fix: queue messages during command execution instead of losing them

webview-ui/src/components/chat/ChatView.tsx

@@ -612,7 +612,13 @@ const ChatViewComponent: React.ForwardRefRenderFunction<ChatViewRef, ChatViewPro
 				// - Task is busy (sendingDisabled)
 				// - API request in progress (isStreaming)
 				// - Queue has items (preserve message order during drain)
-				if (sendingDisabled || isStreaming || messageQueue.length > 0) {
+				// - Command is running (command_output) - user's message should be queued for AI, not sent to terminal
+				if (
+					sendingDisabled ||
+					isStreaming ||
+					messageQueue.length > 0 ||
+					clineAskRef.current === "command_output"
+				) {
 					try {
 						console.log("queueMessage", text, images)
 						vscode.postMessage({ type: "queueMessage", text, images })
@@ -645,7 +651,6 @@ const ChatViewComponent: React.ForwardRefRenderFunction<ChatViewRef, ChatViewPro
 						case "tool":
 						case "browser_action_launch":
 						case "command": // User can provide feedback to a tool or command use.
-						case "command_output": // User can send input to command stdin.
 						case "use_mcp_server":
 						case "completion_result": // If this happens then the user has feedback for the completion result.
 						case "resume_task":
@@ -1496,9 +1501,20 @@ const ChatViewComponent: React.ForwardRefRenderFunction<ChatViewRef, ChatViewPro
 
 	useImperativeHandle(ref, () => ({
 		acceptInput: () => {
+			const hasInput = inputValue.trim() || selectedImages.length > 0
+
+			// Special case: during command_output, queue the message instead of
+			// triggering the primary button action (which would lose the message)
+			if (clineAskRef.current === "command_output" && hasInput) {
+				vscode.postMessage({ type: "queueMessage", text: inputValue.trim(), images: selectedImages })
+				setInputValue("")
+				setSelectedImages([])
+				return
+			}
+
 			if (enableButtons && primaryButtonText) {
 				handlePrimaryButtonClick(inputValue, selectedImages)
-			} else if (!sendingDisabled && !isProfileDisabled && (inputValue.trim() || selectedImages.length > 0)) {
+			} else if (!sendingDisabled && !isProfileDisabled && hasInput) {
 				handleSendMessage(inputValue, selectedImages)
 			}
 		},

webview-ui/src/components/chat/__tests__/ChatView.spec.tsx

@@ -1081,6 +1081,68 @@ describe("ChatView - Message Queueing Tests", () => {
 			}),
 		)
 	})
+
+	it("queues messages during command_output state instead of losing them", async () => {
+		const { getByTestId } = renderChatView()
+
+		// Hydrate state with command_output ask (Proceed While Running state)
+		mockPostMessage({
+			clineMessages: [
+				{
+					type: "say",
+					say: "task",
+					ts: Date.now() - 2000,
+					text: "Initial task",
+				},
+				{
+					type: "ask",
+					ask: "command_output",
+					ts: Date.now(),
+					text: "",
+					partial: false, // Non-partial so buttons are enabled
+				},
+			],
+		})
+
+		// Wait for state to be updated - need to allow time for React effects to propagate
+		// (clineAsk state update -> clineAskRef.current update)
+		await waitFor(() => {
+			expect(getByTestId("chat-textarea")).toBeInTheDocument()
+		})
+
+		// Allow React effects to complete (clineAsk -> clineAskRef sync)
+		await act(async () => {
+			await new Promise((resolve) => setTimeout(resolve, 50))
+		})
+
+		// Clear message calls before simulating user input
+		vi.mocked(vscode.postMessage).mockClear()
+
+		// Simulate user typing and sending a message during command execution
+		const chatTextArea = getByTestId("chat-textarea")
+		const input = chatTextArea.querySelector("input")! as HTMLInputElement
+
+		await act(async () => {
+			fireEvent.change(input, { target: { value: "message during command execution" } })
+			fireEvent.keyDown(input, { key: "Enter", code: "Enter" })
+		})
+
+		// Verify that the message was queued (not lost via terminalOperation)
+		await waitFor(() => {
+			expect(vscode.postMessage).toHaveBeenCalledWith({
+				type: "queueMessage",
+				text: "message during command execution",
+				images: [],
+			})
+		})
+
+		// Verify it was NOT sent as terminalOperation (which would lose the message)
+		expect(vscode.postMessage).not.toHaveBeenCalledWith(
+			expect.objectContaining({
+				type: "terminalOperation",
+			}),
+		)
+	})
 })
 
 describe("ChatView - Context Condensing Indicator Tests", () => {