diff --git a/libs/langchain_v1/langchain/agents/middleware/tool_selection.py b/libs/langchain_v1/langchain/agents/middleware/tool_selection.py
index 3ff5b007c3d95..fe17f1c1b748f 100644
--- a/libs/langchain_v1/langchain/agents/middleware/tool_selection.py
+++ b/libs/langchain_v1/langchain/agents/middleware/tool_selection.py
@@ -181,7 +181,7 @@ def _prepare_selection_request(self, request: ModelRequest) -> _SelectionRequest
 
         # Get the last user message from the conversation history
         last_user_message: HumanMessage
-        for message in request.messages:
+        for message in reversed(request.messages):
             if isinstance(message, HumanMessage):
                 last_user_message = message
                 break