diff --git a/desktop/src/stores/chatStore.test.ts b/desktop/src/stores/chatStore.test.ts
index 15d97b1b..ae246f11 100644
--- a/desktop/src/stores/chatStore.test.ts
+++ b/desktop/src/stores/chatStore.test.ts
@@ -5559,6 +5559,56 @@ describe('chatStore history mapping', () => {
     expect(userMessages).toHaveLength(1)
   })
 
+  it('keeps an image-only replay before the assistant response', () => {
+    useChatStore.setState({
+      sessions: {
+        [TEST_SESSION_ID]: makeSession({
+          messages: [
+            {
+              id: 'live-user',
+              type: 'user_text',
+              content: '',
+              attachments: [{
+                type: 'image',
+                name: 'screenshot.png',
+                data: 'data:image/png;base64,AAAA',
+                mimeType: 'image/png',
+              }],
+              timestamp: 1,
+            },
+            {
+              id: 'assistant-answer',
+              type: 'assistant_text',
+              content: 'The screenshot shows a repository list.',
+              timestamp: 2,
+            },
+          ],
+          chatState: 'thinking',
+        }),
+      },
+    })
+
+    useChatStore.getState().handleServerMessage(TEST_SESSION_ID, {
+      type: 'user_message_replay',
+      content: [
+        'Please analyze the attached image.',
+        '[Image source: /Users/me/.claude/uploads/session/screenshot.png]',
+      ].join('\n'),
+    })
+
+    expect(useChatStore.getState().sessions[TEST_SESSION_ID]?.messages).toMatchObject([
+      {
+        type: 'user_text',
+        content: '',
+        attachments: [{ type: 'image', name: 'screenshot.png' }],
+      },
+      {
+        type: 'assistant_text',
+        content: 'The screenshot shows a repository list.',
+      },
+    ])
+  })
+
   it('dedupes a path-backed image after the server inlines it into replay content', () => {
     const prompt = '检查这张截图'
     const imagePath = 'C:\\Users\\tester\\Desktop\\screen.png'
diff --git a/desktop/src/stores/chatStore.ts b/desktop/src/stores/chatStore.ts
index c4e0f114..2c0638e0 100644
--- a/desktop/src/stores/chatStore.ts
+++ b/desktop/src/stores/chatStore.ts
@@ -3749,6 +3749,7 @@ function extractRestoredUserDisplay(text: string): RestoredUserDisplay {
 // ConversationService stores data-only files as `${randomUUID()}-${sanitizedName}`
 // and omits successfully inlined images from the replayed text content.
 const MATERIALIZED_UPLOAD_NAME_RE = /^[0-9a-f]{8}-[0-9a-f]{4}-[1-5][0-9a-f]{3}-[89ab][0-9a-f]{3}-[0-9a-f]{12}-(.+)$/i
+const IMAGE_ONLY_REPLAY_FALLBACK = 'Please analyze the attached image.'
 
 function isLikelyInlineImageAttachment(attachment: UIAttachment): boolean {
   if (attachment.type === 'image') return true
@@ -3800,12 +3801,23 @@ function replayMatchesCurrentUserMessage(
   const currentModelContent = (message.modelContent ?? message.content).trim()
   if (currentModelContent === replayModelContent) return true
 
+  const currentAttachments = message.attachments ?? []
+  if (
+    message.content.trim() === '' &&
+    replayDisplay.content.trim() === IMAGE_ONLY_REPLAY_FALLBACK &&
+    !replayDisplay.attachments?.length &&
+    currentAttachments.length > 0 &&
+    currentAttachments.every(isLikelyInlineImageAttachment)
+  ) {
+    return true
+  }
+
   const currentDisplay = extractRestoredUserDisplay(currentModelContent)
   if (currentDisplay.content.trim() !== replayDisplay.content.trim()) return false
 
   return replayAttachmentsMatchCurrent(
     replayDisplay.attachments ?? [],
-    message.attachments ?? [],
+    currentAttachments,
   )
 }