git: aafe9a2135e4 - main - security/py-pyopenssl: Move security/py-openssl to security/py-pyopenssl

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From: Po-Chuan Hsieh <sunpoet_at_FreeBSD.org>
Date: Tue, 11 Nov 2025 20:42:56 UTC
The branch main has been updated by sunpoet:

URL: https://cgit.FreeBSD.org/ports/commit/?id=aafe9a2135e4d9df2cf564477e4584a56d6b8a69

commit aafe9a2135e4d9df2cf564477e4584a56d6b8a69
Author:     Po-Chuan Hsieh <sunpoet@FreeBSD.org>
AuthorDate: 2025-11-11 20:42:27 +0000
Commit:     Po-Chuan Hsieh <sunpoet@FreeBSD.org>
CommitDate: 2025-11-11 20:42:27 +0000

    security/py-pyopenssl: Move security/py-openssl to security/py-pyopenssl
    
    - Update WWW
    - Convert to USE_PYTHON=pep517
    - Clean up Makefile
    - Bump PORTREVISION for package change
    - Bump PORTREVISION of dependent ports for dependency change
---
 MOVED                                                    |  1 +
 comms/py-spsdk/Makefile                                  |  4 ++--
 databases/py-redis/Makefile                              |  3 ++-
 databases/py-snowflake-connector-python/Makefile         |  3 ++-
 databases/py-valkey/Makefile                             |  3 ++-
 devel/oci-cli/Makefile                                   |  3 ++-
 devel/py-aioapns/Makefile                                |  5 +++--
 devel/py-aiortc/Makefile                                 |  5 +++--
 devel/py-foolscap/Makefile                               |  4 ++--
 devel/py-oci/Makefile                                    |  3 ++-
 devel/py-twisted/Makefile                                |  3 ++-
 dns/knock/Makefile                                       |  3 ++-
 dns/py-dns-crawler/Makefile                              |  3 ++-
 filesystems/py-tahoe-lafs/Makefile                       |  4 ++--
 finance/odoo/Makefile                                    |  4 ++--
 finance/odoo16/Makefile                                  |  4 ++--
 finance/odoo17/Makefile                                  |  4 ++--
 ftp/py-pyftpdlib/Makefile                                |  4 ++--
 mail/py-checkdmarc/Makefile                              |  3 ++-
 misc/veles/Makefile                                      |  4 ++--
 multimedia/syncplay/Makefile                             |  4 ++--
 multimedia/tautulli/Makefile                             |  3 ++-
 net-im/py-matrix-synapse/Makefile                        |  4 ++--
 net-im/py-unmessage/Makefile                             |  4 ++--
 net-p2p/deluge-cli/Makefile                              |  4 ++--
 net/dshell/Makefile                                      |  3 ++-
 net/py-cloudscraper/Makefile                             |  4 ++--
 net/py-errbot/Makefile                                   |  4 ++--
 net/py-impacket/Makefile                                 |  4 ++--
 net/py-ndg-httpsclient/Makefile                          |  4 ++--
 net/py-python-glanceclient/Makefile                      |  3 ++-
 net/py-ripe.atlas.tools/Makefile                         |  4 ++--
 net/py-smart-open/Makefile                               |  2 +-
 net/py-trio/Makefile                                     |  2 +-
 net/py-urllib3/Makefile                                  |  2 +-
 net/py-urllib31/Makefile                                 |  3 ++-
 security/Makefile                                        |  2 +-
 security/cowrie/Makefile                                 |  4 ++--
 security/py-acme/Makefile                                |  3 ++-
 security/py-asyncssh/Makefile                            |  3 ++-
 security/py-cert-human/Makefile                          |  4 ++--
 security/py-certbot-nginx/Makefile                       |  3 ++-
 security/py-gpsoauth/Makefile                            |  4 ++--
 security/py-pyelliptic/Makefile                          |  4 ++--
 security/{py-openssl => py-pyopenssl}/Makefile           | 12 +++++++-----
 security/{py-openssl => py-pyopenssl}/distinfo           |  0
 security/py-pyopenssl/files/patch-src-OpenSSL-version.py | 11 +++++++++++
 security/{py-openssl => py-pyopenssl}/pkg-descr          |  0
 security/py-pysaml2/Makefile                             |  3 ++-
 security/py-requests-credssp/Makefile                    |  4 ++--
 security/py-trustme/Makefile                             |  5 +++--
 security/py-webauthn/Makefile                            |  3 ++-
 security/py-yubikey-manager/Makefile                     |  3 ++-
 sysutils/py-azure-cli-core/Makefile                      |  4 ++--
 sysutils/py-azure-cli/Makefile                           |  4 ++--
 www/butterfly/Makefile                                   |  4 ++--
 www/py-aioquic/Makefile                                  |  3 ++-
 www/py-autobahn/Makefile                                 |  4 ++--
 www/py-google-api-python-client/Makefile                 |  3 ++-
 www/py-scrapy/Makefile                                   |  4 ++--
 www/py-selenium-wire/Makefile                            |  4 ++--
 www/py-treq/Makefile                                     |  4 ++--
 62 files changed, 132 insertions(+), 94 deletions(-)

diff --git a/MOVED b/MOVED
index 4e3c8b1e2781..67d3bde19732 100644
--- a/MOVED
+++ b/MOVED
@@ -4860,3 +4860,4 @@ net-im/libsignal-client|net-im/libsignal|2025-11-05|Renamed to match upstream na
 games/openlierox||2025-11-06|Remove broken port
 net/glusterfs||2025-11-06|Remove broken port
 games/pokerth||2025-11-06|Remove broken port
+security/py-openssl|security/py-pyopenssl|2025-11-11|Move security/py-openssl to security/py-pyopenssl
diff --git a/comms/py-spsdk/Makefile b/comms/py-spsdk/Makefile
index 959a7d181fb0..00fcf6dd57a1 100644
--- a/comms/py-spsdk/Makefile
+++ b/comms/py-spsdk/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	spsdk
 DISTVERSION=	2.2.1
-PORTREVISION=	1
+PORTREVISION=	2
 CATEGORIES=	comms python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -40,7 +40,7 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}asn1crypto>=1.2,<1.6:devel/py-asn1crypto@${P
 		${PYTHON_PKGNAMEPREFIX}sly>0:lang/py-sly@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}typing-extensions<=5.0:devel/py-typing-extensions@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mypy>=1.5.1:devel/py-mypy@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=16.2.0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=16.2.0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}tox>=0:devel/py-tox@${PY_FLAVOR}
 
