diff --git a/backend/AGENTS.md b/backend/AGENTS.md
index 03d335207..cf668cff2 100644
--- a/backend/AGENTS.md
+++ b/backend/AGENTS.md
@@ -315,7 +315,7 @@ Multi-file upload with automatic document conversion:
 - Gateway HTTP uploads stage bytes as `.upload-*.part` files and atomically replace the destination only after size validation. These staging files are hidden from upload listings, agent upload context, and sandbox listing/search tools, and swept on Gateway startup if a hard crash leaves one behind.
 - Gateway HTTP upload/list/delete handlers offload filesystem work through `deerflow.utils.file_io.run_file_io`, a dedicated ContextVar-preserving file IO executor. Non-mounted sandbox uploads acquire sandboxes with `SandboxProvider.acquire_async()` and offload `read_bytes()` plus `sandbox.update_file()` together.
 - Mounted upload paths skip both sandbox acquisition and per-file synchronization. For AIO remote/provisioner deployments this requires an explicit, accurate `sandbox.thread_data_mounts: true`; omission preserves backend auto-detection.
-- Agent receives uploaded file list via `UploadsMiddleware`
+- Agent receives uploaded file list via `UploadsMiddleware`; title generation continues to use the original user request rather than the injected upload-context wrapper, with attachment-only messages falling back to `New Conversation`
 
 See [docs/FILE_UPLOAD.md](docs/FILE_UPLOAD.md) for details.
 
diff --git a/backend/README.md b/backend/README.md
index 4b8999877..056b5ed7c 100644
--- a/backend/README.md
+++ b/backend/README.md
@@ -61,7 +61,7 @@ Middlewares execute in strict order, each handling a specific concern:
 | 3 | **SandboxMiddleware** | Acquires sandbox environment for code execution |
 | 4 | **SummarizationMiddleware** | Reduces context when approaching token limits (optional) |
 | 5 | **TodoListMiddleware** | Tracks multi-step tasks in plan mode (optional) |
-| 6 | **TitleMiddleware** | Auto-generates conversation titles after first exchange |
+| 6 | **TitleMiddleware** | Auto-generates conversation titles from the original user request after first exchange; attachment-only messages fall back to `New Conversation` |
 | 7 | **MemoryMiddleware** | Queues conversations for async memory extraction |
 | 8 | **ViewImageMiddleware** | Injects image data for vision-capable models (conditional) |
 | 9 | **ClarificationMiddleware** | Intercepts clarification requests and interrupts execution (must be last) |
diff --git a/backend/packages/harness/deerflow/agents/middlewares/title_middleware.py b/backend/packages/harness/deerflow/agents/middlewares/title_middleware.py
index 137aeb89f..fb6298e02 100644
--- a/backend/packages/harness/deerflow/agents/middlewares/title_middleware.py
+++ b/backend/packages/harness/deerflow/agents/middlewares/title_middleware.py
@@ -2,6 +2,7 @@
 
 import logging
 import re
+from collections.abc import Mapping
 from typing import TYPE_CHECKING, Any, NotRequired, override
 
 from langchain.agents import AgentState
@@ -13,6 +14,7 @@ from langgraph.runtime import Runtime
 from deerflow.agents.middlewares.dynamic_context_middleware import is_dynamic_context_reminder
 from deerflow.config.title_config import get_title_config
 from deerflow.models import create_chat_model
+from deerflow.utils.messages import ORIGINAL_USER_CONTENT_KEY, get_original_user_content_text
 
 if TYPE_CHECKING:
     from deerflow.config.app_config import AppConfig
@@ -106,7 +108,18 @@ class TitleMiddleware(AgentMiddleware[TitleMiddlewareState]):
 
     def _get_title_user_message(self, state: TitleMiddlewareState) -> str:
         messages = state.get("messages") or []
-        user_msg_content = next((self._message_content(m) for m in messages if self._is_user_message_for_title(m)), "")
+        user_message = next((m for m in messages if self._is_user_message_for_title(m)), None)
+        if user_message is None:
+            return ""
+        if isinstance(user_message, dict):
+            additional_kwargs = user_message.get("additional_kwargs")
+        else:
+            additional_kwargs = getattr(user_message, "additional_kwargs", None)
+        if isinstance(additional_kwargs, Mapping) and isinstance(additional_kwargs.get(ORIGINAL_USER_CONTENT_KEY), str):
+            user_msg_content = get_original_user_content_text(self._message_content(user_message), additional_kwargs)
+        else:
+            # Keep TitleMiddleware's richer normalization for ordinary structured content.
+            user_msg_content = self._message_content(user_message)
         return self._normalize_content(user_msg_content)
 
     def _should_generate_title(self, state: TitleMiddlewareState, *, allow_partial_exchange: bool = False) -> bool:
@@ -170,6 +183,9 @@ class TitleMiddleware(AgentMiddleware[TitleMiddlewareState]):
         return title[: config.max_chars] if len(title) > config.max_chars else title
 
     def _fallback_title(self, user_msg: str) -> str:
+        if not user_msg.strip():
+            return "New Conversation"
+
         config = self._get_title_config()
         fallback_chars = min(config.max_chars, 50)
         if len(user_msg) > fallback_chars:
@@ -178,7 +194,7 @@ class TitleMiddleware(AgentMiddleware[TitleMiddlewareState]):
             ellipsis = "..."
             body = min(fallback_chars, config.max_chars - len(ellipsis))
             return user_msg[:body].rstrip() + ellipsis
-        return user_msg if user_msg else "New Conversation"
+        return user_msg
 
     def _get_runnable_config(self) -> dict[str, Any]:
         """Inherit the parent RunnableConfig and add middleware tag.
@@ -217,12 +233,15 @@ class TitleMiddleware(AgentMiddleware[TitleMiddlewareState]):
         if not self._should_generate_title(state):
             return None
 
