diff --git a/main.py b/main.py
index e63d4b8..030f0e4 100644
--- a/main.py
+++ b/main.py
@@ -5,6 +5,7 @@ from __future__ import annotations
 import argparse
 import json
 import os
+import random
 import sys
 import time
 from pathlib import Path
diff --git a/openai_pool_orchestrator/mail_providers.py b/openai_pool_orchestrator/mail_providers.py
index 25f4971..4a892a1 100755
--- a/openai_pool_orchestrator/mail_providers.py
+++ b/openai_pool_orchestrator/mail_providers.py
@@ -5,7 +5,9 @@ MailProvider 抽象层
 
 from __future__ import annotations
 
+import datetime
 import itertools
+import email.utils
 import logging
 import random
 import re
@@ -113,6 +115,34 @@ def _extract_code(content: str) -> Optional[str]:
     return None
 
 
+def _message_timestamp(msg: Dict[str, Any]) -> float:
+    candidates = [
+        msg.get("createdAt"),
+        msg.get("created_at"),
+        msg.get("receivedAt"),
+        msg.get("received_at"),
+        msg.get("updatedAt"),
+        msg.get("updated_at"),
+        msg.get("date"),
+    ]
+    for raw in candidates:
+        text = str(raw or "").strip()
+        if not text:
+            continue
+        try:
+            normalized = text.replace("Z", "+00:00")
+            return datetime.datetime.fromisoformat(normalized).timestamp()
+        except Exception:
+            pass
+        try:
+            parsed = email.utils.parsedate_to_datetime(text)
+            if parsed is not None:
+                return parsed.timestamp()
+        except Exception:
+            pass
+    return 0.0
+
+
 # ==================== 抽象基类 ====================
 
 class MailProvider(ABC):
@@ -254,6 +284,8 @@ class MailTmProvider(MailProvider):
                     messages = data if isinstance(data, list) else (
                         data.get("hydra:member") or data.get("messages") or []
                     )
+                    if isinstance(messages, list):
+                        messages = sorted(messages, key=_message_timestamp, reverse=True)
 
                     for msg in messages:
                         if not isinstance(msg, dict):
@@ -497,6 +529,8 @@ class DuckMailProvider(MailProvider):
                     if resp.status_code == 200:
                         data = resp.json()
                         messages = data.get("hydra:member") or data.get("member") or data.get("data") or []
+                        if isinstance(messages, list):
+                            messages = sorted(messages, key=_message_timestamp, reverse=True)
                         for msg in (messages if isinstance(messages, list) else []):
                             if not isinstance(msg, dict):
                                 continue