 USES=		python
diff --git a/databases/py-redis/Makefile b/databases/py-redis/Makefile
index 7d03499442e8..7fd2a0974ef4 100644
--- a/databases/py-redis/Makefile
+++ b/databases/py-redis/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	redis
 PORTVERSION=	6.4.0
+PORTREVISION=	1
 CATEGORIES=	databases python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -30,7 +31,7 @@ OCSP_DESC=	Online Certificate Status Protocol support
 
 HIREDIS_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}hiredis>=3.2.0:databases/py-hiredis@${PY_FLAVOR}
 JWT_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pyjwt>=2.9.0:www/py-pyjwt@${PY_FLAVOR}
-OCSP_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}openssl>=20.0.1,1:security/py-openssl@${PY_FLAVOR} \
+OCSP_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pyopenssl>=20.0.1,1:security/py-pyopenssl@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}requests>=2.31.0:www/py-requests@${PY_FLAVOR}
 OCSP_USE=		PYTHON=cryptography
 
diff --git a/databases/py-snowflake-connector-python/Makefile b/databases/py-snowflake-connector-python/Makefile
index 9e5531eae8cd..6820be37fb9c 100644
--- a/databases/py-snowflake-connector-python/Makefile
+++ b/databases/py-snowflake-connector-python/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	snowflake-connector-python
 DISTVERSION=	4.0.0
+PORTREVISION=	1
 CATEGORIES=	databases python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -15,7 +16,7 @@ BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=40.6.0:devel/py-setuptools@${P
 		${PYTHON_PKGNAMEPREFIX}wheel>0:devel/py-wheel@${PY_FLAVOR}
 
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}asn1crypto>0.24.0<2.0.0:devel/py-asn1crypto@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=22.0.0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=22.0.0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyjwt<3.0:www/py-pyjwt@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytz>0:devel/py-pytz@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests<3.0:www/py-requests@${PY_FLAVOR} \
diff --git a/databases/py-valkey/Makefile b/databases/py-valkey/Makefile
index 8927916a292c..812194754c35 100644
--- a/databases/py-valkey/Makefile
+++ b/databases/py-valkey/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	valkey
 DISTVERSION=	6.1.1
+PORTREVISION=	1
 CATEGORIES=	databases python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -24,7 +25,7 @@ OCSP_DESC=	Enable support for OCSP stapling
 
 LIBVALKEY_RUN_DEPENDS=	libvalkey>=0:databases/libvalkey
 OCSP_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}cryptography>=0:security/py-cryptography@${PY_FLAVOR} \
-			${PYTHON_PKGNAMEPREFIX}openssl>=0:security/py-openssl@${PY_FLAVOR} \
+			${PYTHON_PKGNAMEPREFIX}pyopenssl>=0:security/py-pyopenssl@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}requests>=0:www/py-requests@${PY_FLAVOR}
 
 .include <bsd.port.pre.mk>
diff --git a/devel/oci-cli/Makefile b/devel/oci-cli/Makefile
index 5cd3b83b28ea..aa1379b995e0 100644
--- a/devel/oci-cli/Makefile
+++ b/devel/oci-cli/Makefile
@@ -1,6 +1,7 @@
 PORTNAME=	oci-cli
 DISTVERSIONPREFIX=	v
 DISTVERSION=	3.68.1
+PORTREVISION=	1
 CATEGORIES=	devel
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
@@ -23,7 +24,7 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}arrow>=1.0.0:devel/py-arrow@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}click>=8.0.4:devel/py-click@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}jmespath>=0.10.0:devel/py-jmespath@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}oci>=2.161.1:devel/py-oci@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=22.1.0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=22.1.0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}prompt-toolkit>=3.0.29:devel/py-prompt-toolkit@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}python-dateutil>=2.5.3:devel/py-python-dateutil@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytz>=2016.10:devel/py-pytz@${PY_FLAVOR} \
diff --git a/devel/py-aioapns/Makefile b/devel/py-aioapns/Makefile
index 561cad941441..7da540a0d53d 100644
--- a/devel/py-aioapns/Makefile
+++ b/devel/py-aioapns/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	aioapns
 DISTVERSION=	4.0
+PORTREVISION=	1
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -15,8 +16,8 @@ LICENSE_FILE=	${WRKSRC}/LICENSE
 BUILD_DEPENDS=	${PY_SETUPTOOLS} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}h2>=4.0.0:www/py-h2@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=17.5.0:security/py-openssl@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}pyjwt>=2.0.0:www/py-pyjwt@${PY_FLAVOR}
+		${PYTHON_PKGNAMEPREFIX}pyjwt>=2.0.0:www/py-pyjwt@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=17.5.0:security/py-pyopenssl@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist pep517
diff --git a/devel/py-aiortc/Makefile b/devel/py-aiortc/Makefile
index 3466f3ea69a1..44fe804021f9 100644
--- a/devel/py-aiortc/Makefile
+++ b/devel/py-aiortc/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	aiortc
 DISTVERSION=	1.14.0
+PORTREVISION=	1
 CATEGORIES=	devel multimedia python www
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -18,9 +19,9 @@ RUN_DEPENDS=	${PYNUMPY} \
 		${PYTHON_PKGNAMEPREFIX}aioice>=0.10.1:devel/py-aioice@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}av>=14.0.0:multimedia/py-av@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}google-crc32c>=1.1:devel/py-google-crc32c@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=25.0.0:security/py-openssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyee>=13.0.0:devel/py-pyee@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}pylibsrtp>=0.10.0:devel/py-pylibsrtp@${PY_FLAVOR}
+		${PYTHON_PKGNAMEPREFIX}pylibsrtp>=0.10.0:devel/py-pylibsrtp@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=25.0.0:security/py-pyopenssl@${PY_FLAVOR}
 
