diff --git a/devel/py-responses/Makefile b/devel/py-responses/Makefile
index e8d55cfeab9c..dcf5fb429cb3 100644
--- a/devel/py-responses/Makefile
+++ b/devel/py-responses/Makefile
@@ -1,38 +1,38 @@
 PORTNAME=	responses
-PORTVERSION=	0.23.1
+PORTVERSION=	0.23.3
 CATEGORIES=	devel www python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Utility library for mocking out the requests Python library
 WWW=		https://github.com/getsentry/responses
 
 LICENSE=	APACHE20
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
-RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}requests>=2.22.0<3.0:www/py-requests@${PY_FLAVOR} \
+RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}requests>=2.30.0<3.0:www/py-requests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}yaml>=0:devel/py-yaml@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}types-PyYAML>=0:devel/py-types-PyYAML@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}urllib3>=1.25.10,1:net/py-urllib3@${PY_FLAVOR}
+		${PYTHON_PKGNAMEPREFIX}urllib3>=1.25.10,1<3.0,1:net/py-urllib3@${PY_FLAVOR}
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}coverage>=6.0.0:devel/py-coverage@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}flake8>=0:devel/py-flake8@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mypy>=0:devel/py-mypy@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-asyncio>=0:devel/py-pytest-asyncio@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-cov>=0:devel/py-pytest-cov@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-httpserver>=0:devel/py-pytest-httpserver@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}tomli-w>=0:textproc/py-tomli-w@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}types-requests>=0:devel/py-types-requests@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist concurrent distutils pytest
 
 NO_ARCH=	yes
 
 .include <bsd.port.pre.mk>
 
 .if ${PYTHON_REL} < 31100
 TEST_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}tomli>=0:textproc/py-tomli@${PY_FLAVOR}
 .endif
 
 .include <bsd.port.post.mk>
diff --git a/devel/py-responses/distinfo b/devel/py-responses/distinfo
index 72697bfe15c6..95e9787bfd78 100644
--- a/devel/py-responses/distinfo
+++ b/devel/py-responses/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1679498738
-SHA256 (responses-0.23.1.tar.gz) = c4d9aa9fc888188f0c673eff79a8dadbe2e75b7fe879dc80a221a06e0a68138f
-SIZE (responses-0.23.1.tar.gz) = 72966
+TIMESTAMP = 1691070114
+SHA256 (responses-0.23.3.tar.gz) = 205029e1cb334c21cb4ec64fc7599be48b859a0fd381a42443cdd600bfe8b16a
+SIZE (responses-0.23.3.tar.gz) = 73737