diff --git a/stdlib/2and3/contextlib.pyi b/stdlib/2and3/contextlib.pyi
index 3abaf61a8..901886baf 100644
--- a/stdlib/2and3/contextlib.pyi
+++ b/stdlib/2and3/contextlib.pyi
@@ -59,8 +59,8 @@ if sys.version_info >= (3,):
         def __init__(self) -> None: ...
         def enter_context(self, cm: ContextManager[_T]) -> _T: ...
         def push(self, exit: _CM_EF) -> _CM_EF: ...
-        def callback(self, callback: Callable[..., None],
-                     *args: Any, **kwds: Any) -> Callable[..., None]: ...
+        def callback(self, callback: Callable[..., Any],
+                     *args: Any, **kwds: Any) -> Callable[..., Any]: ...
         def pop_all(self: _U) -> _U: ...
         def close(self) -> None: ...
         def __enter__(self: _U) -> _U: ...
@@ -73,7 +73,7 @@ if sys.version_info >= (3, 7):
     _ExitCoroFunc = Callable[[Optional[Type[BaseException]],
                               Optional[BaseException],
                               Optional[TracebackType]], Awaitable[bool]]
-    _CallbackCoroFunc = Callable[..., Awaitable[None]]
+    _CallbackCoroFunc = Callable[..., Awaitable[Any]]
     _ACM_EF = TypeVar('_ACM_EF', AsyncContextManager, _ExitCoroFunc)
 
     class AsyncExitStack(AsyncContextManager[AsyncExitStack]):
@@ -82,8 +82,8 @@ if sys.version_info >= (3, 7):
         def enter_async_context(self, cm: AsyncContextManager[_T]) -> Awaitable[_T]: ...
         def push(self, exit: _CM_EF) -> _CM_EF: ...
         def push_async_exit(self, exit: _ACM_EF) -> _ACM_EF: ...
-        def callback(self, callback: Callable[..., None],
-                     *args: Any, **kwds: Any) -> Callable[..., None]: ...
+        def callback(self, callback: Callable[..., Any],
+                     *args: Any, **kwds: Any) -> Callable[..., Any]: ...
         def push_async_callback(self, callback: _CallbackCoroFunc,
                                 *args: Any, **kwds: Any) -> _CallbackCoroFunc: ...
         def pop_all(self: _S) -> _S: ...