 USES=		localbase python
 USE_PYTHON=	autoplist concurrent cryptography pep517
diff --git a/devel/py-foolscap/Makefile b/devel/py-foolscap/Makefile
index 8e4da2b24934..3c48fcf80123 100644
--- a/devel/py-foolscap/Makefile
+++ b/devel/py-foolscap/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	foolscap
 PORTVERSION=	23.3.0
-PORTREVISION=	1
+PORTREVISION=	2
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -14,7 +14,7 @@ LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
-RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}openssl>=0,1:security/py-openssl@${PY_FLAVOR} \
+RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pyopenssl>=0,1:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}six>=0:devel/py-six@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}twisted>=16.0.0:devel/py-twisted@${PY_FLAVOR}
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}mock>=0:devel/py-mock@${PY_FLAVOR} \
diff --git a/devel/py-oci/Makefile b/devel/py-oci/Makefile
index 06905eb81c4a..9e7609dcb240 100644
--- a/devel/py-oci/Makefile
+++ b/devel/py-oci/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	oci
 DISTVERSION=	2.161.1
+PORTREVISION=	1
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -22,7 +23,7 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}certifi>0:security/py-certifi@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}circuitbreaker>=1.3.1:devel/py-circuitbreaker@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}docstring_parser>=0.16:textproc/py-docstring_parser@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mcp>=1.6.0:misc/py-mcp@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=17.5.0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=17.5.0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pydantic2>=2.10.6:devel/py-pydantic2@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}python-dateutil>=2.5.3<3.0.0:devel/py-python-dateutil@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytz>=2016.10:devel/py-pytz@${PY_FLAVOR} \
diff --git a/devel/py-twisted/Makefile b/devel/py-twisted/Makefile
index 117062f7ed50..91f1f23f94ed 100644
--- a/devel/py-twisted/Makefile
+++ b/devel/py-twisted/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	twisted
 PORTVERSION=	24.7.0
+PORTREVISION=	1
 CATEGORIES=	devel net python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -46,7 +47,7 @@ HTTP2_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}h2>=3.0<5.0:www/py-h2@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}priority1>=1.1.0<2.0:www/py-priority1@${PY_FLAVOR}
 SERIAL_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pyserial>=3.0:comms/py-pyserial@${PY_FLAVOR}
 TLS_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}idna>=2.4:dns/py-idna@${PY_FLAVOR} \
-			${PYTHON_PKGNAMEPREFIX}openssl>=21.0.0,1:security/py-openssl@${PY_FLAVOR} \
+			${PYTHON_PKGNAMEPREFIX}pyopenssl>=21.0.0,1:security/py-pyopenssl@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}service-identity>=18.1.0:security/py-service-identity@${PY_FLAVOR}
 
 # We need twisted.trial in PYTHONPATH
diff --git a/dns/knock/Makefile b/dns/knock/Makefile
index 946887e984b7..aa2b7ab54bf4 100644
--- a/dns/knock/Makefile
+++ b/dns/knock/Makefile
@@ -2,6 +2,7 @@ PORTNAME=	knock
 DISTVERSION=	8.0.0
 CATEGORIES=	dns
 PKGNAMESUFFIX=	py
+PORTREVISION=	1
 
