diff --git a/requirements/dev.txt b/requirements/dev.txt
index 61bb5ab0..d0c9ec2d 100644
--- a/requirements/dev.txt
+++ b/requirements/dev.txt
@@ -36,7 +36,7 @@ charset-normalizer==3.3.2
     #   requests
 colorama==0.4.6
     # via tox
-cryptography==42.0.5
+cryptography==42.0.7
     # via -r typing.txt
 distlib==0.3.8
     # via virtualenv
@@ -72,7 +72,7 @@ markupsafe==2.1.5
     # via
     #   -r docs.txt
     #   jinja2
-mypy==1.9.0
+mypy==1.10.0
     # via -r typing.txt
 mypy-extensions==1.0.0
     # via
@@ -93,13 +93,13 @@ packaging==24.0
     #   pytest
     #   sphinx
     #   tox
-pallets-sphinx-themes==2.1.2
+pallets-sphinx-themes==2.1.3
     # via -r docs.txt
 platformdirs==4.2.0
     # via
     #   tox
     #   virtualenv
-pluggy==1.4.0
+pluggy==1.5.0
     # via
     #   -r tests.txt
     #   -r typing.txt
@@ -118,9 +118,9 @@ pygments==2.17.2
     #   sphinx-tabs
 pyproject-api==1.6.1
     # via tox
-pyright==1.1.359
+pyright==1.1.361
     # via -r typing.txt
-pytest==8.1.1
+pytest==8.2.0
     # via
     #   -r tests.txt
     #   -r typing.txt
@@ -172,7 +172,7 @@ sphinxcontrib-serializinghtml==1.1.10
     # via
     #   -r docs.txt
     #   sphinx
-tox==4.14.2
+tox==4.15.0
     # via -r dev.in
 types-contextvars==2.4.7.3
     # via -r typing.txt
diff --git a/requirements/docs.txt b/requirements/docs.txt
index 84bf1d8f..fe7501f1 100644
--- a/requirements/docs.txt
+++ b/requirements/docs.txt
@@ -28,7 +28,7 @@ packaging==24.0
     # via
     #   pallets-sphinx-themes
     #   sphinx
-pallets-sphinx-themes==2.1.2
+pallets-sphinx-themes==2.1.3
     # via -r docs.in
 pygments==2.17.2
     # via
diff --git a/requirements/tests.txt b/requirements/tests.txt
index 2146b275..f4aa9035 100644
--- a/requirements/tests.txt
+++ b/requirements/tests.txt
@@ -10,9 +10,9 @@ iniconfig==2.0.0
     # via pytest
 packaging==24.0
     # via pytest
-pluggy==1.4.0
+pluggy==1.5.0
     # via pytest
-pytest==8.1.1
+pytest==8.2.0
     # via -r tests.in
 python-dotenv==1.0.1
     # via -r tests.in
diff --git a/requirements/typing.txt b/requirements/typing.txt
index 79ee47b7..02969e4d 100644
--- a/requirements/typing.txt
+++ b/requirements/typing.txt
@@ -8,11 +8,11 @@ asgiref==3.8.1
     # via -r typing.in
 cffi==1.16.0
     # via cryptography
-cryptography==42.0.5
+cryptography==42.0.7
     # via -r typing.in
 iniconfig==2.0.0
     # via pytest
-mypy==1.9.0
+mypy==1.10.0
     # via -r typing.in
 mypy-extensions==1.0.0
     # via mypy
@@ -20,13 +20,13 @@ nodeenv==1.8.0
     # via pyright
 packaging==24.0
     # via pytest
-pluggy==1.4.0
+pluggy==1.5.0
     # via pytest
 pycparser==2.22
     # via cffi
-pyright==1.1.359
+pyright==1.1.361
     # via -r typing.in
-pytest==8.1.1
+pytest==8.2.0
     # via -r typing.in
 python-dotenv==1.0.1
     # via -r typing.in
diff --git a/src/flask/helpers.py b/src/flask/helpers.py
index 359a842a..00abe046 100644
--- a/src/flask/helpers.py
+++ b/src/flask/helpers.py
@@ -91,7 +91,7 @@ def stream_with_context(
             gen = generator_or_function(*args, **kwargs)  # type: ignore[operator]
             return stream_with_context(gen)
 
-        return update_wrapper(decorator, generator_or_function)  # type: ignore[arg-type]
+        return update_wrapper(decorator, generator_or_function)  # type: ignore[arg-type, return-value]
 
     def generator() -> t.Iterator[t.AnyStr | None]:
         ctx = _cv_request.get(None)