diff --git a/dev-python/cassowary/Manifest b/dev-python/cassowary/Manifest
deleted file mode 100644
index f8f2369504..0000000000
--- a/dev-python/cassowary/Manifest
+++ /dev/null
@@ -1 +0,0 @@
-DIST cassowary-0.6.tar.gz 1045957 BLAKE2B 0144868db866dc744377812760285a5a64657478d3212ef5c969a2b48ac187a3efdbb4688b637a8fdd7fd648b75fcda28c99f90dba1945ee735173889b27744c SHA512 2e8b2841b203d2a13a399988d3e0d35d7cd70e765370dd31bfc998989bef0bbad99a94d794e8f96b25990f355850d2db4ce3543fa4aedce61d4d36a4d6e8ec3c
diff --git a/dev-python/cassowary/cassowary-0.6.ebuild b/dev-python/cassowary/cassowary-0.6.ebuild
deleted file mode 100644
index 583df7f076..0000000000
--- a/dev-python/cassowary/cassowary-0.6.ebuild
+++ /dev/null
@@ -1,53 +0,0 @@
-# Copyright 1999-2024 Gentoo Authors
-# Distributed under the terms of the GNU General Public License v2
-
-EAPI=8
-
-DISTUTILS_USE_PEP517=no
-PYTHON_COMPAT=(python3_12)
-
-inherit linux-mod-r1 distutils-r1 desktop
-
-DESCRIPTION="Run Windows Applications on Linux as if they are native (Using a VM and FreeRDP)"
-HOMEPAGE="https://github.com/casualsnek/cassowary"
-SRC_URI="https://github.com/casualsnek/${PN}/archive/refs/tags/${PV}.tar.gz -> ${P}.tar.gz"
-
-LICENSE="GPL-2"
-SLOT="0"
-KEYWORDS="~amd64"
-
-IUSE="X wayland"
-
-BDEPEND="dev-python/setuptools
-	dev-python/build
-	dev-python/installer
-"
-
-RDEPEND="net-misc/freerdp
-	dev-python/libvirt-python
-	dev-python/pyqt5
-"
-
-DEPEND="${RDEPEND}"
-
-MODULES_KERNEL_MIN=5.10
-
-python_compile() {
-	cd "${S}/app-linux" || die
-	echo "See documenation of cassowary" >README.md || die      # Dummy Readme file (solve qa error)
-	sed -i "s/version = 0.5/version = ${PV}/g" setup.cfg || die #version typo upstream
-	${EPYTHON} -m build --wheel --no-isolation
-}
-
-python_install() {
-	cd "${S}/app-linux" || die
-	${EPYTHON} -m installer --destdir="${D}" dist/cassowary-${PV}-py3-none-any.whl
-	domenu "${FILESDIR}/cassowary.desktop"
-	doicon "${S}/app-linux/src/cassowary/gui/extrares/cassowary.png"
-}
-
-pkg_postinst() {
-	ewarn "This application requires Pre-Configuration"
-	ewarn "Pls Follow the docs of the project:"
-	ewarn "https://github.com/casualsnek/cassowary/docs"
-}
diff --git a/dev-python/cassowary/files/cassowary.desktop b/dev-python/cassowary/files/cassowary.desktop
deleted file mode 100644
index d7ef7ecf39..0000000000
--- a/dev-python/cassowary/files/cassowary.desktop
+++ /dev/null
@@ -1,9 +0,0 @@
-[Desktop Entry]
-Version=1.0
-Type=Application
-Name=Cassowary
-Icon=cassowary
-Exec=/usr/bin/cassowary -a
-Comment=Cassowary Configuration (Gui App)
-Categories=System
-Terminal=false
\ No newline at end of file
diff --git a/dev-python/cassowary/metadata.xml b/dev-python/cassowary/metadata.xml
deleted file mode 100644
index a70a87e8ca..0000000000
--- a/dev-python/cassowary/metadata.xml
+++ /dev/null
@@ -1,11 +0,0 @@
-<?xml version="1.0" encoding="UTF-8"?>
-<!DOCTYPE pkgmetadata SYSTEM "https://www.gentoo.org/dtd/metadata.dtd">
-<pkgmetadata>
-	<maintainer type="project">
-		<email>gonegrier.duarte@gmail.com</email>
-		<name>Gonçalo Negrier Duarte</name>
-	</maintainer>
-	<upstream>
-		<remote-id type="github">casualsnek/cassowary</remote-id>
-	</upstream>
-</pkgmetadata>
\ No newline at end of file
diff --git a/profiles/package.mask b/profiles/package.mask
index 4222c1203b..63dfd52b9b 100644
--- a/profiles/package.mask
+++ b/profiles/package.mask
@@ -139,11 +139,8 @@ dev-util/kubetail-bin
 dev-util/minify-bin
 
 # Joe Kappus <joe@wt.gd) (2026-04-23)
-# Packages requiring ::gentoo masked for removal dev-python/pyqt5
-# dev-python/cassowary completely dead upstream and insecure.
-# Removal 2026-05-21
-dev-python/cassowary
-# progress getting made, unmask when done.
+# Depends on masked dev-python/pyqt5.
+# Progress getting made, unmask when done.
 # https://github.com/autokey/autokey/pull/1104
 x11-apps/autokey