 MAINTAINER=	yuri@FreeBSD.org
 COMMENT=	Tool designed to enumerate subdomains on a target domain
@@ -12,7 +13,7 @@ LICENSE=	GPLv2
 PY_DEPENDS=	${PYTHON_PKGNAMEPREFIX}beautifulsoup>0:www/py-beautifulsoup@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}dnspython>=2.8.0:dns/py-dnspython@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}httpx>=0.28.1:www/py-httpx@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}python-dotenv>=0.9.9:www/py-python-dotenv@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=2.32.5:www/py-requests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}tqdm>=4.67.1:misc/py-tqdm@${PY_FLAVOR}
diff --git a/dns/py-dns-crawler/Makefile b/dns/py-dns-crawler/Makefile
index 11b6d007b554..5e6a208502d9 100644
--- a/dns/py-dns-crawler/Makefile
+++ b/dns/py-dns-crawler/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	dns-crawler
 PORTVERSION=	1.6.5
+PORTREVISION=	1
 CATEGORIES=	dns python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -26,7 +27,7 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}asn1crypto>=1.5.1:devel/py-asn1crypto@${PY_F
 		${PYTHON_PKGNAMEPREFIX}idna>=2.10:dns/py-idna@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyaml>=21.10.1:textproc/py-pyaml@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyicu>=2.13.1:devel/py-pyicu@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=23.1.1,1:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=23.1.1,1:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}python-magic>=0.4.27:devel/py-python-magic@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}redis>=4.5.4:databases/py-redis@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=2.23.0:www/py-requests@${PY_FLAVOR} \
diff --git a/filesystems/py-tahoe-lafs/Makefile b/filesystems/py-tahoe-lafs/Makefile
index 2a6ebcadfb3f..cad5e4e8fa5f 100644
--- a/filesystems/py-tahoe-lafs/Makefile
+++ b/filesystems/py-tahoe-lafs/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	tahoe-lafs
 DISTVERSION=	1.20.0
-PORTREVISION=	1
+PORTREVISION=	2
 CATEGORIES=	filesystems python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -32,9 +32,9 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}attrs>=0:devel/py-attrs@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}klein>=0:www/py-klein@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}magic-wormhole>=0:net/py-magic-wormhole@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}netifaces>=0:net/py-netifaces@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=0:security/py-openssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}psutil>=0:sysutils/py-psutil@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pycddl>=0:textproc/py-pycddl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyrsistent>=0:devel/py-pyrsistent@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyutil>=0:devel/py-pyutil@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyyaml>=0:devel/py-pyyaml@${PY_FLAVOR} \
diff --git a/finance/odoo/Makefile b/finance/odoo/Makefile
index d6612be65d32..ad6667ca0171 100644
--- a/finance/odoo/Makefile
+++ b/finance/odoo/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	odoo
 PORTVERSION=	18.0.20250719
-PORTREVISION=	3
+PORTREVISION=	4
 CATEGORIES=	finance www
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
@@ -39,7 +39,6 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}Babel>=1.3:devel/py-babel@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}num2words>=0:devel/py-num2words@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}ofxparse>=0.20:finance/py-ofxparse@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}openpyxl>0:textproc/py-openpyxl@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>0:security/py-openssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}passlib>0:security/py-passlib@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pdfminer.six>0:textproc/py-pdfminer.six@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pillow>=7.0.0:graphics/py-pillow@${PY_FLAVOR} \
@@ -47,6 +46,7 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}Babel>=1.3:devel/py-babel@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}psutil>0:sysutils/py-psutil@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}psycopg2>0:databases/py-psycopg2@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pydot>=0:graphics/py-pydot@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyparsing>=0:devel/py-pyparsing@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pypdf>0:print/py-pypdf@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyserial>=0:comms/py-pyserial@${PY_FLAVOR} \
diff --git a/finance/odoo16/Makefile b/finance/odoo16/Makefile
index 0774a8aca95a..2d7614acaa55 100644
--- a/finance/odoo16/Makefile
+++ b/finance/odoo16/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	odoo
 PORTVERSION=	16.0.20250719
-PORTREVISION=	4
+PORTREVISION=	5
 CATEGORIES=	finance www
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 PKGNAMESUFFIX=	16
@@ -38,13 +38,13 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}Babel>=1.3:devel/py-babel@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mock>=0:devel/py-mock@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}num2words>=0:devel/py-num2words@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}ofxparse>=0.20:finance/py-ofxparse@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>0:security/py-openssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}passlib>0:security/py-passlib@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pillow>=7.0.0:graphics/py-pillow@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}polib>=0:devel/py-polib@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}psutil>0:sysutils/py-psutil@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}psycopg2>0:databases/py-psycopg2@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pydot>=0:graphics/py-pydot@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyparsing>=0:devel/py-pyparsing@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pypdf>0:print/py-pypdf@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyserial>=0:comms/py-pyserial@${PY_FLAVOR} \
diff --git a/finance/odoo17/Makefile b/finance/odoo17/Makefile
index e73d9741cdb2..9aaa64fa7183 100644
--- a/finance/odoo17/Makefile
+++ b/finance/odoo17/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	odoo
 PORTVERSION=	17.0.20250719
-PORTREVISION=	3
+PORTREVISION=	4
 CATEGORIES=	finance www
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 PKGNAMESUFFIX=  17
@@ -39,7 +39,6 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}Babel>=1.3:devel/py-babel@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mock>=0:devel/py-mock@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}num2words>=0:devel/py-num2words@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}ofxparse>=0.20:finance/py-ofxparse@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>0:security/py-openssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}passlib>0:security/py-passlib@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pdfminer.six>0:textproc/py-pdfminer.six@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pillow>=7.0.0:graphics/py-pillow@${PY_FLAVOR} \
@@ -47,6 +46,7 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}Babel>=1.3:devel/py-babel@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}psutil>0:sysutils/py-psutil@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}psycopg2>0:databases/py-psycopg2@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pydot>=0:graphics/py-pydot@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyparsing>=0:devel/py-pyparsing@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pypdf>0:print/py-pypdf@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyserial>=0:comms/py-pyserial@${PY_FLAVOR} \
diff --git a/ftp/py-pyftpdlib/Makefile b/ftp/py-pyftpdlib/Makefile
index 369dec4951ac..0239b4f5a45d 100644
--- a/ftp/py-pyftpdlib/Makefile
+++ b/ftp/py-pyftpdlib/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	pyftpdlib
 PORTVERSION=	1.5.10
-PORTREVISION=	1
+PORTREVISION=	2
 CATEGORIES=	ftp python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -22,7 +22,7 @@ SENDFILE_DESC=		Enable sendfile(2) support
 OPENSSL_DESC=		Enable FTP over SSL/TLS (RFC4217)
 
 SENDFILE_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pysendfile>0:net/py-pysendfile@${PY_FLAVOR}
-OPENSSL_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}openssl>0:security/py-openssl@${PY_FLAVOR}
+OPENSSL_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pyopenssl>0:security/py-pyopenssl@${PY_FLAVOR}
 
