diff --git a/stubs/Werkzeug/werkzeug/datastructures.pyi b/stubs/Werkzeug/werkzeug/datastructures.pyi
index 046e669cb..6cf2e5ad5 100644
--- a/stubs/Werkzeug/werkzeug/datastructures.pyi
+++ b/stubs/Werkzeug/werkzeug/datastructures.pyi
@@ -191,7 +191,14 @@ class Headers(object):
     def extend(self, iterable): ...
     def __delitem__(self, key: Any) -> None: ...
     def remove(self, key): ...
-    def pop(self, **kwargs): ...
+    @overload
+    def pop(self, key: Optional[int] = ...) -> str: ...  # default is ignored, using it is an error
+    @overload
+    def pop(self, key: str) -> str: ...
+    @overload
+    def pop(self, key: str, default: str) -> str: ...
+    @overload
+    def pop(self, key: str, default: None) -> Optional[str]: ...
     def popitem(self): ...
     def __contains__(self, key): ...
     has_key: Any
@@ -217,7 +224,14 @@ class ImmutableHeadersMixin:
     add_header: Any
     def extend(self, iterable): ...
     def insert(self, pos, value): ...
-    def pop(self, **kwargs): ...
+    @overload
+    def pop(self, key: Optional[int] = ...) -> str: ...  # default is ignored, using it is an error
+    @overload
+    def pop(self, key: str) -> str: ...
+    @overload
+    def pop(self, key: str, default: str) -> str: ...
+    @overload
+    def pop(self, key: str, default: None) -> Optional[str]: ...
     def popitem(self): ...
     def setdefault(self, key, default): ...