diff --git a/nonebot/plugin/__init__.py b/nonebot/plugin/__init__.py
index b169b278..a8e1a2db 100644
--- a/nonebot/plugin/__init__.py
+++ b/nonebot/plugin/__init__.py
@@ -288,7 +288,7 @@ def on_request(rule: Optional[Union[Rule, T_RuleChecker]] = None,
     return matcher
 
 
-def on_startswith(msg: str,
+def on_startswith(msg: Union[str, Tuple[str, ...]],
                   rule: Optional[Optional[Union[Rule, T_RuleChecker]]] = None,
                   ignorecase: bool = False,
                   **kwargs) -> Type[Matcher]:
@@ -299,7 +299,7 @@ def on_startswith(msg: str,
 
     :参数:
 
-      * ``msg: str``: 指定消息开头内容
+      * ``msg: Union[str, Tuple[str, ...]]``: 指定消息开头内容
       * ``rule: Optional[Union[Rule, T_RuleChecker]]``: 事件响应规则
       * ``ignorecase: bool``: 是否忽略大小写
       * ``permission: Optional[Permission]``: 事件响应权限
@@ -317,7 +317,7 @@ def on_startswith(msg: str,
     return on_message(startswith(msg, ignorecase) & rule, **kwargs)
 
 
-def on_endswith(msg: str,
+def on_endswith(msg: Union[str, Tuple[str, ...]],
                 rule: Optional[Optional[Union[Rule, T_RuleChecker]]] = None,
                 ignorecase: bool = False,
                 **kwargs) -> Type[Matcher]:
@@ -328,7 +328,7 @@ def on_endswith(msg: str,
 
     :参数:
 
-      * ``msg: str``: 指定消息结尾内容
+      * ``msg: Union[str, Tuple[str, ...]]``: 指定消息结尾内容
       * ``rule: Optional[Union[Rule, T_RuleChecker]]``: 事件响应规则
       * ``ignorecase: bool``: 是否忽略大小写
       * ``permission: Optional[Permission]``: 事件响应权限
@@ -728,7 +728,8 @@ class MatcherGroup:
         self.matchers.append(matcher)
         return matcher
 
-    def on_startswith(self, msg: str, **kwargs) -> Type[Matcher]:
+    def on_startswith(self, msg: Union[str, Tuple[str, ...]],
+                      **kwargs) -> Type[Matcher]:
         """
         :说明:
 
@@ -736,7 +737,7 @@ class MatcherGroup:
 
         :参数:
 
-          * ``msg: str``: 指定消息开头内容
+          * ``msg: Union[str, Tuple[str, ...]]``: 指定消息开头内容
           * ``ignorecase: bool``: 是否忽略大小写
           * ``rule: Optional[Union[Rule, T_RuleChecker]]``: 事件响应规则
           * ``permission: Optional[Permission]``: 事件响应权限
@@ -758,7 +759,8 @@ class MatcherGroup:
         self.matchers.append(matcher)
         return matcher
 
-    def on_endswith(self, msg: str, **kwargs) -> Type[Matcher]:
+    def on_endswith(self, msg: Union[str, Tuple[str, ...]],
+                    **kwargs) -> Type[Matcher]:
         """
         :说明:
 
@@ -766,7 +768,7 @@ class MatcherGroup:
 
         :参数:
 
-          * ``msg: str``: 指定消息结尾内容
+          * ``msg: Union[str, Tuple[str, ...]]``: 指定消息结尾内容
           * ``ignorecase: bool``: 是否忽略大小写
           * ``rule: Optional[Union[Rule, T_RuleChecker]]``: 事件响应规则
           * ``permission: Optional[Permission]``: 事件响应权限
diff --git a/nonebot/plugin/__init__.pyi b/nonebot/plugin/__init__.pyi
index 7b2cbe50..d9b24f40 100644
--- a/nonebot/plugin/__init__.pyi
+++ b/nonebot/plugin/__init__.pyi
@@ -90,7 +90,7 @@ def on_request(rule: Optional[Union[Rule, T_RuleChecker]] = ...,
 
 
 def on_startswith(
-        msg: str,
+        msg: Union[str, Tuple[str, ...]],
         rule: Optional[Optional[Union[Rule, T_RuleChecker]]] = ...,
         ignorecase: bool = ...,
         *,
@@ -104,7 +104,7 @@ def on_startswith(
     ...
 
 
-def on_endswith(msg: str,
+def on_endswith(msg: Union[str, Tuple[str, ...]],
                 rule: Optional[Optional[Union[Rule, T_RuleChecker]]] = ...,
                 ignorecase: bool = ...,
                 *,
@@ -300,7 +300,7 @@ class MatcherGroup:
 
     def on_startswith(
             self,
-            msg: str,
+            msg: Union[str, Tuple[str, ...]],
             *,
             ignorecase: bool = ...,
             rule: Optional[Union[Rule, T_RuleChecker]] = ...,
@@ -315,7 +315,7 @@ class MatcherGroup:
 
     def on_endswith(
             self,
-            msg: str,
+            msg: Union[str, Tuple[str, ...]],
             *,
             ignorecase: bool = ...,
             rule: Optional[Union[Rule, T_RuleChecker]] = ...,
diff --git a/nonebot/rule.py b/nonebot/rule.py
index 20f037d7..bbc9f34f 100644
--- a/nonebot/rule.py
+++ b/nonebot/rule.py
@@ -175,7 +175,8 @@ class TrieRule:
         })
 
 
-def startswith(msg: str, ignorecase: bool = False) -> Rule:
+def startswith(msg: Union[str, Tuple[str, ...]],
+               ignorecase: bool = False) -> Rule:
     """
     :说明:
 
@@ -185,9 +186,12 @@ def startswith(msg: str, ignorecase: bool = False) -> Rule:
 
       * ``msg: str``: 消息开头字符串
     """
+    if isinstance(msg, str):
+        msg = (msg,)
 
-    pattern = re.compile(f"^{re.escape(msg)}",
-                         re.IGNORECASE if ignorecase else 0)
+    pattern = re.compile(
+        f"^(?:{'|'.join(re.escape(prefix) for prefix in msg)})",
+        re.IGNORECASE if ignorecase else 0)
 
     async def _startswith(bot: "Bot", event: "Event", state: T_State) -> bool:
         if event.get_type() != "message":
@@ -198,7 +202,8 @@ def startswith(msg: str, ignorecase: bool = False) -> Rule:
     return Rule(_startswith)
 
 
-def endswith(msg: str, ignorecase: bool = False) -> Rule:
+def endswith(msg: Union[str, Tuple[str, ...]],
+             ignorecase: bool = False) -> Rule:
     """
     :说明:
 
@@ -208,8 +213,12 @@ def endswith(msg: str, ignorecase: bool = False) -> Rule:
 
       * ``msg: str``: 消息结尾字符串
     """
-    pattern = re.compile(f"{re.escape(msg)}$",
-                         re.IGNORECASE if ignorecase else 0)
+    if isinstance(msg, str):
+        msg = (msg,)
+
+    pattern = re.compile(
+        f"(?:{'|'.join(re.escape(prefix) for prefix in msg)})$",
+        re.IGNORECASE if ignorecase else 0)
 
     async def _endswith(bot: "Bot", event: "Event", state: T_State) -> bool:
         if event.get_type() != "message":