 EXAMPLESDIR=	${PREFIX}/share/examples/py-${PORTNAME}
 PORTEXAMPLES=	*
diff --git a/mail/py-checkdmarc/Makefile b/mail/py-checkdmarc/Makefile
index f1aca07df990..f5b8e259d2a1 100644
--- a/mail/py-checkdmarc/Makefile
+++ b/mail/py-checkdmarc/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	checkdmarc
 PORTVERSION=	5.12.25
+PORTREVISION=	1
 CATEGORIES=	mail python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -19,7 +20,7 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}dnspython>=2.0.0,1:dns/py-dnspython@${PY_FLA
 		${PYTHON_PKGNAMEPREFIX}pem>=23.1.0:security/py-pem@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}publicsuffixlist>=0.10.0:dns/py-publicsuffixlist@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyleri>=1.3.2:devel/py-pyleri@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=24.2.1,1:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=24.2.1,1:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=2.25.0:www/py-requests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}timeout-decorator>=0.4.1:devel/py-timeout-decorator@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}xmltodict>=0.14.2:devel/py-xmltodict@${PY_FLAVOR}
diff --git a/misc/veles/Makefile b/misc/veles/Makefile
index 91c97daca128..ba2989e40abb 100644
--- a/misc/veles/Makefile
+++ b/misc/veles/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	veles
 DISTVERSION=	2018.05.0
-PORTREVISION=	4
+PORTREVISION=	5
 CATEGORIES=	misc
 
 PATCH_SITES=	https://github.com/${GH_ACCOUNT}/${PORTNAME}/commit/
@@ -16,8 +16,8 @@ LICENSE_FILE=	${WRKSRC}/LICENSE-2.0
 BROKEN_riscv64=		fails to build: /usr/include/c++/v1/__config:1141:6: No thread API
 
 PY_DEPENDS=	${PYTHON_PKGNAMEPREFIX}msgpack>0:devel/py-msgpack@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>0:security/py-openssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pbr>0:devel/py-pbr@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}six>0:devel/py-six@${PY_FLAVOR}
 BUILD_DEPENDS=	msgpack-c>0:devel/msgpack-c \
 		msgpack-cxx>0:devel/msgpack-cxx \
diff --git a/multimedia/syncplay/Makefile b/multimedia/syncplay/Makefile
index a735699839b4..5b5b2530a064 100644
--- a/multimedia/syncplay/Makefile
+++ b/multimedia/syncplay/Makefile
@@ -1,7 +1,7 @@
 PORTNAME=	syncplay
 DISTVERSIONPREFIX=	v
 DISTVERSION=	1.6.4a
-PORTREVISION=	2
+PORTREVISION=	3
 CATEGORIES=	multimedia
 
 MAINTAINER=	heckendorfc@gmail.com
@@ -13,7 +13,7 @@ LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}twisted>=0:devel/py-twisted@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}certifi>=0:security/py-certifi@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}service-identity>=0:security/py-service-identity@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}idna>=0:dns/py-idna@${PY_FLAVOR}
 
diff --git a/multimedia/tautulli/Makefile b/multimedia/tautulli/Makefile
index 59bc0f463366..6378f0f29a71 100644
--- a/multimedia/tautulli/Makefile
+++ b/multimedia/tautulli/Makefile
@@ -1,6 +1,7 @@
 PORTNAME=	tautulli
 DISTVERSIONPREFIX=	v
 DISTVERSION=	2.16.0
+PORTREVISION=	1
 CATEGORIES=	multimedia python
 
 MAINTAINER=	christer.edwards@gmail.com
@@ -11,7 +12,7 @@ LICENSE=	GPLv3+
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	${LOCALBASE}/share/certs/ca-root-nss.crt:security/ca_root_nss \
-		${PYTHON_PKGNAMEPREFIX}openssl>0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pycryptodomex>0:security/py-pycryptodomex@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}sqlite3>0:databases/py-sqlite3@${PY_FLAVOR}
 
diff --git a/net-im/py-matrix-synapse/Makefile b/net-im/py-matrix-synapse/Makefile
index 464d8321bc4f..424d23cef995 100644
--- a/net-im/py-matrix-synapse/Makefile
+++ b/net-im/py-matrix-synapse/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	matrix-synapse
 DISTVERSION=	1.138.0
-PORTREVISION=	3
+PORTREVISION=	4
 CATEGORIES=	net-im python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -24,7 +24,7 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}jsonschema>=3.0.0:devel/py-jsonschema@${PY_F
 		${PYTHON_PKGNAMEPREFIX}service-identity>=18.1.0:security/py-service-identity@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}twisted>=18.9.0:devel/py-twisted@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}treq>=15.1:www/py-treq@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=16.0.0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=16.0.0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyyaml>=5.3:devel/py-pyyaml@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyasn1>=0.1.9:devel/py-pyasn1@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyasn1-modules>=0.0.7:devel/py-pyasn1-modules@${PY_FLAVOR} \
diff --git a/net-im/py-unmessage/Makefile b/net-im/py-unmessage/Makefile
index 3fb3ef99a7bc..fff5ae8c1849 100644
--- a/net-im/py-unmessage/Makefile
+++ b/net-im/py-unmessage/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	unmessage
 DISTVERSION=	0.2.0
-PORTREVISION=	7
+PORTREVISION=	8
 CATEGORIES=	net-im net-p2p python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -22,7 +22,7 @@ RUN_DEPENDS=	tor:security/tor \
 		${PYTHON_PKGNAMEPREFIX}txtorcon>=0.19.0:security/py-txtorcon@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}tkinter>0:x11-toolkits/py-tkinter@${PY_FLAVOR}
 # Twisted[tls]
-RUN_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}openssl>=16.0.0:security/py-openssl@${PY_FLAVOR} \
+RUN_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}pyopenssl>=16.0.0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}service-identity>0:security/py-service-identity@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}idna>=0.6:dns/py-idna@${PY_FLAVOR}
 
