diff --git a/textproc/py-pdfminer.six/Makefile b/textproc/py-pdfminer.six/Makefile
index 1bace396185c..8dd831d0c548 100644
--- a/textproc/py-pdfminer.six/Makefile
+++ b/textproc/py-pdfminer.six/Makefile
@@ -1,36 +1,36 @@
 PORTNAME=	pdfminer.six
-DISTVERSION=	20251107
+DISTVERSION=	20251230
 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 3cd14a5774e9..7aa4cb805c17 100644
--- a/textproc/py-pdfminer.six/distinfo
+++ b/textproc/py-pdfminer.six/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1763113734
-SHA256 (pdfminer_six-20251107.tar.gz) = 5fb0c553799c591777f22c0c72b77fc2522d7d10c70654e25f4c5f1fd996e008
-SIZE (pdfminer_six-20251107.tar.gz) = 7387104
+TIMESTAMP = 1767114775
+SHA256 (pdfminer_six-20251230.tar.gz) = e8f68a14c57e00c2d7276d26519ea64be1b48f91db1cdc776faa80528ca06c1e
+SIZE (pdfminer_six-20251230.tar.gz) = 8511285
diff --git a/textproc/py-pdfminer.six/files/patch-pyproject.toml b/textproc/py-pdfminer.six/files/patch-pyproject.toml
index 1e48727c6106..f2dd2f6cfb0c 100644
--- a/textproc/py-pdfminer.six/files/patch-pyproject.toml
+++ b/textproc/py-pdfminer.six/files/patch-pyproject.toml
@@ -1,27 +1,27 @@
 * Omit "license" keyword for now to be able to build with older py-setuptools.
 
 * Provide the console scripts without their ".py" extension.
 
 See also: https://github.com/pdfminer/pdfminer.six/issues/724
 
---- pyproject.toml.orig	2025-04-05 16:54:46 UTC
+--- pyproject.toml.orig	2025-12-30 15:48:54 UTC
 +++ pyproject.toml
 @@ -7,7 +7,6 @@ readme = "README.md"
  dynamic = ["version"]
  description = "PDF parser and analyzer"
  readme = "README.md"
 -license = "MIT"
- requires-python = ">=3.9"
+ requires-python = ">=3.10"
  authors = [
      { name = "Yusuke Shinyama" },
-@@ -63,8 +62,8 @@ script-files = [
+@@ -68,8 +67,8 @@ script-files = [
  [tool.setuptools]
  packages = ["pdfminer"]
  script-files = [
 -    "tools/pdf2txt.py",
 -    "tools/dumppdf.py",
 +    "tools/pdf2txt",
 +    "tools/dumppdf",
  ]
  
  [tool.setuptools_scm]