diff --git a/dev-python/ensurepip-pip/Manifest b/dev-python/ensurepip-pip/Manifest
index ae87a2282350f..7c9d7e727ef6f 100644
--- a/dev-python/ensurepip-pip/Manifest
+++ b/dev-python/ensurepip-pip/Manifest
@@ -1,4 +1,2 @@
 DIST flit_core-3.12.0-py3-none-any.whl 45594 BLAKE2B 7c6cb6eb03d45bbba27f27b3728881b57fe82dd38e03f884d3b7c46116eb2b9dd76f92bdaf7f594ef8ccbe12ec8f9a56424ff9e9fc7a839c4818a113fdf0c3d3 SHA512 790c12b1f43201e365fb3f8f2f0a54e1a578876799dfdf8bfeea679a25ea096bf62946d006618c1458ae6e37ce6d00998f37e9aba426d5ab80d32ef2d75da4e0
-DIST pip-25.3.gh.tar.gz 9115712 BLAKE2B 87d848c497163a45ee3de8f6f75c80b5051b07062c5a15450ae98b59a6cebc6bf03ca8525d57929493f2cfeb28d5623401eba69f0bdfc734389efbb84eafdf53 SHA512 f50db092213ec3bb819d3da5669f73d119b5ec7f7ac5e8a587a17c27eafa32bc17a057df09389c526a3769ef3577f5553187d54ceffa89aed63f4b4498ff044e
 DIST pip-26.0.1.gh.tar.gz 9227871 BLAKE2B 96a2fab2de472b3cde570f3bcbd6bc5e5c48ef2f0808ca9b2b6c0f57a611f723cd0f5d592b6b5f553fb57a6909459f57b4130f2451cd95c3b18678e02215e0c9 SHA512 3786df7522ea65bc20fb9885ce5c2ddc60200a536a1f754a8d7dc278115c73258863e4c51ac7e9a60dda0b70263730dc194f70e1e8f8d00178a8b3c724333bf0
-DIST pip-26.0.gh.tar.gz 9226836 BLAKE2B fe24bd8fca7fa2b64ed865a880a430c420a9e73e35a9f1f2405473d4778467f48a8bc0607c1423760ff23706d3e11ddfeb20cd5a7f6522530a679994278ee1d8 SHA512 62a62b2db4e7a6c795cf01ab553b94068f0d1c62470c1f5c2b3164344a84fa68f7854eec99d93b9f56193c61276d95d8af21a3cb6b78f0db4f013d9997e78199
diff --git a/dev-python/ensurepip-pip/ensurepip-pip-25.3.ebuild b/dev-python/ensurepip-pip/ensurepip-pip-25.3.ebuild
deleted file mode 100644
index 52b52013ad926..0000000000000
--- a/dev-python/ensurepip-pip/ensurepip-pip-25.3.ebuild
+++ /dev/null
@@ -1,189 +0,0 @@
-# Copyright 1999-2025 Gentoo Authors
-# Distributed under the terms of the GNU General Public License v2
-
-EAPI=8
-
-DISTUTILS_USE_PEP517=flit
-# PYTHON_COMPAT is used only for testing
-PYTHON_COMPAT=( pypy3_11 python3_{11..14} )
-PYTHON_REQ_USE="ssl(+),threads(+)"
-
-inherit distutils-r1 pypi
-
-FLIT_CORE_PV=3.12.0
-
-MY_P=${P#ensurepip-}
-DESCRIPTION="Shared pip wheel for ensurepip Python module"
-HOMEPAGE="
-	https://pip.pypa.io/en/stable/
-	https://pypi.org/project/pip/
-	https://github.com/pypa/pip/
-"
-SRC_URI="
-	https://github.com/pypa/pip/archive/${PV}.tar.gz -> ${MY_P}.gh.tar.gz
-	test? (
-		$(pypi_wheel_url flit-core "${FLIT_CORE_PV}")
-	)
-"
-S=${WORKDIR}/${MY_P}
-
-LICENSE="MIT"