diff --git a/net-p2p/deluge-cli/Makefile b/net-p2p/deluge-cli/Makefile
index 595af109e0e1..4ad3ccd59d13 100644
--- a/net-p2p/deluge-cli/Makefile
+++ b/net-p2p/deluge-cli/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	deluge
 DISTVERSION=	2.1.1
-PORTREVISION=	5
+PORTREVISION=	6
 CATEGORIES=	net-p2p python
 MASTER_SITES=	PYPI
 PKGNAMESUFFIX=	-cli
@@ -17,7 +17,7 @@ BUILD_DEPENDS=	intltool-merge:textproc/intltool \
 		${PYTHON_PKGNAMEPREFIX}rjsmin>0:archivers/py-rjsmin@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}xdg>=0.18:devel/py-xdg@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}libtorrent-rasterbar>=0:net-p2p/py-libtorrent-rasterbar@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=0.8:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=0.8:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}chardet>=1.0.1:textproc/py-chardet@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mako>=0.2.5:textproc/py-mako@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}service-identity>=0:security/py-service-identity@${PY_FLAVOR} \
diff --git a/net/dshell/Makefile b/net/dshell/Makefile
index 15a6af263bad..3a5cdf95afc5 100644
--- a/net/dshell/Makefile
+++ b/net/dshell/Makefile
@@ -1,6 +1,7 @@
 PORTNAME=	dshell
 PORTVERSION=	3.2.3
 DISTVERSIONPREFIX=	v
+PORTREVISION=	1
 CATEGORIES=	net
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
@@ -17,7 +18,7 @@ BUILD_DEPENDS=	bash:shells/bash \
 		${PYTHON_PKGNAMEPREFIX}netifaces>0:net/py-netifaces@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pcapy-ng>0:net/py-pcapy-ng@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pypacker>0:net/py-pypacker@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}elasticsearch>0:textproc/py-elasticsearch@${PY_FLAVOR}
 RUN_DEPENDS:=	${BUILD_DEPENDS}
 
diff --git a/net/py-cloudscraper/Makefile b/net/py-cloudscraper/Makefile
index 4bac87a42446..189b765e7024 100644
--- a/net/py-cloudscraper/Makefile
+++ b/net/py-cloudscraper/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	cloudscraper
 DISTVERSION=	1.2.71
-PORTREVISION=	1
+PORTREVISION=	2
 CATEGORIES=	net python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -12,7 +12,7 @@ WWW=		https://pypi.org/project/cloudscraper/
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
-RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}openssl>17.0:security/py-openssl@${PY_FLAVOR} \
+RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pyopenssl>17.0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>0:www/py-requests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}Js2Py>0:devel/py-Js2Py@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests-toolbelt>0:www/py-requests-toolbelt@${PY_FLAVOR} \
diff --git a/net/py-errbot/Makefile b/net/py-errbot/Makefile
index 05726e79ad50..08e98550a284 100644
--- a/net/py-errbot/Makefile
+++ b/net/py-errbot/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	errbot
 PORTVERSION=	6.2.0
-PORTREVISION=	1
+PORTREVISION=	2
 CATEGORIES=	net python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -24,7 +24,7 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}ansi>=0.3.6:devel/py-ansi@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}Jinja2>=3.1.2:devel/py-Jinja2@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}markdown>=3.4.4:textproc/py-markdown@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pygments>=2.16.1:textproc/py-pygments@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=23.2.0,1:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=23.2.0,1:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=2.31.0:www/py-requests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}webtest>=3.0.0:www/py-webtest@${PY_FLAVOR}
 
