diff --git a/CHANGES.rst b/CHANGES.rst
index 3e79b5cb..52c12363 100644
--- a/CHANGES.rst
+++ b/CHANGES.rst
@@ -8,6 +8,7 @@ Unreleased
 -   Fix type annotation for ``teardown_request``. :issue:`4093`
 -   Fix type annotation for ``before_request`` and ``before_app_request``
     decorators. :issue:`4104`
+-   Fix type annotation for ``__exit__`` methods. :pr:`4108`
 
 
 Version 2.0.1
diff --git a/src/flask/ctx.py b/src/flask/ctx.py
index 5c064635..3df38587 100644
--- a/src/flask/ctx.py
+++ b/src/flask/ctx.py
@@ -258,7 +258,10 @@ class AppContext:
         return self
 
     def __exit__(
-        self, exc_type: type, exc_value: BaseException, tb: TracebackType
+        self,
+        exc_type: t.Optional[t.Type[BaseException]],
+        exc_value: t.Optional[BaseException],
+        tb: t.Optional[TracebackType],
     ) -> None:
         self.pop(exc_value)
 
@@ -464,7 +467,10 @@ class RequestContext:
         return self
 
     def __exit__(
-        self, exc_type: type, exc_value: BaseException, tb: TracebackType
+        self,
+        exc_type: t.Optional[t.Type[BaseException]],
+        exc_value: t.Optional[BaseException],
+        tb: t.Optional[TracebackType],
     ) -> None:
         # do not pop the request stack if we are in debug mode and an
         # exception happened.  This will allow the debugger to still
diff --git a/src/flask/testing.py b/src/flask/testing.py
index fe3b846a..e4ab6ed0 100644
--- a/src/flask/testing.py
+++ b/src/flask/testing.py
@@ -227,7 +227,10 @@ class FlaskClient(Client):
         return self
 
     def __exit__(
-        self, exc_type: type, exc_value: BaseException, tb: TracebackType
+        self,
+        exc_type: t.Optional[t.Type[BaseException]],
+        exc_value: t.Optional[BaseException],
+        tb: t.Optional[TracebackType],
     ) -> None:
         self.preserve_context = False