diff --git a/stdlib/tkinter/__init__.pyi b/stdlib/tkinter/__init__.pyi
index ff876d0bb..38f1f8a1b 100644
--- a/stdlib/tkinter/__init__.pyi
+++ b/stdlib/tkinter/__init__.pyi
@@ -1030,7 +1030,7 @@ class Button(Widget):
         image: _ImageSpec = ...,
         justify: Literal["left", "center", "right"] = ...,
         name: str = ...,
-        overrelief: _Relief = ...,
+        overrelief: _Relief | Literal[""] = ...,
         padx: _ScreenUnits = ...,
         pady: _ScreenUnits = ...,
         relief: _Relief = ...,
@@ -1075,7 +1075,7 @@ class Button(Widget):
         highlightthickness: _ScreenUnits = ...,
         image: _ImageSpec = ...,
         justify: Literal["left", "center", "right"] = ...,
-        overrelief: _Relief = ...,
+        overrelief: _Relief | Literal[""] = ...,
         padx: _ScreenUnits = ...,
         pady: _ScreenUnits = ...,
         relief: _Relief = ...,
@@ -1777,7 +1777,7 @@ class Checkbutton(Widget):
         # done by setting variable to empty string (the default).
         offvalue: Any = ...,
         onvalue: Any = ...,
-        overrelief: _Relief = ...,
+        overrelief: _Relief | Literal[""] = ...,
         padx: _ScreenUnits = ...,
         pady: _ScreenUnits = ...,
         relief: _Relief = ...,
@@ -1825,7 +1825,7 @@ class Checkbutton(Widget):
         offrelief: _Relief = ...,
         offvalue: Any = ...,
         onvalue: Any = ...,
-        overrelief: _Relief = ...,
+        overrelief: _Relief | Literal[""] = ...,
         padx: _ScreenUnits = ...,
         pady: _ScreenUnits = ...,
         relief: _Relief = ...,
@@ -2659,7 +2659,7 @@ class Radiobutton(Widget):
         justify: Literal["left", "center", "right"] = ...,
         name: str = ...,
         offrelief: _Relief = ...,
-        overrelief: _Relief = ...,
+        overrelief: _Relief | Literal[""] = ...,
         padx: _ScreenUnits = ...,
         pady: _ScreenUnits = ...,
         relief: _Relief = ...,
@@ -2706,7 +2706,7 @@ class Radiobutton(Widget):
         indicatoron: bool = ...,
         justify: Literal["left", "center", "right"] = ...,
         offrelief: _Relief = ...,
-        overrelief: _Relief = ...,
+        overrelief: _Relief | Literal[""] = ...,
         padx: _ScreenUnits = ...,
         pady: _ScreenUnits = ...,
         relief: _Relief = ...,