diff --git a/src/core/task/Task.ts b/src/core/task/Task.ts
index 11eebde78f..ad64f17a1d 100644
--- a/src/core/task/Task.ts
+++ b/src/core/task/Task.ts
@@ -4663,22 +4663,41 @@ export class Task extends EventEmitter<TaskEvents> implements TaskLike {
 	}
 
 	/**
-	 * Process any queued messages by dequeuing and submitting them.
-	 * This ensures that queued user messages are sent when appropriate,
-	 * preventing them from getting stuck in the queue.
+	 * Process any queued messages by dequeuing and adding them to the current
+	 * user message content. This ensures that queued user messages are included
+	 * in the next LLM request, preventing them from getting stuck in the queue.
 	 *
-	 * @param context - Context string for logging (e.g., the calling tool name)
+	 * Unlike submitUserMessage (which sets askResponse values for pending asks),
+	 * this method directly adds content to userMessageContent, which is appropriate
+	 * when called after tool execution when there's no pending ask.
 	 */
 	public processQueuedMessages(): void {
 		try {
 			if (!this.messageQueueService.isEmpty()) {
 				const queued = this.messageQueueService.dequeueMessage()
 				if (queued) {
-					setTimeout(() => {
-						this.submitUserMessage(queued.text, queued.images).catch((err) =>
-							console.error(`[Task] Failed to submit queued message:`, err),
+					const text = (queued.text ?? "").trim()
+					const images = queued.images ?? []
+					const hasText = text.length > 0
+					const hasImages = images.length > 0
+
+					if (hasText || hasImages) {
+						// Show user feedback in the UI
+						this.say("user_feedback", queued.text, queued.images).catch((err) =>
+							console.error(`[Task] Failed to show queued message feedback:`, err),
 						)
-					}, 0)
+
+						// Add to userMessageContent for the next LLM request
+						if (hasText) {
+							this.userMessageContent.push({
+								type: "text",
+								text: `<user_message>\n${text}\n</user_message>`,
+							})
+						}
+						if (hasImages) {
+							this.userMessageContent.push(...formatResponse.imageBlocks(images))
+						}
+					}
 				}
 			}
 		} catch (e) {
diff --git a/src/core/task/__tests__/Task.spec.ts b/src/core/task/__tests__/Task.spec.ts
index 3f0df9d24e..757c7cd0ac 100644
--- a/src/core/task/__tests__/Task.spec.ts
+++ b/src/core/task/__tests__/Task.spec.ts
@@ -1861,20 +1861,63 @@ describe("Queued message processing after condense", () => {
 
 		// Make condense fast + deterministic
 		vi.spyOn(task as any, "getSystemPrompt").mockResolvedValue("system")
-		const submitSpy = vi.spyOn(task, "submitUserMessage").mockResolvedValue(undefined)
+		const saySpy = vi.spyOn(task, "say").mockResolvedValue(undefined)
 
 		// Queue a message during condensing
 		task.messageQueueService.addMessage("queued text", ["img1.png"])
 
-		// Use fake timers to capture setTimeout(0) in processQueuedMessages
-		vi.useFakeTimers()
 		await task.condenseContext()
 
-		// Flush the microtask that submits the queued message
-		vi.runAllTimers()
-		vi.useRealTimers()
+		// Verify the message was shown in UI
+		expect(saySpy).toHaveBeenCalledWith("user_feedback", "queued text", ["img1.png"])
 
-		expect(submitSpy).toHaveBeenCalledWith("queued text", ["img1.png"])
+		// Verify the content was added to userMessageContent
+		expect(task.userMessageContent.length).toBeGreaterThan(0)
+		const textBlock = task.userMessageContent.find(
+			(block) => block.type === "text" && (block as any).text?.includes("queued text"),
+		)
+		expect(textBlock).toBeDefined()
+
+		// Verify queue was emptied
+		expect(task.messageQueueService.isEmpty()).toBe(true)
+	})
+
+	it("processes image-only queued messages correctly", async () => {
+		const provider = createProvider()
+		const task = new Task({
+			provider,
+			apiConfiguration: apiConfig,
+			task: "initial task",
+			startTask: false,
+		})
+
+		vi.spyOn(task as any, "getSystemPrompt").mockResolvedValue("system")
+		const saySpy = vi.spyOn(task, "say").mockResolvedValue(undefined)
+
+		// Queue a message with ONLY images (no text) - this is the bug scenario
+		// Images must be in data URL format for formatResponse.imageBlocks to parse them correctly
+		const testImages = [
+			"data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAAEAAAABCAYAAAAfFcSJAAAADUlEQVR42mNk+M9QDwADhgGAWjR9awAAAABJRU5ErkJggg==",
+			"data:image/jpeg;base64,/9j/4AAQSkZJRgABAQEASABIAAD/2wBDAAgGBgcGBQgHBwcJCQgKDBQNDAsLDBkSEw8UHRof",
+		]
+		task.messageQueueService.addMessage("", testImages)
+
+		await task.condenseContext()
+
+		// Verify the message was shown in UI (with empty text but images)
+		expect(saySpy).toHaveBeenCalledWith("user_feedback", "", testImages)
+
+		// Verify image blocks were added to userMessageContent
+		const imageBlocks = task.userMessageContent.filter((block) => block.type === "image")
+		expect(imageBlocks.length).toBe(2)
+
+		// Verify no text block was added for empty text
+		const textBlocks = task.userMessageContent.filter(
+			(block) => block.type === "text" && (block as any).text?.includes("<user_message>"),
+		)
+		expect(textBlocks.length).toBe(0)
+
+		// Verify queue was emptied
 		expect(task.messageQueueService.isEmpty()).toBe(true)
 	})
 
@@ -1898,29 +1941,23 @@ describe("Queued message processing after condense", () => {
 		vi.spyOn(taskA as any, "getSystemPrompt").mockResolvedValue("system")
 		vi.spyOn(taskB as any, "getSystemPrompt").mockResolvedValue("system")
 
-		const spyA = vi.spyOn(taskA, "submitUserMessage").mockResolvedValue(undefined)
-		const spyB = vi.spyOn(taskB, "submitUserMessage").mockResolvedValue(undefined)
+		const saySpyA = vi.spyOn(taskA, "say").mockResolvedValue(undefined)
+		const saySpyB = vi.spyOn(taskB, "say").mockResolvedValue(undefined)
 
 		taskA.messageQueueService.addMessage("A message")
 		taskB.messageQueueService.addMessage("B message")
 
 		// Condense in task A should only drain A's queue
-		vi.useFakeTimers()
 		await taskA.condenseContext()
-		vi.runAllTimers()
-		vi.useRealTimers()
 
-		expect(spyA).toHaveBeenCalledWith("A message", undefined)
-		expect(spyB).not.toHaveBeenCalled()
+		expect(saySpyA).toHaveBeenCalledWith("user_feedback", "A message", undefined)
+		expect(saySpyB).not.toHaveBeenCalledWith("user_feedback", expect.anything(), expect.anything())
 		expect(taskB.messageQueueService.isEmpty()).toBe(false)
 
 		// Now condense in task B should drain B's queue
-		vi.useFakeTimers()
 		await taskB.condenseContext()
-		vi.runAllTimers()
-		vi.useRealTimers()
 
-		expect(spyB).toHaveBeenCalledWith("B message", undefined)
+		expect(saySpyB).toHaveBeenCalledWith("user_feedback", "B message", undefined)
 		expect(taskB.messageQueueService.isEmpty()).toBe(true)
 	})
 })