diff --git a/devel/py-oslo.middleware/Makefile b/devel/py-oslo.middleware/Makefile
index 22cbc15fe183..6c526d040433 100644
--- a/devel/py-oslo.middleware/Makefile
+++ b/devel/py-oslo.middleware/Makefile
@@ -1,34 +1,35 @@
 PORTNAME=	oslo.middleware
-PORTVERSION=	6.3.0
+PORTVERSION=	8.1.0
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
+DISTNAME=	oslo_middleware-${PORTVERSION}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Oslo Middleware library
 WWW=		https://docs.openstack.org/oslo.middleware/latest/ \
 		https://github.com/openstack/oslo.middleware
 
 LICENSE=	APACHE20
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
-BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pbr>=2.0.0:devel/py-pbr@${PY_FLAVOR} \
+BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pbr>=6.1.1:devel/py-pbr@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}setuptools>=0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}bcrypt>=3.1.3:security/py-bcrypt@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}debtcollector>=1.2.0:devel/py-debtcollector@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}Jinja2>=2.10:devel/py-Jinja2@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}oslo.config>=5.2.0:devel/py-oslo.config@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}oslo.context>=2.19.2:devel/py-oslo.context@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}oslo.i18n>=3.15.3:devel/py-oslo.i18n@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}oslo.utils>=3.33.0:devel/py-oslo.utils@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}statsd>=3.2.1:devel/py-statsd@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}stevedore>=1.20.0:devel/py-stevedore@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}stevedore>=5.6.0:devel/py-stevedore@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}typing-extensions>=4.11.0:devel/py-typing-extensions@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}webob>=1.8.0:www/py-webob@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist concurrent pep517
 
 NO_ARCH=	yes
 
 .include <bsd.port.mk>
diff --git a/devel/py-oslo.middleware/distinfo b/devel/py-oslo.middleware/distinfo
index a6ad832a9ae9..ab03ed2c48b9 100644
--- a/devel/py-oslo.middleware/distinfo
+++ b/devel/py-oslo.middleware/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1732260924
-SHA256 (oslo.middleware-6.3.0.tar.gz) = 675923a83871547222cba1c2e3c2cfc33205dbbe6e255ca474486dfbb3c22377
-SIZE (oslo.middleware-6.3.0.tar.gz) = 66048
+TIMESTAMP = 1779455587
+SHA256 (oslo_middleware-8.1.0.tar.gz) = 974f5a822505fe07bfe2451f699a64cfc20ce1bab30ee1e311ad21123f144335
+SIZE (oslo_middleware-8.1.0.tar.gz) = 67502
diff --git a/devel/py-oslo.middleware/files/patch-pyproject.toml b/devel/py-oslo.middleware/files/patch-pyproject.toml
new file mode 100644
index 000000000000..27588a0ceee5
--- /dev/null
+++ b/devel/py-oslo.middleware/files/patch-pyproject.toml
@@ -0,0 +1,11 @@
+--- pyproject.toml.orig	2026-05-18 09:13:46 UTC
++++ pyproject.toml
+@@ -9,7 +9,7 @@ authors = [
+ authors = [
+     {name = "OpenStack", email = "openstack-discuss@lists.openstack.org"},
+ ]
+-license = "Apache-2.0"
++license = {text = "Apache-2.0"}
+ requires-python = ">=3.10"
+ classifiers = [
+     "Environment :: OpenStack",