diff --git a/dev-python/annotatedyaml/Manifest b/dev-python/annotatedyaml/Manifest
new file mode 100644
index 000000000..17c69420e
--- /dev/null
+++ b/dev-python/annotatedyaml/Manifest
@@ -0,0 +1,5 @@
+DIST annotatedyaml-0.4.5.tar.gz 15321 BLAKE2B 351c703572f93bdf715e1ccca11f8f1d95debf1f69b5a7ac691daa2d383b67bc7da8462b90238d92130521e034aff67729e66832d6f45521d4bef0b296f1373f SHA512 00e01991526e4b577d2fdf9b519279febf42f33f2351ba1f1d147a248eace6ea8e8a54f2e7cf143e5b927125828ae845c5ac447b18d9faed49f2806a2814878e
+DIST annotatedyaml-1.0.0.tar.gz 15346 BLAKE2B 891b88a253eced9499b153c29f42f2bdc70ada2c221b20adf891711d86f3df007d52529edb3d4441b6c999536d0ef315bba1c9d9ca8c544d6da50097454a9ecd SHA512 f0b7805e34096ce23c625fa46bc17e99ed5c6650ce2b1a6eca865b52ca40db54b0992711bae33fa839ad8ba971c1bd3125de438405b35276026308ee2eb1e58c
+EBUILD annotatedyaml-0.4.5.ebuild 657 BLAKE2B e4ded2d137f99ed7885f4d7045cbd0c9b835c895814dc2714d8576db58d4c5cef7eb9a0c4dc5dde5e222d1099d7d3638fe1ae290d98a68f6833f7196853818c3 SHA512 cab3476487a1c5661605fb5a3988bd8bf3bfb47a265d7524c508b3c20db9011a9e1abf6429a292e71170019c7502744b006044c225b598b2c7b0e29b0a160b11
+EBUILD annotatedyaml-1.0.0.ebuild 657 BLAKE2B e4ded2d137f99ed7885f4d7045cbd0c9b835c895814dc2714d8576db58d4c5cef7eb9a0c4dc5dde5e222d1099d7d3638fe1ae290d98a68f6833f7196853818c3 SHA512 cab3476487a1c5661605fb5a3988bd8bf3bfb47a265d7524c508b3c20db9011a9e1abf6429a292e71170019c7502744b006044c225b598b2c7b0e29b0a160b11
+MISC metadata.xml 543 BLAKE2B 98435064da5c070369fb6668751f7505f5f7c507dbe247e62a8c59c84b5ace998c532fb4a4f1a6d048bee18bee51ce4d67ef75b2800dad6d80c17f3f9ed7814e SHA512 2ace7eabd52c83c4625c7460f170cc3fb67ad8935e74b22d4ca14739d37b6a079ae77bdb4361329cf59829852d20c651ec3e88e9d814baad24a68f6721502b7c
diff --git a/dev-python/annotatedyaml/annotatedyaml-0.4.5.ebuild b/dev-python/annotatedyaml/annotatedyaml-0.4.5.ebuild
new file mode 100644
index 000000000..fef8e53e2
--- /dev/null
+++ b/dev-python/annotatedyaml/annotatedyaml-0.4.5.ebuild
@@ -0,0 +1,25 @@
+# Copyright 1999-2025 Gentoo Authors
+# Distributed under the terms of the GNU General Public License v2
+
+EAPI=8
+
+PYTHON_COMPAT=( pypy3_11 python3_{11..14} )
+DISTUTILS_USE_PEP517=poetry
+inherit distutils-r1 pypi
+
+DESCRIPTION="Annotated YAML that supports secrets for Python"
+HOMEPAGE="https://github.com/home-assistant-libs/annotatedyaml/ https://pypi.org/project/annotatedyaml/"
+
+LICENSE="Apache-2.0"
+SLOT="0"
+KEYWORDS="amd64 arm arm64 x86"
+IUSE="test"
+RESTRICT="!test? ( test )"
+
+DOCS="README.md"
+
+RDEPEND="dev-python/propcache[${PYTHON_USEDEP}]
+	dev-python/pyyaml[${PYTHON_USEDEP}]
+	dev-python/voluptuous[${PYTHON_USEDEP}]"
+
+distutils_enable_tests pytest
diff --git a/dev-python/annotatedyaml/annotatedyaml-1.0.0.ebuild b/dev-python/annotatedyaml/annotatedyaml-1.0.0.ebuild
new file mode 100644
index 000000000..fef8e53e2
--- /dev/null
+++ b/dev-python/annotatedyaml/annotatedyaml-1.0.0.ebuild
@@ -0,0 +1,25 @@
+# Copyright 1999-2025 Gentoo Authors
+# Distributed under the terms of the GNU General Public License v2
+
+EAPI=8
+
+PYTHON_COMPAT=( pypy3_11 python3_{11..14} )
+DISTUTILS_USE_PEP517=poetry
+inherit distutils-r1 pypi
+
+DESCRIPTION="Annotated YAML that supports secrets for Python"
+HOMEPAGE="https://github.com/home-assistant-libs/annotatedyaml/ https://pypi.org/project/annotatedyaml/"
+
+LICENSE="Apache-2.0"
+SLOT="0"
+KEYWORDS="amd64 arm arm64 x86"
+IUSE="test"
+RESTRICT="!test? ( test )"
+
+DOCS="README.md"
+
+RDEPEND="dev-python/propcache[${PYTHON_USEDEP}]
+	dev-python/pyyaml[${PYTHON_USEDEP}]
+	dev-python/voluptuous[${PYTHON_USEDEP}]"
+
+distutils_enable_tests pytest
diff --git a/dev-python/annotatedyaml/metadata.xml b/dev-python/annotatedyaml/metadata.xml
new file mode 100644
index 000000000..13a9fbc39
--- /dev/null
+++ b/dev-python/annotatedyaml/metadata.xml
@@ -0,0 +1,16 @@
+<?xml version='1.0' encoding='UTF-8'?>
+<!DOCTYPE pkgmetadata SYSTEM "http://www.gentoo.org/dtd/metadata.dtd">
+<pkgmetadata>
+  <maintainer type="project">
+    <email>b@edevau.net</email>
+    <name>Andreas Billmeier</name>
+  </maintainer>
+  <upstream>
+    <remote-id type="pypi">annotatedyaml</remote-id>
+    <remote-id type="github">home-assistant-libs/annotatedyaml</remote-id>
+    <maintainer status="unknown">
+      <email>hello@home-assistant.io</email>
+      <name>Home Assistant Devs</name>
+    </maintainer>
+  </upstream>
+</pkgmetadata>