diff --git a/net/py-impacket/Makefile b/net/py-impacket/Makefile
index 9d9a1451047d..75a3c2dd7a8e 100644
--- a/net/py-impacket/Makefile
+++ b/net/py-impacket/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	impacket
 PORTVERSION=	0.12.0
-PORTREVISION=	2
+PORTREVISION=	3
 CATEGORIES=	net python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -15,7 +15,7 @@ LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pyasn1>=0:devel/py-pyasn1@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pycryptodomex>0:security/py-pycryptodomex@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}six>0:devel/py-six@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}ldap3>0:net/py-ldap3@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pcapy>0:net/py-pcapy@${PY_FLAVOR} \
diff --git a/net/py-ndg-httpsclient/Makefile b/net/py-ndg-httpsclient/Makefile
index 7c76bca3b7e5..532586fef520 100644
--- a/net/py-ndg-httpsclient/Makefile
+++ b/net/py-ndg-httpsclient/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	ndg-httpsclient
 PORTVERSION=	0.5.1
-PORTREVISION=	2
+PORTREVISION=	3
 CATEGORIES=	net python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -16,7 +16,7 @@ LICENSE_FILE=	${WRKSRC}/ndg/httpsclient/LICENSE
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pyasn1>=0.1.4:devel/py-pyasn1@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=0.13,1:security/py-openssl@${PY_FLAVOR}
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=0.13,1:security/py-pyopenssl@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist concurrent pep517
diff --git a/net/py-python-glanceclient/Makefile b/net/py-python-glanceclient/Makefile
index 286c2f2ecef8..a4bfb0b826c4 100644
--- a/net/py-python-glanceclient/Makefile
+++ b/net/py-python-glanceclient/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	python-glanceclient
 PORTVERSION=	4.7.0
+PORTREVISION=	1
 CATEGORIES=	net python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -20,7 +21,7 @@ RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}keystoneauth1>=3.6.2:devel/py-keystoneauth1@
 		${PYTHON_PKGNAMEPREFIX}oslo.utils>=3.33.0:devel/py-oslo.utils@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pbr>=2.0.0:devel/py-pbr@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}prettytable0>=0.7.1:devel/py-prettytable0@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=17.1.0,1:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=17.1.0,1:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=2.14.2:www/py-requests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}warlock>=1.2.0:devel/py-warlock@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wrapt>=1.7.0:devel/py-wrapt@${PY_FLAVOR}
diff --git a/net/py-ripe.atlas.tools/Makefile b/net/py-ripe.atlas.tools/Makefile
index 2d57cf6a5fd3..cb930e3ee08c 100644
--- a/net/py-ripe.atlas.tools/Makefile
+++ b/net/py-ripe.atlas.tools/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	ripe.atlas.tools
 DISTVERSION=	3.1.1
-PORTREVISION=	3
+PORTREVISION=	4
 CATEGORIES=	net python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -15,7 +15,7 @@ LICENSE_FILE=	${WRKSRC}/LICENSE
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}ipy>0:net-mgmt/py-ipy@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=0.13:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=0.13:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}python-dateutil>0:devel/py-python-dateutil@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyyaml>=0:devel/py-pyyaml@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=2.7.0:www/py-requests@${PY_FLAVOR} \
diff --git a/net/py-smart-open/Makefile b/net/py-smart-open/Makefile
index bce3a36a0043..a11aadc9f51f 100644
--- a/net/py-smart-open/Makefile
+++ b/net/py-smart-open/Makefile
@@ -22,8 +22,8 @@ TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}awscli>=0:devel/py-awscli@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}boto3>=0:www/py-boto3@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}google-cloud-storage>=2.6.0:www/py-google-cloud-storage@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}numpy>=0,1:math/py-numpy@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=0,1:security/py-openssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}paramiko>=0:security/py-paramiko@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=0,1:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-benchmark>=0:devel/py-pytest-benchmark@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-rerunfailures>=0:devel/py-pytest-rerunfailures@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=0:www/py-requests@${PY_FLAVOR} \
diff --git a/net/py-trio/Makefile b/net/py-trio/Makefile
index 51bc044d5ae2..b44aa384ffce 100644
--- a/net/py-trio/Makefile
+++ b/net/py-trio/Makefile
@@ -27,7 +27,7 @@ RUN_DEPENDS=	${PY_EXCEPTIONGROUP} \
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}astor>=0:devel/py-astor@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}black>=0:devel/py-black@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}jedi>=0.18.0:devel/py-jedi@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest>=0:devel/py-pytest@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}ruff>=0:devel/py-ruff@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}trustme>=0:security/py-trustme@${PY_FLAVOR} \
diff --git a/net/py-urllib3/Makefile b/net/py-urllib3/Makefile
index e7a67742b218..db00784c8efb 100644
--- a/net/py-urllib3/Makefile
+++ b/net/py-urllib3/Makefile
@@ -20,7 +20,7 @@ BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}hatch-vcs>=0.4.0<0.6.0:devel/py-hatch-vcs@
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}brotli>=1.0.9:archivers/py-brotli@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}h2>=4<5:www/py-h2@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}httpx>=0.28.1:www/py-httpx@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=25.0.0,1:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=25.0.0,1:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pysocks>=1.5.6<2.0:net/py-pysocks@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-timeout>=2.3.1:devel/py-pytest-timeout@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}quart>=0.20.0:www/py-quart@${PY_FLAVOR} \
diff --git a/net/py-urllib31/Makefile b/net/py-urllib31/Makefile
index c452313a1952..614bd248aa46 100644
--- a/net/py-urllib31/Makefile
+++ b/net/py-urllib31/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	urllib3
 PORTVERSION=	1.26.20
+PORTREVISION=	1
 CATEGORIES=	net python
 MASTER_SITES=	PYPI \
 		https://github.com/urllib3/urllib3/releases/download/${PORTVERSION}/
@@ -44,7 +45,7 @@ BROTLI_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}brotli>=1.0.9:archivers/py-brotli@${P
 SOCKS_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pysocks>=1.5.6<2.0:net/py-pysocks@${PY_FLAVOR}
 SSL_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}certifi>=0:security/py-certifi@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}idna>=2.0.0:dns/py-idna@${PY_FLAVOR} \
-			${PYTHON_PKGNAMEPREFIX}openssl>=0.14:security/py-openssl@${PY_FLAVOR}
+			${PYTHON_PKGNAMEPREFIX}pyopenssl>=0.14:security/py-pyopenssl@${PY_FLAVOR}
 SSL_USE=		PYTHON=cryptography
 
 .include <bsd.port.mk>
diff --git a/security/Makefile b/security/Makefile
index b057302f2c66..54fcd3741f92 100644
--- a/security/Makefile
+++ b/security/Makefile
@@ -1002,7 +1002,6 @@
     SUBDIR += py-oauthlib
     SUBDIR += py-omemo-dr
     SUBDIR += py-openssh-wrapper
-    SUBDIR += py-openssl
     SUBDIR += py-oscrypto
     SUBDIR += py-ospd-openvas
     SUBDIR += py-paramiko
@@ -1035,6 +1034,7 @@
     SUBDIR += py-pylibacl
     SUBDIR += py-pymacaroons
     SUBDIR += py-pynacl
+    SUBDIR += py-pyopenssl
     SUBDIR += py-pyotp
     SUBDIR += py-pyotp2289
     SUBDIR += py-pysaml2
diff --git a/security/cowrie/Makefile b/security/cowrie/Makefile
index 9aa076cee492..2112593e9d49 100644
--- a/security/cowrie/Makefile
+++ b/security/cowrie/Makefile
@@ -1,7 +1,7 @@
 PORTNAME=	cowrie
 DISTVERSIONPREFIX=	v
 DISTVERSION=	2.5.0
-PORTREVISION=	3
+PORTREVISION=	4
 CATEGORIES=	security python
 
