diff --git a/backend/packages/harness/deerflow/agents/middlewares/dangling_tool_call_middleware.py b/backend/packages/harness/deerflow/agents/middlewares/dangling_tool_call_middleware.py
index 000ca51a2..6026d834e 100644
--- a/backend/packages/harness/deerflow/agents/middlewares/dangling_tool_call_middleware.py
+++ b/backend/packages/harness/deerflow/agents/middlewares/dangling_tool_call_middleware.py
@@ -15,6 +15,7 @@ to the end of the message list as before_model + add_messages reducer would do.
 
 import json
 import logging
+from collections import defaultdict, deque
 from collections.abc import Awaitable, Callable
 from typing import override
 
@@ -109,10 +110,10 @@ class DanglingToolCallMiddleware(AgentMiddleware[AgentState]):
         This normalizes model-bound causal order before provider serialization while
         preserving already-valid transcripts unchanged.
         """
-        tool_messages_by_id: dict[str, ToolMessage] = {}
+        tool_messages_by_id: dict[str, deque[ToolMessage]] = defaultdict(deque)
         for msg in messages:
             if isinstance(msg, ToolMessage):
-                tool_messages_by_id.setdefault(msg.tool_call_id, msg)
+                tool_messages_by_id[msg.tool_call_id].append(msg)
 
         tool_call_ids: set[str] = set()
         for msg in messages:
@@ -124,7 +125,6 @@ class DanglingToolCallMiddleware(AgentMiddleware[AgentState]):
                     tool_call_ids.add(tc_id)
 
         patched: list = []
-        consumed_tool_msg_ids: set[str] = set()
         patch_count = 0
         for msg in messages:
             if isinstance(msg, ToolMessage) and msg.tool_call_id in tool_call_ids:
@@ -136,13 +136,13 @@ class DanglingToolCallMiddleware(AgentMiddleware[AgentState]):
 
             for tc in self._message_tool_calls(msg):
                 tc_id = tc.get("id")
-                if not tc_id or tc_id in consumed_tool_msg_ids:
+                if not tc_id:
                     continue
 
-                existing_tool_msg = tool_messages_by_id.get(tc_id)
+                tool_msg_queue = tool_messages_by_id.get(tc_id)
+                existing_tool_msg = tool_msg_queue.popleft() if tool_msg_queue else None
                 if existing_tool_msg is not None:
                     patched.append(existing_tool_msg)
-                    consumed_tool_msg_ids.add(tc_id)
                 else:
                     patched.append(
                         ToolMessage(
@@ -152,7 +152,6 @@ class DanglingToolCallMiddleware(AgentMiddleware[AgentState]):
                             status="error",
                         )
                     )
-                    consumed_tool_msg_ids.add(tc_id)
                     patch_count += 1
 
         if patched == messages:
diff --git a/backend/tests/test_dangling_tool_call_middleware.py b/backend/tests/test_dangling_tool_call_middleware.py
index 5ecded924..34f1ac035 100644
--- a/backend/tests/test_dangling_tool_call_middleware.py
+++ b/backend/tests/test_dangling_tool_call_middleware.py
@@ -218,6 +218,70 @@ class TestBuildPatchedMessagesPatching:
 
         assert mw._build_patched_messages(msgs) is None
 
+    def test_reused_tool_call_ids_across_ai_turns_keep_their_own_tool_results(self):
+        mw = DanglingToolCallMiddleware()
+        msgs = [
+            HumanMessage(content="summary", name="summary", additional_kwargs={"hide_from_ui": True}),
+            _ai_with_tool_calls(
+                [
+                    _tc("web_search", "web_search:11"),
+                    _tc("web_search", "web_search:12"),
+                    _tc("web_search", "web_search:13"),
+                ]
+            ),
+            _tool_msg("web_search:11", "web_search"),
+            _tool_msg("web_search:12", "web_search"),
+            _tool_msg("web_search:13", "web_search"),
+            _ai_with_tool_calls(
+                [
+                    _tc("web_search", "web_search:9"),
+                    _tc("web_search", "web_search:10"),
+                    _tc("web_search", "web_search:11"),
+                ]
+            ),
+            _tool_msg("web_search:9", "web_search"),
+            _tool_msg("web_search:10", "web_search"),
+            _tool_msg("web_search:11", "web_search"),
+        ]
+
+        assert mw._build_patched_messages(msgs) is None
+
+    def test_reused_tool_call_id_patches_second_dangling_occurrence(self):
+        mw = DanglingToolCallMiddleware()
+        msgs = [
+            _ai_with_tool_calls([_tc("web_search", "web_search:11")]),
+            _tool_msg("web_search:11", "web_search"),
+            _ai_with_tool_calls([_tc("web_search", "web_search:11")]),
+        ]
+
+        patched = mw._build_patched_messages(msgs)
+
+        assert patched is not None
+        assert isinstance(patched[1], ToolMessage)
+        assert patched[1].tool_call_id == "web_search:11"
+        assert patched[1].status == "success"
+        assert isinstance(patched[3], ToolMessage)
+        assert patched[3].tool_call_id == "web_search:11"
+        assert patched[3].status == "error"
+
+    def test_reused_tool_call_id_consumes_later_result_for_first_dangling_occurrence(self):
+        mw = DanglingToolCallMiddleware()
+        result = _tool_msg("web_search:11", "web_search")
+        msgs = [
+            _ai_with_tool_calls([_tc("web_search", "web_search:11")]),
+            _ai_with_tool_calls([_tc("web_search", "web_search:11")]),
+            result,
+        ]
+
+        patched = mw._build_patched_messages(msgs)
+
+        assert patched is not None
+        assert patched[1] is result
+        assert patched[1].status == "success"
+        assert isinstance(patched[3], ToolMessage)
+        assert patched[3].tool_call_id == "web_search:11"
+        assert patched[3].status == "error"
+
     def test_tool_results_are_grouped_with_their_own_ai_turn_across_multiple_ai_messages(self):
         mw = DanglingToolCallMiddleware()
         msgs = [