diff --git a/src/core/task/Task.ts b/src/core/task/Task.ts
index 005bb0f292b..7ef0cfb60eb 100644
--- a/src/core/task/Task.ts
+++ b/src/core/task/Task.ts
@@ -1432,9 +1432,12 @@ export class Task extends EventEmitter<TaskEvents> implements TaskLike {
 			if (message) {
 				// Check if this is a tool approval ask that needs to be handled.
 				if (type === "tool" || type === "command" || type === "use_mcp_server") {
-					// For tool approvals, we need to approve first, then send
-					// the message if there's text/images.
-					this.handleWebviewAskResponse("yesButtonClicked", message.text, message.images)
+					// For tool/command approvals, reject the pending tool and
+					// send the queued text as a plain message -- matching the
+					// behaviour when a user types a reply without clicking
+					// Approve. This prevents queued messages from
+					// unconditionally auto-approving unapproved commands.
+					this.handleWebviewAskResponse("messageResponse", message.text, message.images)
 				} else {
 					// For other ask types (like followup or command_output), fulfill the ask
 					// directly.
@@ -1456,10 +1459,11 @@ export class Task extends EventEmitter<TaskEvents> implements TaskLike {
 				if (shouldDrainQueuedMessageForAsk && !this.messageQueueService.isEmpty()) {
 					const message = this.messageQueueService.dequeueMessage()
 					if (message) {
-						// If this is a tool approval ask, we need to approve first (yesButtonClicked)
-						// and include any queued text/images.
+						// If this is a tool approval ask, reject the pending tool and
+						// forward the queued text as a plain message so that
+						// unapproved commands are never auto-executed.
 						if (type === "tool" || type === "command" || type === "use_mcp_server") {
-							this.handleWebviewAskResponse("yesButtonClicked", message.text, message.images)
+							this.handleWebviewAskResponse("messageResponse", message.text, message.images)
 						} else {
 							this.handleWebviewAskResponse("messageResponse", message.text, message.images)
 						}
diff --git a/src/core/task/__tests__/ask-queued-message-drain.spec.ts b/src/core/task/__tests__/ask-queued-message-drain.spec.ts
index 06f577881ec..1a0ad177ac5 100644
--- a/src/core/task/__tests__/ask-queued-message-drain.spec.ts
+++ b/src/core/task/__tests__/ask-queued-message-drain.spec.ts
@@ -36,6 +36,89 @@ describe("Task.ask queued message drain", () => {
 		expect(result.text).toBe("picked answer")
 	})
 
+	it("rejects unapproved command asks with messageResponse when queued message is drained", async () => {
+		const task = Object.create(Task.prototype) as Task
+		;(task as any).abort = false
+		;(task as any).clineMessages = []
+		;(task as any).askResponse = undefined
+		;(task as any).askResponseText = undefined
+		;(task as any).askResponseImages = undefined
+		;(task as any).lastMessageTs = undefined
+
+		const { MessageQueueService } = await import("../../message-queue/MessageQueueService")
+		;(task as any).messageQueueService = new MessageQueueService()
+		;(task as any).addToClineMessages = vi.fn(async () => {})
+		;(task as any).saveClineMessages = vi.fn(async () => {})
+		;(task as any).updateClineMessage = vi.fn(async () => {})
+		;(task as any).cancelAutoApprovalTimeout = vi.fn(() => {})
+		;(task as any).checkpointSave = vi.fn(async () => {})
+		;(task as any).emit = vi.fn()
+		;(task as any).providerRef = { deref: () => undefined }
+
+		// Queue a message before asking for command approval.
+		;(task as any).messageQueueService.addMessage("continue please")
+
+		const result = await task.ask("command", "rm -rf /tmp/test", false)
+
+		// The queued message must NOT approve the command -- it should reject
+		// with messageResponse, matching the behaviour of typing a reply
+		// without clicking Approve.
+		expect(result.response).toBe("messageResponse")
+		expect(result.text).toBe("continue please")
+	})
+
+	it("rejects unapproved tool asks with messageResponse when queued message is drained", async () => {
+		const task = Object.create(Task.prototype) as Task
+		;(task as any).abort = false
+		;(task as any).clineMessages = []
+		;(task as any).askResponse = undefined
+		;(task as any).askResponseText = undefined
+		;(task as any).askResponseImages = undefined
+		;(task as any).lastMessageTs = undefined
+
+		const { MessageQueueService } = await import("../../message-queue/MessageQueueService")
+		;(task as any).messageQueueService = new MessageQueueService()
+		;(task as any).addToClineMessages = vi.fn(async () => {})
+		;(task as any).saveClineMessages = vi.fn(async () => {})
+		;(task as any).updateClineMessage = vi.fn(async () => {})
+		;(task as any).cancelAutoApprovalTimeout = vi.fn(() => {})
+		;(task as any).checkpointSave = vi.fn(async () => {})
+		;(task as any).emit = vi.fn()
+		;(task as any).providerRef = { deref: () => undefined }
+		;(task as any).messageQueueService.addMessage("go ahead")
+
+		const result = await task.ask("tool", "write_to_file /etc/hosts", false)
+
+		expect(result.response).toBe("messageResponse")
+		expect(result.text).toBe("go ahead")
+	})
+
+	it("rejects unapproved use_mcp_server asks with messageResponse when queued message is drained", async () => {
+		const task = Object.create(Task.prototype) as Task
+		;(task as any).abort = false
+		;(task as any).clineMessages = []
+		;(task as any).askResponse = undefined
+		;(task as any).askResponseText = undefined
+		;(task as any).askResponseImages = undefined
+		;(task as any).lastMessageTs = undefined
+
+		const { MessageQueueService } = await import("../../message-queue/MessageQueueService")
+		;(task as any).messageQueueService = new MessageQueueService()
+		;(task as any).addToClineMessages = vi.fn(async () => {})
+		;(task as any).saveClineMessages = vi.fn(async () => {})
+		;(task as any).updateClineMessage = vi.fn(async () => {})
+		;(task as any).cancelAutoApprovalTimeout = vi.fn(() => {})
+		;(task as any).checkpointSave = vi.fn(async () => {})
+		;(task as any).emit = vi.fn()
+		;(task as any).providerRef = { deref: () => undefined }
+		;(task as any).messageQueueService.addMessage("next step")
+
+		const result = await task.ask("use_mcp_server", "mcp server call", false)
+
+		expect(result.response).toBe("messageResponse")
+		expect(result.text).toBe("next step")
+	})
+
 	it("does not consume queued messages for command_output asks", async () => {
 		const task = Object.create(Task.prototype) as Task
 		;(task as any).abort = false