diff --git a/changelog/fix_fix_gem_comment_restrictive_version_parsing.md b/changelog/fix_fix_gem_comment_restrictive_version_parsing.md
new file mode 100644
index 00000000000..45f70e2dcbb
--- /dev/null
+++ b/changelog/fix_fix_gem_comment_restrictive_version_parsing.md
@@ -0,0 +1 @@
+* [#10149](https://github.com/rubocop/rubocop/pull/10149): Fix `Bundler/GemComment` where it would not detect an offense in some cases when `OnlyFor` is set to `restrictive_version_specifiers`. ([@Drowze][])
diff --git a/lib/rubocop/cop/bundler/gem_comment.rb b/lib/rubocop/cop/bundler/gem_comment.rb
index 747276c9ad5..c87a3ce87ec 100644
--- a/lib/rubocop/cop/bundler/gem_comment.rb
+++ b/lib/rubocop/cop/bundler/gem_comment.rb
@@ -88,7 +88,7 @@ class GemComment < Base
         CHECKED_OPTIONS_CONFIG = 'OnlyFor'
         VERSION_SPECIFIERS_OPTION = 'version_specifiers'
         RESTRICTIVE_VERSION_SPECIFIERS_OPTION = 'restrictive_version_specifiers'
-        RESTRICTIVE_VERSION_PATTERN = /<|~>/.freeze
+        RESTRICTIVE_VERSION_PATTERN = /\A\s*(?:<|~>|\d|=)/.freeze
         RESTRICT_ON_SEND = %i[gem].freeze
 
         def on_send(node)
@@ -152,8 +152,8 @@ def version_specified_gem?(node)
         def restrictive_version_specified_gem?(node)
           return unless version_specified_gem?(node)
 
-          node.arguments
-              .any? { |arg| arg&.str_type? && RESTRICTIVE_VERSION_PATTERN.match?(arg.to_s) }
+          node.arguments[1..-1]
+              .any? { |arg| arg&.str_type? && RESTRICTIVE_VERSION_PATTERN.match?(arg.value) }
         end
 
         def contains_checked_options?(node)
diff --git a/spec/rubocop/cop/bundler/gem_comment_spec.rb b/spec/rubocop/cop/bundler/gem_comment_spec.rb
index 5741058c089..14398c88b26 100644
--- a/spec/rubocop/cop/bundler/gem_comment_spec.rb
+++ b/spec/rubocop/cop/bundler/gem_comment_spec.rb
@@ -166,7 +166,34 @@
           end
         end
 
-        context 'when a gem is uncommented and has a version specifier' do
+        context 'when a gem is uncommented and has a non-minimum version specifier with a leading space' do
+          it 'registers an offense' do
+            expect_offense(<<-GEM, 'Gemfile')
+                gem 'rubocop', ' ~> 12.0'
+                ^^^^^^^^^^^^^^^^^^^^^^^^^ Missing gem description comment.
+            GEM
+          end
+        end
+
+        context 'when a gem is uncommented and has a version specifier without operator' do
+          it 'registers an offense' do
+            expect_offense(<<-GEM, 'Gemfile')
+                gem 'rubocop', '12.0'
+                ^^^^^^^^^^^^^^^^^^^^^ Missing gem description comment.
+            GEM
+          end
+        end
+
+        context 'when a gem is uncommented and has a frozen version specifier' do
+          it 'registers an offense' do
+            expect_offense(<<-GEM, 'Gemfile')
+                gem 'rubocop', '= 12.0'
+                ^^^^^^^^^^^^^^^^^^^^^^^ Missing gem description comment.
+            GEM
+          end
+        end
+
+        context 'when a gem is uncommented and has a pessimistic version specifier' do
           it 'registers an offense' do
             expect_offense(<<-GEM, 'Gemfile')
                 gem 'rubocop', '~> 12.0'