-SLOT="0"
-KEYWORDS="~alpha amd64 arm arm64 ~hppa ~loong ~m68k ~mips ppc ppc64 ~riscv ~s390 ~sparc x86 ~arm64-macos ~x64-macos ~x64-solaris"
-IUSE="test test-rust"
-RESTRICT="!test? ( test )"
-
-BDEPEND="
-	${RDEPEND}
-	test? (
-		<dev-python/ensurepip-setuptools-80
-		dev-python/ensurepip-wheel
-		dev-python/freezegun[${PYTHON_USEDEP}]
-		dev-python/pretend[${PYTHON_USEDEP}]
-		dev-python/scripttest[${PYTHON_USEDEP}]
-		dev-python/virtualenv[${PYTHON_USEDEP}]
-		dev-python/werkzeug[${PYTHON_USEDEP}]
-		dev-python/wheel[${PYTHON_USEDEP}]
-		test-rust? (
-			dev-python/cryptography[${PYTHON_USEDEP}]
-		)
-		dev-vcs/git
-	)
-"
-
-EPYTEST_PLUGINS=()
-EPYTEST_RERUNS=5
-EPYTEST_XDIST=1
-distutils_enable_tests pytest
-
-declare -A VENDOR_LICENSES=(
-	[cachecontrol]=Apache-2.0
-	[certifi]=MPL-2.0
-	[dependency_groups]=MIT
-	[distlib]=PSF-2
-	[distro]=Apache-2.0
-	[idna]=BSD
-	[msgpack]=Apache-2.0
-	[packaging]="|| ( Apache-2.0 MIT )"
-	[pkg_resources]=MIT
-	[platformdirs]=MIT
-	[pygments]=BSD-2
-	[pyproject_hooks]=MIT
-	[requests]=Apache-2.0
-	[resolvelib]=ISC
-	[rich]=MIT
-	[tomli]=MIT
-	[tomli_w]=MIT
-	[truststore]=MIT
-	[urllib3]=MIT
-)
-LICENSE+=" ${VENDOR_LICENSES[*]}"
-
-python_prepare_all() {
-	local PATCHES=(
-		# remove coverage & pytest-subket wheel expectation from test suite
-		# (from dev-python/pip)
-		"${FILESDIR}/pip-25.2-test-wheels.patch"
-	)
-
-	distutils-r1_python_prepare_all
-
-	if use test; then
-		local wheels=(
-			"${BROOT}"/usr/lib/python/ensurepip/{setuptools,wheel}-*.whl
-			"${DISTDIR}/$(pypi_wheel_name flit-core "${FLIT_CORE_PV}")"
-		)
-		mkdir tests/data/common_wheels/ || die
-		cp "${wheels[@]}" tests/data/common_wheels/ || die
-	fi
-
-	# Verify that we've covered licenses for all vendored packages
-	cd src/pip/_vendor || die
-	local packages=( */ )
-	local pkg missing=()
-	for pkg in "${packages[@]%/}"; do
-		if [[ ! -v "VENDOR_LICENSES[${pkg}]" ]]; then
-			missing+=( "${pkg}" )
-		else
-			unset "VENDOR_LICENSES[${pkg}]"
-		fi
-	done
-
-	if [[ ${missing[@]} || ${VENDOR_LICENSES[@]} ]]; then
-		[[ ${missing[@]} ]] &&
-			eerror "License missing for packages: ${missing[*]}"
-		[[ ${VENDOR_LICENSES[@]} ]] &&
-			eerror "Vendored packages removed: ${!VENDOR_LICENSES[*]}"
-		die "VENDOR_LICENSES outdated"
-	fi
-
-	local upstream_count=$(wc -l < vendor.txt || die)
-	if [[ ${#packages[@]} -ne ${upstream_count} ]]; then
-		eerror "VENDOR_LICENSES: ${#packages[@]}"
