diff --git a/stdlib/2/typing.pyi b/stdlib/2/typing.pyi
index 360f3d80a107..984a0a0f29f5 100644
--- a/stdlib/2/typing.pyi
+++ b/stdlib/2/typing.pyi
@@ -418,7 +418,10 @@ class Match(Generic[AnyStr]):
     def group(self, group1: int, group2: int, *groups: int) -> Tuple[AnyStr, ...]: ...
     @overload
     def group(self, group1: str, group2: str, *groups: str) -> Tuple[AnyStr, ...]: ...
-    def groups(self, default: AnyStr = ...) -> Tuple[AnyStr, ...]: ...
+    @overload
+    def groups(self) -> Tuple[Optional[AnyStr], ...]: ...
+    @overload
+    def groups(self, default: AnyStr) -> Tuple[AnyStr, ...]: ...
     def groupdict(self, default: AnyStr = ...) -> Dict[str, AnyStr]: ...
     def start(self, __group: Union[int, str] = ...) -> int: ...
     def end(self, __group: Union[int, str] = ...) -> int: ...
diff --git a/stdlib/3/typing.pyi b/stdlib/3/typing.pyi
index 8a302dfe7987..a3a735b12f77 100644
--- a/stdlib/3/typing.pyi
+++ b/stdlib/3/typing.pyi
@@ -555,7 +555,10 @@ class Match(Generic[AnyStr]):
     def group(self, __group: Union[str, int] = ...) -> AnyStr: ...
     @overload
     def group(self, __group1: Union[str, int], __group2: Union[str, int], *groups: Union[str, int],) -> Tuple[AnyStr, ...]: ...
-    def groups(self, default: AnyStr = ...) -> Sequence[AnyStr]: ...
+    @overload
+    def groups(self) -> Sequence[Optional[AnyStr]]: ...
+    @overload
+    def groups(self, default: AnyStr) -> Sequence[AnyStr]: ...
     def groupdict(self, default: AnyStr = ...) -> dict[str, AnyStr]: ...
     def start(self, __group: Union[int, str] = ...) -> int: ...
     def end(self, __group: Union[int, str] = ...) -> int: ...