,6 +119,10 @@ module Gem
   # to avoid deprecation warnings in Ruby 2.7.
   UNTAINT = RUBY_VERSION < '2.7' ? :untaint.to_sym : proc{}
 
+  # When https://bugs.ruby-lang.org/issues/17259 is available, there is no need to override Kernel#warn
+  KERNEL_WARN_IGNORES_INTERNAL_ENTRIES = RUBY_ENGINE == "truffleruby" ||
+      (RUBY_ENGINE == "ruby" && RUBY_VERSION >= '3.0')
+
   ##
   # An Array of Regexps that match windows Ruby platforms.
 
diff --git a/lib/rubygems/core_ext/kernel_require.rb b/lib/rubygems/core_ext/kernel_require.rb
index edf046651e7a..4b867c55e951 100644
--- a/lib/rubygems/core_ext/kernel_require.rb
+++ b/lib/rubygems/core_ext/kernel_require.rb
@@ -17,6 +17,8 @@ module Kernel
     private :gem_original_require
   end
 
+  file = Gem::KERNEL_WARN_IGNORES_INTERNAL_ENTRIES ? "<internal:#{__FILE__}>" : __FILE__
+  module_eval <<'RUBY', file, __LINE__ + 1
   ##
   # When RubyGems is required, Kernel#require is replaced with our own which
   # is capable of loading gems on demand.
@@ -166,6 +168,7 @@ def require(path)
       end
     end
   end
+RUBY
 
   private :require
 
diff --git a/lib/rubygems/core_ext/kernel_warn.rb b/lib/rubygems/core_ext/kernel_warn.rb
index b468813ce722..3373cfdd3b29 100644
--- a/lib/rubygems/core_ext/kernel_warn.rb
+++ b/lib/rubygems/core_ext/kernel_warn.rb
@@ -1,7 +1,7 @@
 # frozen_string_literal: true
 
 # `uplevel` keyword argument of Kernel#warn is available since ruby 2.5.
-if RUBY_VERSION >= "2.5"
+if RUBY_VERSION >= "2.5" && !Gem::KERNEL_WARN_IGNORES_INTERNAL_ENTRIES
 
   module Kernel
     rubygems_path = "#{__dir__}/" # Frames to be skipped start with this path.
diff --git a/test/rubygems/test_require.rb b/test/rubygems/test_require.rb
index d65b6c9527de..8c7d06edc3c1 100644
--- a/test/rubygems/test_require.rb
+++ b/test/rubygems/test_require.rb
@@ -709,7 +709,7 @@ def deprecated
         RUBY
 
         _, err = capture_subprocess_io do
-          system(*ruby_with_rubygems_in_load_path, "-w", "--enable=gems", "-C", dir, "-I", dir, "main.rb")
+          system(*ruby_with_rubygems_in_load_path, "-w", "--disable=gems", "-C", dir, "-I", dir, "main.rb")
         end
         assert_match(/main\.rb:2: warning: This is a deprecated method$/, err)
         _, err = capture_subprocess_io do