diff --git a/devel/py-types-requests/Makefile b/devel/py-types-requests/Makefile
index 704393f82383..29e895228607 100644
--- a/devel/py-types-requests/Makefile
+++ b/devel/py-types-requests/Makefile
@@ -1,24 +1,24 @@
 PORTNAME=	types-requests
-PORTVERSION=	2.33.0.20260408
+PORTVERSION=	2.33.0.20260503
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 DISTNAME=	types_requests-${PORTVERSION}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Typing stubs for requests
 WWW=		https://github.com/python/typeshed/tree/main/stubs/requests
 
 LICENSE=	APACHE20
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}urllib3>=2,1:net/py-urllib3@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist concurrent pep517
 
 NO_ARCH=	yes
 
 .include <bsd.port.mk>
diff --git a/devel/py-types-requests/distinfo b/devel/py-types-requests/distinfo
index 8d962537a4c9..ed74c03e772c 100644
--- a/devel/py-types-requests/distinfo
+++ b/devel/py-types-requests/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1777252744
-SHA256 (types_requests-2.33.0.20260408.tar.gz) = 95b9a86376807a216b2fb412b47617b202091c3ea7c078f47cc358d5528ccb7b
-SIZE (types_requests-2.33.0.20260408.tar.gz) = 23882
+TIMESTAMP = 1777906363
+SHA256 (types_requests-2.33.0.20260503.tar.gz) = 9721b2d9dbee7131f2fb39f20f0ebb1999c18cef4b512c9a7932f3722de7c5f4
+SIZE (types_requests-2.33.0.20260503.tar.gz) = 23931
diff --git a/devel/py-types-requests/files/patch-pyproject.toml b/devel/py-types-requests/files/patch-pyproject.toml
index 8fa490c39fa8..6de8aa6a0723 100644
--- a/devel/py-types-requests/files/patch-pyproject.toml
+++ b/devel/py-types-requests/files/patch-pyproject.toml
@@ -1,26 +1,26 @@
---- pyproject.toml.orig	2026-04-08 04:34:46 UTC
+--- pyproject.toml.orig	2026-05-03 05:20:06 UTC
 +++ pyproject.toml
 @@ -1,12 +1,11 @@ build-backend = "setuptools.build_meta"
  [build-system]
  build-backend = "setuptools.build_meta"
 -requires = ["setuptools>=82.0.1"]
 +requires = ["setuptools>=61"]
  
  [project]
  name = "types-requests"
- version = "2.33.0.20260408"
+ version = "2.33.0.20260503"
 -license = "Apache-2.0"
 -license-files = ["LICENSE"]
 +license = { text = "Apache-2.0" }
  description = "Typing stubs for requests"
  readme = { text = """\
  ## Typing stubs for requests
 @@ -48,8 +47,4 @@ dependencies = ['urllib3>=2']
  "Chat" = "https://gitter.im/python/typing"
  
  [tool.setuptools]
 -packages = ['requests-stubs']
  include-package-data = false
 -
 -[tool.setuptools.package-data]
 -'requests-stubs' = ['__init__.pyi', '__version__.pyi', 'adapters.pyi', 'api.pyi', 'auth.pyi', 'certs.pyi', 'compat.pyi', 'cookies.pyi', 'exceptions.pyi', 'help.pyi', 'hooks.pyi', 'models.pyi', 'packages.pyi', 'sessions.pyi', 'status_codes.pyi', 'structures.pyi', 'utils.pyi', 'METADATA.toml', 'py.typed']