diff --git a/lib/ruby_llm/active_record/chat_methods.rb b/lib/ruby_llm/active_record/chat_methods.rb
index 114d7ff7d..41d9a4447 100644
--- a/lib/ruby_llm/active_record/chat_methods.rb
+++ b/lib/ruby_llm/active_record/chat_methods.rb
@@ -86,7 +86,7 @@ def to_llm
         )
         @chat.reset_messages!
 
-        ordered_messages = order_messages_for_llm(messages_association.to_a)
+        ordered_messages = order_messages_for_llm(eager_load_messages)
         ordered_messages.each do |msg|
           @chat.add_message(msg.to_llm)
         end
@@ -248,7 +248,7 @@ def cleanup_failed_messages
 
       def cleanup_orphaned_tool_results # rubocop:disable Metrics/PerceivedComplexity
         messages_association.reload
-        last = messages_association.order(:id).last
+        last = eager_load_messages.max_by(&:id)
 
         return unless last&.tool_call? || last&.tool_result?
 
@@ -267,6 +267,16 @@ def cleanup_orphaned_tool_results # rubocop:disable Metrics/PerceivedComplexity
         end
       end
 
+      def eager_load_messages
+        assoc = messages_association
+        return assoc.to_a unless assoc.respond_to?(:includes)
+
+        msg_class = assoc.klass
+        tool_calls_name = msg_class.tool_calls_association_name
+        model_name = msg_class.model_association_name
+        assoc.includes(tool_calls_name, :parent_tool_call, model_name).to_a
+      end
+
       def setup_persistence_callbacks
         return @chat if @chat.instance_variable_get(:@_persistence_callbacks_setup)
 
diff --git a/spec/ruby_llm/active_record/acts_as_spec.rb b/spec/ruby_llm/active_record/acts_as_spec.rb
index 6d2f3e857..3283dc6e5 100644
--- a/spec/ruby_llm/active_record/acts_as_spec.rb
+++ b/spec/ruby_llm/active_record/acts_as_spec.rb
@@ -1029,6 +1029,43 @@ class ToolCall < ActiveRecord::Base # rubocop:disable RSpec/LeakyConstantDeclara
     end
   end
 
+  describe 'strict_loading compatibility' do
+    # Verify that to_llm and cleanup_orphaned_tool_results eager-load message
+    # associations, preventing N+1 queries with strict_loading enabled.
+
+    let(:chat_with_tool_calls) do
+      chat = Chat.create!(model: model)
+      chat.messages.create!(role: 'user', content: "What's 2 + 2?")
+      assistant_msg = chat.messages.create!(role: 'assistant', content: nil)
+      tool_call = assistant_msg.tool_calls.create!(
+        tool_call_id: 'call_strict_1',
+        name: 'calculator',
+        arguments: { expression: '2 + 2' }.to_json
+      )
+      chat.messages.create!(role: 'tool', content: '4', parent_tool_call: tool_call)
+      chat.messages.create!(role: 'assistant', content: 'The answer is 4.')
+      chat
+    end
+
+    around do |example|
+      chat_with_tool_calls # create data before enabling strict_loading
+      ApplicationRecord.strict_loading_by_default = true
+      ApplicationRecord.strict_loading_mode = :n_plus_one_only
+      example.run
+    ensure
+      ApplicationRecord.strict_loading_by_default = false
+      ApplicationRecord.strict_loading_mode = :all
+    end
+
+    it 'to_llm does not raise StrictLoadingViolationError' do
+      expect { chat_with_tool_calls.reload.to_llm }.not_to raise_error
+    end
+
+    it 'cleanup_orphaned_tool_results does not raise StrictLoadingViolationError' do
+      expect { chat_with_tool_calls.reload.send(:cleanup_orphaned_tool_results) }.not_to raise_error
+    end
+  end
+
   describe 'extended thinking persistence' do
     def thinking_config_for(provider)
       case provider