diff --git a/devel/py-hypothesis-crosshair/Makefile b/devel/py-hypothesis-crosshair/Makefile
index e62c698772fa..9836418a563d 100644
--- a/devel/py-hypothesis-crosshair/Makefile
+++ b/devel/py-hypothesis-crosshair/Makefile
@@ -1,24 +1,24 @@
 PORTNAME=	hypothesis-crosshair
-PORTVERSION=	0.0.27
+PORTVERSION=	0.0.28
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 DISTNAME=	hypothesis_crosshair-${PORTVERSION}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Level-up your Hypothesis tests with CrossHair
 WWW=		https://github.com/pschanely/hypothesis-crosshair
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=61.0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
-RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}crosshair-tool>=0.0.97:devel/py-crosshair-tool@${PY_FLAVOR}
+RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}crosshair-tool>=0.0.104:devel/py-crosshair-tool@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist concurrent pep517
 
 NO_ARCH=	yes
 
 .include <bsd.port.mk>
diff --git a/devel/py-hypothesis-crosshair/distinfo b/devel/py-hypothesis-crosshair/distinfo
index 4e6d9d8aa3b5..12f325a9ab81 100644
--- a/devel/py-hypothesis-crosshair/distinfo
+++ b/devel/py-hypothesis-crosshair/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1765895722
-SHA256 (hypothesis_crosshair-0.0.27.tar.gz) = d94669825c8c6e925adee8a1fbee25270afc4ae2b7834729aedb3f4b723ac82b
-SIZE (hypothesis_crosshair-0.0.27.tar.gz) = 11967
+TIMESTAMP = 1777572524
+SHA256 (hypothesis_crosshair-0.0.28.tar.gz) = 5b881d6178162dfa393852bc92e59186894c48f3879c64382f4681494af9757e
+SIZE (hypothesis_crosshair-0.0.28.tar.gz) = 13795
diff --git a/devel/py-hypothesis-crosshair/files/patch-pyproject.toml b/devel/py-hypothesis-crosshair/files/patch-pyproject.toml
index 23dd83d0df28..27e4daeb5184 100644
--- a/devel/py-hypothesis-crosshair/files/patch-pyproject.toml
+++ b/devel/py-hypothesis-crosshair/files/patch-pyproject.toml
@@ -1,10 +1,10 @@
---- pyproject.toml.orig	2025-11-17 14:11:29 UTC
+--- pyproject.toml.orig	2026-04-29 00:13:44 UTC
 +++ pyproject.toml
 @@ -13,7 +13,6 @@ dependencies = [
  license = { file = "LICENSE" }
  requires-python = ">=3.9"
  dependencies = [
 -    "hypothesis>=6.137.0",
-     "crosshair-tool>=0.0.97"
+     "crosshair-tool>=0.0.104",
  ]
  classifiers = [