-		eerror "vendor.txt:      ${upstream_count}"
-		die "Not all vendored packages matched"
-	fi
-}
-
-python_test() {
-	local EPYTEST_DESELECT=(
-		tests/functional/test_inspect.py::test_inspect_basic
-		# Internet
-		tests/functional/test_config_settings.py::test_backend_sees_config_via_sdist
-		tests/functional/test_install.py::test_double_install_fail
-		tests/functional/test_install.py::test_install_sdist_links
-		tests/functional/test_install_config.py::test_prompt_for_keyring_if_needed
-		tests/functional/test_lock.py::test_lock_archive
-		tests/functional/test_lock.py::test_lock_vcs
-		# broken by system site-packages use
-		tests/functional/test_freeze.py::test_freeze_with_setuptools
-		tests/functional/test_pip_runner_script.py::test_runner_work_in_environments_with_no_pip
-		tests/functional/test_uninstall.py::test_basic_uninstall_distutils
-		tests/unit/test_base_command.py::test_base_command_global_tempdir_cleanup
-		tests/unit/test_base_command.py::test_base_command_local_tempdir_cleanup
-		tests/unit/test_base_command.py::test_base_command_provides_tempdir_helpers
-	)
-	local EPYTEST_IGNORE=(
-		# from upstream options
-		src/pip/_vendor
-		tests/tests_cache
-		# requires proxy.py
-		tests/functional/test_proxy.py
-	)
-
-	case ${EPYTHON} in
-		pypy3*)
-			EPYTEST_DESELECT+=(
-				# unexpected tempfiles?
-				tests/functional/test_install_config.py::test_do_not_prompt_for_authentication
-				tests/functional/test_install_config.py::test_prompt_for_authentication
-				# wrong path
-				tests/functional/test_install.py::test_install_editable_with_prefix_setup_py
-			)
-			;;
-	esac
-
-	if ! has_version "dev-python/cryptography[${PYTHON_USEDEP}]"; then
-		EPYTEST_DESELECT+=(
-			tests/functional/test_install.py::test_install_sends_client_cert
-			tests/functional/test_install_config.py::test_do_not_prompt_for_authentication
-			tests/functional/test_install_config.py::test_prompt_for_authentication
-			tests/functional/test_install_config.py::test_prompt_for_keyring_if_needed
-		)
-	fi
-
-	local -x PIP_DISABLE_PIP_VERSION_CHECK=1
-	# rerunfailures because test suite breaks if packages are installed
-	# in parallel
-	epytest -m "not network" -o addopts= -o tmp_path_retention_policy=all \
-		--use-venv
-}
-
-src_install() {
-	if [[ ${DISTUTILS_WHEEL_PATH} != *py3-none-any.whl ]]; then
-		die "Non-pure wheel produced?! ${DISTUTILS_WHEEL_PATH}"
-	fi
-	# TODO: compress it?
