diff -r 55332b321d5f www/py-requests/Makefile
--- www/py-requests/Makefile	Sun Dec 27 04:36:16 2020 +0000
+++ www/py-requests/Makefile	Sun Dec 27 01:39:47 2020 -0500
@@ -2,8 +2,7 @@
 # $FreeBSD$
 
 PORTNAME=	requests
-PORTVERSION=	2.22.0
-PORTREVISION=	2
+PORTVERSION=	2.25.1
 CATEGORIES=	www python
 MASTER_SITES=	CHEESESHOP
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -18,9 +17,13 @@
 		${PYTHON_PKGNAMEPREFIX}chardet>=3.0.2:textproc/py-chardet@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}idna>=2.5:dns/py-idna@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}urllib3>=1.21.1:net/py-urllib3@${PY_FLAVOR}
-TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pytest-mock>0:devel/py-pytest-mock@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}pytest-xdist>0:devel/py-pytest-xdist@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}pytest>=2.8.0:devel/py-pytest@${PY_FLAVOR}
+TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pytest>=2.8.0:devel/py-pytest@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pytest-cov>0:devel/py-pytest-cov@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pytest-httpbin>0:devel/py-pytest-httpbin@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pytest-mock>0:devel/py-pytest-mock@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}httpbin>0:www/py-httpbin@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}wheel>0:devel/py-wheel@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}blinker>0:devel/py-blinker@${PY_FLAVOR}
 
 # Actually 2.7,3.5+
 USES=		python
@@ -29,6 +32,6 @@
 NO_ARCH=	yes
 
 do-test:
-	@cd ${WRKSRC} && ${PYTHON_CMD} ${PYDISTUTILS_SETUP} test
+	@cd ${WRKSRC} && pytest tests
 
 .include <bsd.port.mk>
diff -r 55332b321d5f www/py-requests/distinfo
--- www/py-requests/distinfo	Sun Dec 27 04:36:16 2020 +0000
+++ www/py-requests/distinfo	Sun Dec 27 01:39:47 2020 -0500
@@ -1,3 +1,3 @@
-TIMESTAMP = 1572339862
-SHA256 (requests-2.22.0.tar.gz) = 11e007a8a2aa0323f5a921e9e6a2d7e4e67d9877e85773fba9ba6419025cbeb4
-SIZE (requests-2.22.0.tar.gz) = 113406
+TIMESTAMP = 1609030585
+SHA256 (requests-2.25.1.tar.gz) = 27973dd4a904a4f13b263a19c866c13b92a39ed1c964655f025f3f8d3d75b804
+SIZE (requests-2.25.1.tar.gz) = 102161
diff -r 55332b321d5f www/py-requests/files/patch-setup.py
--- www/py-requests/files/patch-setup.py	Sun Dec 27 04:36:16 2020 +0000
+++ /dev/null	Thu Jan 01 00:00:00 1970 +0000
@@ -1,29 +0,0 @@
-# pytest-cov and its dependencies are not compulsory
-#
-# Subject: [PATCH] Limit dependencies to major instead of minor (#5342
-# From c46f55bd48dabc02f033d252f8c64e2011f37361 Mon Sep 17 00:00:00 2001
-# From: Chris Withers <chris@withers.org>
-# Date: Tue, 18 Feb 2020 14:58:27 +0000
-
---- setup.py.orig	2019-05-16 14:22:45 UTC
-+++ setup.py
-@@ -42,8 +42,8 @@ if sys.argv[-1] == 'publish':
- packages = ['requests']
- 
- requires = [
--    'chardet>=3.0.2,<3.1.0',
--    'idna>=2.5,<2.9',
-+    'chardet>=3.0.2,<4',
-+    'idna>=2.5,<3',
-     'urllib3>=1.21.1,<1.26,!=1.25.0,!=1.25.1',
-     'certifi>=2017.4.17'
- 
-@@ -101,7 +101,7 @@ setup(
-     cmdclass={'test': PyTest},
-     tests_require=test_requirements,
-     extras_require={
--        'security': ['pyOpenSSL >= 0.14', 'cryptography>=1.3.4', 'idna>=2.0.0'],
-+        'security': ['pyOpenSSL >= 0.14', 'cryptography>=1.3.4'],
-         'socks': ['PySocks>=1.5.6, !=1.5.7'],
-         'socks:sys_platform == "win32" and python_version == "2.7"': ['win_inet_pton'],
-     },
diff -r 55332b321d5f www/py-requests/files/patch-tests_test__requests.py
--- /dev/null	Thu Jan 01 00:00:00 1970 +0000
+++ www/py-requests/files/patch-tests_test__requests.py	Sun Dec 27 01:39:47 2020 -0500
@@ -0,0 +1,11 @@
+--- tests/test_requests.py.orig	2020-12-16 17:43:25 UTC
++++ tests/test_requests.py
+@@ -838,7 +838,7 @@ class TestRequests:
+     def test_https_warnings(self, httpbin_secure, httpbin_ca_bundle):
+         """warnings are emitted with requests.get"""
+         if HAS_MODERN_SSL or HAS_PYOPENSSL:
+-            warnings_expected = ('SubjectAltNameWarning', )
++            warnings_expected = ()
+         else:
+             warnings_expected = ('SNIMissingWarning',
+                                  'InsecurePlatformWarning',
diff -r 55332b321d5f www/py-requests/files/patch-tests_test__utils.py
--- www/py-requests/files/patch-tests_test__utils.py	Sun Dec 27 04:36:16 2020 +0000
+++ /dev/null	Thu Jan 01 00:00:00 1970 +0000
@@ -1,17 +0,0 @@
-Make tests work with devel/py-pytest >= 4
-
-Obtained from:
-https://github.com/psf/requests/commit/0fe6653eabc3e0a4b8c48e374fb7ee83a3bf829b
-
---- tests/test_utils.py.orig	2019-05-16 14:18:16 UTC
-+++ tests/test_utils.py
-@@ -33,7 +33,8 @@ class TestSuperLen:
-         'stream, value', (
-             (StringIO.StringIO, 'Test'),
-             (BytesIO, b'Test'),
--            pytest.mark.skipif('cStringIO is None')((cStringIO, 'Test')),
-+            pytest.param(cStringIO, 'Test',
-+                        marks=pytest.mark.skipif('cStringIO is None')),
-         ))
-     def test_io_streams(self, stream, value):
-         """Ensures that we properly deal with different kinds of IO streams."""