diff --git a/backend/open_webui/models/messages.py b/backend/open_webui/models/messages.py
index 8b031404e6..cb508f5d85 100644
--- a/backend/open_webui/models/messages.py
+++ b/backend/open_webui/models/messages.py
@@ -117,6 +117,10 @@ class MessageUserSlimResponse(MessageUserResponse):
 
     @field_validator('data', mode='before')
     def convert_data_to_bool(cls, v):
+        # A listed reply validates its quoted message twice, so keep the flag.
+        if isinstance(v, bool):
+            return v
+
         # No data or not a dict → False
         if not isinstance(v, dict):
             return False
diff --git a/src/lib/components/channel/Messages/Message.svelte b/src/lib/components/channel/Messages/Message.svelte
index 46c3d8dd53..c2eba34efb 100644
--- a/src/lib/components/channel/Messages/Message.svelte
+++ b/src/lib/components/channel/Messages/Message.svelte
@@ -156,6 +156,17 @@
 		loadMessageData();
 	}
 
+	const loadReplyToMessageData = async () => {
+		const res = await getMessageData(localStorage.token, channel?.id, message.reply_to_message.id);
+		if (res) {
+			message.reply_to_message.data = res;
+		}
+	};
+
+	$: if (message?.reply_to_message?.app_id && message.reply_to_message.data === true) {
+		loadReplyToMessageData();
+	}
+
 	$: messageOutput = Array.isArray(message?.data?.output) ? message.data.output : [];
 	$: hasStructuredOutput = buildOutputDisplayItems(messageOutput).length > 0;
 </script>