-	insinto /usr/lib/python/ensurepip
-	doins "${DISTUTILS_WHEEL_PATH}"
-}
diff --git a/dev-python/ensurepip-pip/ensurepip-pip-26.0.ebuild b/dev-python/ensurepip-pip/ensurepip-pip-26.0.ebuild
deleted file mode 100644
index 3dac6039603d7..0000000000000
--- a/dev-python/ensurepip-pip/ensurepip-pip-26.0.ebuild
+++ /dev/null
@@ -1,191 +0,0 @@
-# Copyright 1999-2026 Gentoo Authors
-# Distributed under the terms of the GNU General Public License v2
-
-EAPI=8
-
-DISTUTILS_USE_PEP517=flit
-# PYTHON_COMPAT is used only for testing
-PYTHON_COMPAT=( pypy3_11 python3_{11..14} )
-PYTHON_REQ_USE="ssl(+),threads(+)"
-
-inherit distutils-r1 pypi
-
-FLIT_CORE_PV=3.12.0
-
-MY_P=${P#ensurepip-}
-DESCRIPTION="Shared pip wheel for ensurepip Python module"
-HOMEPAGE="
-	https://pip.pypa.io/en/stable/
-	https://pypi.org/project/pip/
-	https://github.com/pypa/pip/
-"
-SRC_URI="
-	https://github.com/pypa/pip/archive/${PV}.tar.gz -> ${MY_P}.gh.tar.gz
-	test? (
-		$(pypi_wheel_url flit-core "${FLIT_CORE_PV}")
-	)
-"
-S=${WORKDIR}/${MY_P}
-
-LICENSE="MIT"
-SLOT="0"
-KEYWORDS="~alpha ~amd64 ~arm ~arm64 ~hppa ~loong ~m68k ~mips ~ppc ~ppc64 ~riscv ~s390 ~sparc ~x86 ~arm64-macos ~x64-macos ~x64-solaris"
-IUSE="test test-rust"
-RESTRICT="!test? ( test )"
-
-BDEPEND="
-	${RDEPEND}
-	test? (
-		<dev-python/ensurepip-setuptools-80
-		dev-python/ensurepip-wheel
-		dev-python/freezegun[${PYTHON_USEDEP}]
-		dev-python/pretend[${PYTHON_USEDEP}]
-		dev-python/scripttest[${PYTHON_USEDEP}]
-		dev-python/virtualenv[${PYTHON_USEDEP}]
-		dev-python/werkzeug[${PYTHON_USEDEP}]
-		dev-python/wheel[${PYTHON_USEDEP}]
-		test-rust? (
-			dev-python/cryptography[${PYTHON_USEDEP}]
-		)
-		dev-vcs/git
-	)
-"
-
-EPYTEST_PLUGINS=()
-EPYTEST_RERUNS=5
-EPYTEST_XDIST=1
-distutils_enable_tests pytest
-
-declare -A VENDOR_LICENSES=(
-	[cachecontrol]=Apache-2.0
-	[certifi]=MPL-2.0
-	[dependency_groups]=MIT
-	[distlib]=PSF-2
-	[distro]=Apache-2.0
-	[idna]=BSD
-	[msgpack]=Apache-2.0
-	[packaging]="|| ( Apache-2.0 MIT )"
-	[pkg_resources]=MIT
-	[platformdirs]=MIT
-	[pygments]=BSD-2
-	[pyproject_hooks]=MIT
-	[requests]=Apache-2.0
-	[resolvelib]=ISC
-	[rich]=MIT
-	[tomli]=MIT
-	[tomli_w]=MIT
-	[truststore]=MIT
-	[urllib3]=MIT
-)
-LICENSE+=" ${VENDOR_LICENSES[*]}"
-
-python_prepare_all() {
-	local PATCHES=(
-		# remove coverage & pytest-subket wheel expectation from test suite
-		# (from dev-python/pip)
-		"${FILESDIR}/pip-26.0-test-wheels.patch"
-	)
-
-	distutils-r1_python_prepare_all
-
-	if use test; then
-		local wheels=(
-			"${BROOT}"/usr/lib/python/ensurepip/{setuptools,wheel}-*.whl
-			"${DISTDIR}/$(pypi_wheel_name flit-core "${FLIT_CORE_PV}")"
-		)
-		mkdir tests/data/common_wheels/ || die
-		cp "${wheels[@]}" tests/data/common_wheels/ || die
-	fi
-
-	# Verify that we've covered licenses for all vendored packages
-	cd src/pip/_vendor || die
-	local packages=( */ )
-	local pkg missing=()
-	for pkg in "${packages[@]%/}"; do
-		if [[ ! -v "VENDOR_LICENSES[${pkg}]" ]]; then
-			missing+=( "${pkg}" )
-		else
