diff --git a/textproc/py-pdfminer.six/Makefile b/textproc/py-pdfminer.six/Makefile
index d54f82cbac52..89a52d8bed1a 100644
--- a/textproc/py-pdfminer.six/Makefile
+++ b/textproc/py-pdfminer.six/Makefile
@@ -1,36 +1,36 @@
 PORTNAME=	pdfminer.six
-DISTVERSION=	20250416
+DISTVERSION=	20250506
 CATEGORIES=	textproc python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 DISTNAME=	pdfminer_six-${DISTVERSION}
 
 MAINTAINER=	kai@FreeBSD.org
 COMMENT=	PDF parser and analyzer
 WWW=		https://github.com/pdfminer/pdfminer.six
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PY_SETUPTOOLS} \
 		${PYTHON_PKGNAMEPREFIX}setuptools-scm>=8:devel/py-setuptools-scm@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}charset-normalizer>=2.0.0:textproc/py-charset-normalizer@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist concurrent cryptography pep517
 
 CONFLICTS_INSTALL=	py??-pdfminer py??-pdfminer3k
 NO_ARCH=		yes
 
 OPTIONS_DEFINE=		IMAGE
 OPTIONS_DEFAULT=	IMAGE
 
 IMAGE_DESC=	Enable support for image extraction
 IMAGE_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pillow>0:graphics/py-pillow@${PY_FLAVOR}
 
 post-extract:
 	@cd ${WRKSRC} && ${MV} tools/dumppdf.py tools/dumppdf
 	@cd ${WRKSRC} && ${MV} tools/pdf2txt.py tools/pdf2txt
 
 .include <bsd.port.mk>
diff --git a/textproc/py-pdfminer.six/distinfo b/textproc/py-pdfminer.six/distinfo
index 45d9f0099c9d..40cbaaff1b14 100644
--- a/textproc/py-pdfminer.six/distinfo
+++ b/textproc/py-pdfminer.six/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1745145444
-SHA256 (pdfminer_six-20250416.tar.gz) = 30956a85f9d0add806a4e460ed0d67c2b6a48b53323c7ac87de23174596d3acd
-SIZE (pdfminer_six-20250416.tar.gz) = 7384630
+TIMESTAMP = 1747388843
+SHA256 (pdfminer_six-20250506.tar.gz) = b03cc8df09cf3c7aba8246deae52e0bca7ebb112a38895b5e1d4f5dd2b8ca2e7
+SIZE (pdfminer_six-20250506.tar.gz) = 7387678