 MAINTAINER=	yuri@FreeBSD.org
@@ -20,7 +20,7 @@ RUN_DEPENDS=	bash:shells/bash \
 		${PYTHON_PKGNAMEPREFIX}configparser>0:devel/py-configparser@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}python-dateutil>0:devel/py-python-dateutil@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}incremental>0:devel/py-incremental@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}packaging>0:devel/py-packaging@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyasn1-modules>0:devel/py-pyasn1-modules@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyparsing>0:devel/py-pyparsing@${PY_FLAVOR} \
diff --git a/security/py-acme/Makefile b/security/py-acme/Makefile
index 11ad4b542c09..88a1516d0f23 100644
--- a/security/py-acme/Makefile
+++ b/security/py-acme/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	acme
 PORTVERSION=	${ACME_VERSION}
+PORTREVISION=	1
 PORTEPOCH=	1
 CATEGORIES=	security python
 MASTER_SITES=	PYPI \
@@ -18,7 +19,7 @@ LICENSE_FILE=	${WRKSRC}/LICENSE.txt
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}josepy>=2.0.0:security/py-josepy@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=25.0.0,1:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=25.0.0,1:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyrfc3339>=0:devel/py-pyrfc3339@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=2.20.0:www/py-requests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}setuptools>=41.6.0:devel/py-setuptools@${PY_FLAVOR}
diff --git a/security/py-asyncssh/Makefile b/security/py-asyncssh/Makefile
index 27f7b57403aa..8e120f883d47 100644
--- a/security/py-asyncssh/Makefile
+++ b/security/py-asyncssh/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	asyncssh
 PORTVERSION=	2.21.1
+PORTREVISION=	1
 CATEGORIES=	security python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -36,6 +37,6 @@ FIDO2_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}fido2>=2:security/py-fido2@${PY_FLAVOR
 GSSAPI_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}gssapi>=1.2.0:security/py-gssapi@${PY_FLAVOR}
 LIBNACL_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}libnacl>=1.4.2:security/py-libnacl@${PY_FLAVOR}
 PKCS11_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}python-pkcs11>=0.7.0:security/py-python-pkcs11@${PY_FLAVOR}
-PYOPENSSL_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}openssl>=23.0.0,1:security/py-openssl@${PY_FLAVOR}
+PYOPENSSL_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pyopenssl>=23.0.0,1:security/py-pyopenssl@${PY_FLAVOR}
 
 .include <bsd.port.mk>
diff --git a/security/py-cert-human/Makefile b/security/py-cert-human/Makefile
index 8cddabd0e6aa..3b09f8ceac4e 100644
--- a/security/py-cert-human/Makefile
+++ b/security/py-cert-human/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	cert-human
 PORTVERSION=	1.0.7
-PORTREVISION=	1
+PORTREVISION=	2
 CATEGORIES=	security python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -16,7 +16,7 @@ LICENSE_FILE=	${WRKSRC}/LICENSE
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}idna>=2.0.0:dns/py-idna@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=0.14,1:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=0.14,1:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=0:www/py-requests@${PY_FLAVOR}
 
 USES=		python
diff --git a/security/py-certbot-nginx/Makefile b/security/py-certbot-nginx/Makefile
index c6414612ae95..27da94ff12a3 100644
--- a/security/py-certbot-nginx/Makefile
+++ b/security/py-certbot-nginx/Makefile
@@ -1,5 +1,6 @@
 PORTNAME=	certbot-nginx
 PORTVERSION=	${ACME_VERSION}
+PORTREVISION=	1
 CATEGORIES=	security python
 MASTER_SITES=	PYPI \
 		https://github.com/certbot/certbot/releases/download/v${PORTVERSION}/
@@ -19,7 +20,7 @@ BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=0:devel/py-setuptools@${PY_FLA
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}acme>=${ACME_VERSION},1:security/py-acme@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}certbot>=${ACME_VERSION},1:security/py-certbot@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>=25.0.0,1:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>=25.0.0,1:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyparsing>=2.4.7:devel/py-pyparsing@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}setuptools>=41.6.0:devel/py-setuptools@${PY_FLAVOR}
 
diff --git a/security/py-gpsoauth/Makefile b/security/py-gpsoauth/Makefile
index 2c3bc7d8aede..96f53f7ae2ff 100644
--- a/security/py-gpsoauth/Makefile
+++ b/security/py-gpsoauth/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	gpsoauth
 PORTVERSION=	0.4.2
-PORTREVISION=	1
+PORTREVISION=	2
 CATEGORIES=	security python
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
@@ -14,7 +14,7 @@ LICENSE_FILE=	${WRKSRC}/LICENSE
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}requests>=2.9.1:www/py-requests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}ndg-httpsclient>0:net/py-ndg-httpsclient@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pycryptodome>=3.4:security/py-pycryptodome@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}openssl>0:security/py-openssl@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pyopenssl>0:security/py-pyopenssl@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyasn1>0:devel/py-pyasn1@${PY_FLAVOR}
 
 USE_GITHUB=	yes
diff --git a/security/py-pyelliptic/Makefile b/security/py-pyelliptic/Makefile
index 26797fbb4d4e..41c4cb14b86f 100644
--- a/security/py-pyelliptic/Makefile
+++ b/security/py-pyelliptic/Makefile
@@ -1,6 +1,6 @@
 PORTNAME=	pyelliptic
 PORTVERSION=	2.0.1
-PORTREVISION=	1
+PORTREVISION=	2
 CATEGORIES=	security python
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
@@ -11,7 +11,7 @@ WWW=		https://github.com/radfish/pyelliptic
 LICENSE=	BSD2CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
-RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}openssl>=0:security/py-openssl@${PY_FLAVOR}
+RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pyopenssl>=0:security/py-pyopenssl@${PY_FLAVOR}
 
 USES=		python
 USE_GITHUB=	yes
diff --git a/security/py-openssl/Makefile b/security/py-pyopenssl/Makefile
*** 359 LINES SKIPPED ***