-        config = self._get_title_config()
-        if not config.model_name:
-            user_msg = self._get_title_user_message(state)
+        user_msg = self._get_title_user_message(state)
+        # An attachment-only first turn has no user-authored text. Do not let a
+        # configured title model infer a title from the assistant response.
+        if not user_msg.strip():
             return {"title": self._fallback_title(user_msg)}
 
-        user_msg = self._get_title_user_message(state)
+        config = self._get_title_config()
+        if not config.model_name:
+            return {"title": self._fallback_title(user_msg)}
 
         try:
             prompt, user_msg = self._build_title_prompt(state)
diff --git a/backend/tests/test_title_middleware_core_logic.py b/backend/tests/test_title_middleware_core_logic.py
index 14b03a475..0f7dbe476 100644
--- a/backend/tests/test_title_middleware_core_logic.py
+++ b/backend/tests/test_title_middleware_core_logic.py
@@ -12,6 +12,7 @@ from deerflow.agents.middlewares import title_middleware as title_middleware_mod
 from deerflow.agents.middlewares.dynamic_context_middleware import _DYNAMIC_CONTEXT_REMINDER_KEY
 from deerflow.agents.middlewares.title_middleware import TitleMiddleware
 from deerflow.config.title_config import TitleConfig, get_title_config, set_title_config
+from deerflow.utils.messages import ORIGINAL_USER_CONTENT_KEY
 
 
 def _clone_title_config(config: TitleConfig) -> TitleConfig:
@@ -63,6 +64,82 @@ class TestTitleMiddlewareCoreLogic:
 
         assert middleware._should_generate_title(state) is True
 
+    @pytest.mark.parametrize(
+        "message",
+        [
+            HumanMessage(
+                content="<current_uploads>\nThe following files were uploaded in this message:\n\n- report.pdf\n</current_uploads>\n\n分析这份报告",
+                additional_kwargs={ORIGINAL_USER_CONTENT_KEY: "分析这份报告"},
+            ),
+            {
+                "type": "human",
+                "content": "<current_uploads>\n...\n</current_uploads>\n\n分析这份报告",
+                "additional_kwargs": {ORIGINAL_USER_CONTENT_KEY: "分析这份报告"},
+            },
+        ],
+        ids=["langchain-message", "checkpoint-dict"],
+    )
+    def test_title_uses_original_user_content_when_upload_context_is_injected(self, message):
+        middleware = TitleMiddleware()
+
+        state = {
+            "messages": [message, AIMessage(content="好的，我来分析报告")],
+        }
+
+        assert middleware._get_title_user_message(state) == "分析这份报告"
+
+    def test_attachment_only_title_falls_back_to_new_conversation(self):
+        _set_test_title_config(enabled=True, model_name=None)
+        middleware = TitleMiddleware()
+        state = {
+            "messages": [
+                HumanMessage(
+                    content="<current_uploads>\nThe following files were uploaded in this message:\n\n- report.pdf\n</current_uploads>\n\n",
+                    additional_kwargs={ORIGINAL_USER_CONTENT_KEY: ""},
+                ),
+                AIMessage(content="好的，我来分析 report.pdf"),
+            ]
+        }
+
+        result = asyncio.run(middleware._agenerate_title_result(state))
+
+        assert result == {"title": "New Conversation"}
+
+    @pytest.mark.parametrize("original_user_content", ["", " \t\n"], ids=["empty", "whitespace-only"])
+    def test_attachment_only_title_skips_configured_title_model(self, monkeypatch, original_user_content):
+        _set_test_title_config(enabled=True, model_name="title-model")
+        middleware = TitleMiddleware()
+        create_model = MagicMock()
+        monkeypatch.setattr(title_middleware_module, "create_chat_model", create_model)
+        state = {
+            "messages": [
+                HumanMessage(
+                    content="<current_uploads>\nThe following files were uploaded in this message:\n\n- report.pdf\n</current_uploads>\n\n",
+                    additional_kwargs={ORIGINAL_USER_CONTENT_KEY: original_user_content},
+                ),
+                AIMessage(content="好的，我来分析 report.pdf"),
+            ]
+        }
+
+        result = asyncio.run(middleware._agenerate_title_result(state))
+
+        assert result == {"title": "New Conversation"}
+        create_model.assert_not_called()
+
+    def test_title_preserves_structured_content_without_original_user_content(self):
+        middleware = TitleMiddleware()
+        state = {
+            "messages": [
+                {
+                    "type": "human",
+                    "content": [{"type": "text", "content": "嵌套的用户请求"}],
+                },
+                {"type": "ai", "content": "好的"},
+            ]
+        }
+
+        assert middleware._get_title_user_message(state) == "嵌套的用户请求"
+
     def test_should_not_generate_title_when_disabled_or_already_set(self):
         middleware = TitleMiddleware()