diff --git a/stdlib/2and3/socket.pyi b/stdlib/2and3/socket.pyi
index ec8534166..49b99906c 100644
--- a/stdlib/2and3/socket.pyi
+++ b/stdlib/2and3/socket.pyi
@@ -628,8 +628,10 @@ class socket:
         def getblocking(self) -> bool: ...
     def gettimeout(self) -> Optional[float]: ...
 
-    if sys.platform == 'win32':
-        def ioctl(self, control: object, option: Tuple[int, int, int]) -> None: ...
+    if sys.platform == 'win32' and sys.version_info >= (3, 6):
+        def ioctl(self, control: int, option: Union[int, Tuple[int, int, int], bool]) -> None: ...
+    elif sys.platform == 'win32':
+        def ioctl(self, control: int, option: Union[int, Tuple[int, int, int]]) -> None: ...
 
     if sys.version_info >= (3, 5):
         def listen(self, __backlog: int = ...) -> None: ...