-			unset "VENDOR_LICENSES[${pkg}]"
-		fi
-	done
-
-	if [[ ${missing[@]} || ${VENDOR_LICENSES[@]} ]]; then
-		[[ ${missing[@]} ]] &&
-			eerror "License missing for packages: ${missing[*]}"
-		[[ ${VENDOR_LICENSES[@]} ]] &&
-			eerror "Vendored packages removed: ${!VENDOR_LICENSES[*]}"
-		die "VENDOR_LICENSES outdated"
-	fi
-
-	local upstream_count=$(wc -l < vendor.txt || die)
-	if [[ ${#packages[@]} -ne ${upstream_count} ]]; then
-		eerror "VENDOR_LICENSES: ${#packages[@]}"
-		eerror "vendor.txt:      ${upstream_count}"
-		die "Not all vendored packages matched"
-	fi
-}
-
-python_test() {
-	local EPYTEST_DESELECT=(
-		tests/functional/test_inspect.py::test_inspect_basic
-		# Internet
-		tests/functional/test_config_settings.py::test_backend_sees_config_via_sdist
-		tests/functional/test_install.py::test_double_install_fail
-		tests/functional/test_install.py::test_install_sdist_links
-		tests/functional/test_install_config.py::test_prompt_for_keyring_if_needed
-		tests/functional/test_lock.py::test_lock_archive
-		tests/functional/test_lock.py::test_lock_vcs
-		# broken by system site-packages use
-		tests/functional/test_freeze.py::test_freeze_with_setuptools
-		tests/functional/test_pip_runner_script.py::test_runner_work_in_environments_with_no_pip
-		tests/functional/test_uninstall.py::test_basic_uninstall_distutils
-		tests/unit/test_base_command.py::test_base_command_global_tempdir_cleanup
-		tests/unit/test_base_command.py::test_base_command_local_tempdir_cleanup
-		tests/unit/test_base_command.py::test_base_command_provides_tempdir_helpers
-	)
-	local EPYTEST_IGNORE=(
-		# from upstream options
-		src/pip/_vendor
-		tests/tests_cache
-		# requires proxy.py
-		tests/functional/test_proxy.py
-	)
-
-	case ${EPYTHON} in
-		pypy3*)
-			EPYTEST_DESELECT+=(
-				# unexpected tempfiles?
-				tests/functional/test_install_config.py::test_do_not_prompt_for_authentication
-				tests/functional/test_install_config.py::test_prompt_for_authentication
-				# wrong path
-				tests/functional/test_install.py::test_install_editable_with_prefix_setup_py
-				# wrong exception assumptions
-				tests/unit/test_utils_datetime.py::test_parse_iso_datetime_invalid
-			)
-			;;
-	esac
-
-	if ! has_version "dev-python/cryptography[${PYTHON_USEDEP}]"; then
-		EPYTEST_DESELECT+=(
-			tests/functional/test_install.py::test_install_sends_client_cert
-			tests/functional/test_install_config.py::test_do_not_prompt_for_authentication
-			tests/functional/test_install_config.py::test_prompt_for_authentication
-			tests/functional/test_install_config.py::test_prompt_for_keyring_if_needed
-		)
-	fi
-
-	local -x PIP_DISABLE_PIP_VERSION_CHECK=1
-	# rerunfailures because test suite breaks if packages are installed
-	# in parallel
-	epytest -m "not network" -o addopts= -o tmp_path_retention_policy=all \
-		--use-venv
-}
-
-src_install() {
-	if [[ ${DISTUTILS_WHEEL_PATH} != *py3-none-any.whl ]]; then
-		die "Non-pure wheel produced?! ${DISTUTILS_WHEEL_PATH}"
-	fi
-	# TODO: compress it?
