diff --git a/misc/py-langchain-tests/Makefile b/misc/py-langchain-tests/Makefile
index b2f71b7b89cc..d4fff3ffdf25 100644
--- a/misc/py-langchain-tests/Makefile
+++ b/misc/py-langchain-tests/Makefile
@@ -1,35 +1,35 @@
 PORTNAME=	langchain-tests
-DISTVERSION=	0.3.20
+DISTVERSION=	0.3.21
 CATEGORIES=	misc python # machine-learning
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 DISTNAME=	${PORTNAME:S/-/_/}-${PORTVERSION}
 
 MAINTAINER=	yuri@FreeBSD.org
 COMMENT=	LangChain: Standard tests for LangChain implementations
 WWW=		https://github.com/langchain-ai/langchain/tree/master/libs/standard-tests
 
 LICENSE=	MIT
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pdm-backend>0:devel/py-pdm-backend@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>0:devel/py-wheel@${PY_FLAVOR}
-RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}httpx>=0.25.0:www/py-httpx@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}langchain-core>=0.3.63:misc/py-langchain-core@${PY_FLAVOR} \
+RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}httpx>=0.28.1:www/py-httpx@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}langchain-core>=0.3.75:misc/py-langchain-core@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}numpy>=1.26.2:math/py-numpy@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest>=7:devel/py-pytest@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-asyncio>=0.20:devel/py-pytest-asyncio@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-benchmark>0:devel/py-pytest-benchmark@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-codspeed>0:devel/py-pytest-codspeed@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-recording>0:devel/py-pytest-recording@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}pytest-socket>=0.6.0:devel/py-pytest-socket@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pytest-socket>=0.7.0:devel/py-pytest-socket@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}syrupy>=4:devel/py-syrupy@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}vcrpy>=7.0:devel/py-vcrpy@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	pep517 autoplist pytest
 
 NO_ARCH=	yes
 
 # tests as of 0.3.20: 127 passed, 27 skipped, 1 warning in 6.57s
 
 .include <bsd.port.mk>
diff --git a/misc/py-langchain-tests/distinfo b/misc/py-langchain-tests/distinfo
index 697c53ffc950..aaf402f950b5 100644
--- a/misc/py-langchain-tests/distinfo
+++ b/misc/py-langchain-tests/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1752828444
-SHA256 (langchain_tests-0.3.20.tar.gz) = b94c05e37d191d4768a1a5064f2ca4053bacd48ff41e10af245ffa6a065ead4d
-SIZE (langchain_tests-0.3.20.tar.gz) = 42979
+TIMESTAMP = 1758900567
+SHA256 (langchain_tests-0.3.21.tar.gz) = be7959a7961050fb3333d0946c55f08d707f7f8f9be1a5d8f55e8c43ea416295
+SIZE (langchain_tests-0.3.21.tar.gz) = 45725