diff --git a/www/py-pyjwt/Makefile b/www/py-pyjwt/Makefile
index ae70e5fac41f..77847252ad48 100644
--- a/www/py-pyjwt/Makefile
+++ b/www/py-pyjwt/Makefile
@@ -1,32 +1,38 @@
 PORTNAME=	pyjwt
-PORTVERSION=	2.11.0
+PORTVERSION=	2.12.1
 CATEGORIES=	www python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	JSON Web Token implementation in Python
 WWW=		https://pyjwt.readthedocs.io/en/stable/ \
 		https://github.com/jpadilla/pyjwt
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=61:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 
 USES=		cpe python
 USE_PYTHON=	autoplist concurrent pep517
 
 NO_ARCH=	yes
 
 CONFLICTS_INSTALL=	${PYTHON_PKGNAMEPREFIX}-pyjwt1
 
 CPE_VENDOR=	pyjwt_project
 
 OPTIONS_DEFINE=	CRYPTO
 OPTIONS_DEFAULT=CRYPTO
 
 CRYPTO_USE=	PYTHON=cryptography
 
-.include <bsd.port.mk>
+.include <bsd.port.pre.mk>
+
+.if ${PYTHON_REL} < 31100
+RUN_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}typing-extensions>=4.0:devel/py-typing-extensions@${PY_FLAVOR}
+.endif
+
+.include <bsd.port.post.mk>
diff --git a/www/py-pyjwt/distinfo b/www/py-pyjwt/distinfo
index fb39e5cd6ffb..577ba932d07f 100644
--- a/www/py-pyjwt/distinfo
+++ b/www/py-pyjwt/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1769874454
-SHA256 (pyjwt-2.11.0.tar.gz) = 35f95c1f0fbe5d5ba6e43f00271c275f7a1a4db1dab27bf708073b75318ea623
-SIZE (pyjwt-2.11.0.tar.gz) = 98019
+TIMESTAMP = 1775587700
+SHA256 (pyjwt-2.12.1.tar.gz) = c74a7a2adf861c04d002db713dd85f84beb242228e671280bf709d765b03672b
+SIZE (pyjwt-2.12.1.tar.gz) = 102564