diff --git a/autogen/messages/agent_messages.py b/autogen/messages/agent_messages.py
index 914d61dc0c..91c8ec18bc 100644
--- a/autogen/messages/agent_messages.py
+++ b/autogen/messages/agent_messages.py
@@ -189,7 +189,7 @@ def print(self, f: Optional[Callable[..., Any]] = None) -> None:
 
 @wrap_message
 class TextMessage(BasePrintReceivedMessage):
-    content: Optional[Union[str, int, float, bool, list[dict[str, str]]]] = None  # type: ignore [assignment]
+    content: Optional[Union[str, int, float, bool, list[dict[str, Union[str, dict[str, Any]]]]]] = None  # type: ignore [assignment]
 
     def print(self, f: Optional[Callable[..., Any]] = None) -> None:
         f = f or print
diff --git a/test/messages/test_agent_messages.py b/test/messages/test_agent_messages.py
index 396b7d77dc..6974031261 100644
--- a/test/messages/test_agent_messages.py
+++ b/test/messages/test_agent_messages.py
@@ -319,6 +319,19 @@ class TestTextMessage:
                 },
                 "Please extract table from the following image and convert it to Markdown.",
             ),
+            (
+                {
+                    "content": [
+                        {
+                            "type": "image_url",
+                            "image_url": {
+                                "url": "https://media.githubusercontent.com/media/ag2ai/ag2/refs/heads/main/website/static/img/autogen_agentchat.png"
+                            },
+                        }
+                    ]
+                },
+                "<image>",
+            ),
         ],
     )
     def test_print_messages(