-	insinto /usr/lib/python/ensurepip
-	doins "${DISTUTILS_WHEEL_PATH}"
-}
diff --git a/dev-python/ensurepip-pip/files/pip-25.2-test-wheels.patch b/dev-python/ensurepip-pip/files/pip-25.2-test-wheels.patch
deleted file mode 100644
index c99af85681d3a..0000000000000
--- a/dev-python/ensurepip-pip/files/pip-25.2-test-wheels.patch
+++ /dev/null
@@ -1,74 +0,0 @@
-From f172db76c62cf8e00fb547828c43cd8bf78a31ef Mon Sep 17 00:00:00 2001
-From: =?UTF-8?q?Micha=C5=82=20G=C3=B3rny?= <mgorny@gentoo.org>
-Date: Thu, 31 Jul 2025 05:10:08 +0200
-Subject: [PATCH] Disable coverage & socket plugins inside test venvs
-
----
- tests/conftest.py | 33 ---------------------------------
- 1 file changed, 33 deletions(-)
-
-diff --git a/tests/conftest.py b/tests/conftest.py
-index c98b87117..f4ef35a7e 100644
---- a/tests/conftest.py
-+++ b/tests/conftest.py
-@@ -444,25 +444,6 @@ def wheel_install(tmpdir_factory: pytest.TempPathFactory, common_wheels: Path) -
-     return _common_wheel_editable_install(tmpdir_factory, common_wheels, "wheel")
- 
- 
--@pytest.fixture(scope="session")
--def coverage_install(
--    tmpdir_factory: pytest.TempPathFactory, common_wheels: Path
--) -> Path:
--    return _common_wheel_editable_install(tmpdir_factory, common_wheels, "coverage")
--
--
--@pytest.fixture(scope="session")
--def socket_install(tmpdir_factory: pytest.TempPathFactory, common_wheels: Path) -> Path:
--    lib_dir = _common_wheel_editable_install(
--        tmpdir_factory, common_wheels, "pytest_subket"
--    )
--    # pytest-subket is only included so it can intercept and block unexpected
--    # network requests. It should NOT be visible to the pip under test.
--    dist_info = next(lib_dir.glob("*.dist-info"))
--    shutil.rmtree(dist_info)
--    return lib_dir
--
--
- def install_pth_link(
-     venv: VirtualEnvironment, project_name: str, lib_dir: Path
- ) -> None:
-@@ -479,8 +460,6 @@ def virtualenv_template(
-     pip_editable_parts: tuple[Path, ...],
-     setuptools_install: Path,
-     wheel_install: Path,
--    coverage_install: Path,
--    socket_install: Path,
- ) -> VirtualEnvironment:
-     venv_type: VirtualEnvironmentType
-     if request.config.getoption("--use-venv"):
-@@ -494,11 +473,7 @@ def virtualenv_template(
- 
-     # Install setuptools, wheel, pytest-subket, and pip.
-     install_pth_link(venv, "setuptools", setuptools_install)
-     install_pth_link(venv, "wheel", wheel_install)
--    install_pth_link(venv, "pytest_subket", socket_install)
--    # Also copy pytest-subket's .pth file so it can intercept socket calls.
--    with open(venv.site / "pytest_socket.pth", "w") as f:
--        f.write(socket_install.joinpath("pytest_socket.pth").read_text())
- 
-     pth, dist_info = pip_editable_parts
- 
-@@ -511,13 +485,6 @@ def virtualenv_template(
-     # detects changed files.
-     venv.site.joinpath("easy-install.pth").touch()
- 
--    # Install coverage and pth file for executing it in any spawned processes
--    # in this virtual environment.
--    install_pth_link(venv, "coverage", coverage_install)
--    # zz prefix ensures the file is after easy-install.pth.
--    with open(venv.site / "zz-coverage-helper.pth", "a") as f:
--        f.write("import coverage; coverage.process_startup()")
--
-     # Drop (non-relocatable) launchers.
-     for exe in os.listdir(venv.bin):
-         if not exe.startswith(("python", "libpy")):  # Don't remove libpypy-c.so...