diff --git a/dev-python/pytest/pytest-3.10.1.ebuild b/dev-python/pytest/pytest-3.10.1.ebuild
index 551cebba719db..743c17f71e9f6 100644
--- a/dev-python/pytest/pytest-3.10.1.ebuild
+++ b/dev-python/pytest/pytest-3.10.1.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2019 Gentoo Authors
+# Copyright 1999-2020 Gentoo Authors
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=7
@@ -27,8 +27,8 @@ RDEPEND="
 	>=dev-python/attrs-17.4.0[${PYTHON_USEDEP}]
 	$(python_gen_cond_dep '>=dev-python/more-itertools-4.0.0[${PYTHON_USEDEP}]' python2_7 )
 	$(python_gen_cond_dep '<dev-python/more-itertools-6.0.0[${PYTHON_USEDEP}]' python2_7 )
-	$(python_gen_cond_dep '>=dev-python/more-itertools-4.0.0[${PYTHON_USEDEP}]' python3_{5,6,7} pypy{,3} )
-	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' python2_7 python3_5 )
+	$(python_gen_cond_dep '>=dev-python/more-itertools-4.0.0[${PYTHON_USEDEP}]' python3_{6,7} pypy{,3} )
+	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' python2_7)
 	>=dev-python/pluggy-0.7[${PYTHON_USEDEP}]
 	>=dev-python/py-${PY_VER}[${PYTHON_USEDEP}]
 	>=dev-python/setuptools-40[${PYTHON_USEDEP}]
diff --git a/dev-python/pytest/pytest-4.5.0.ebuild b/dev-python/pytest/pytest-4.5.0.ebuild
index e5795dd521d42..7e4a0403ce2de 100644
--- a/dev-python/pytest/pytest-4.5.0.ebuild
+++ b/dev-python/pytest/pytest-4.5.0.ebuild
@@ -26,7 +26,7 @@ RDEPEND="
 	>=dev-python/atomicwrites-1.0[${PYTHON_USEDEP}]
 	>=dev-python/attrs-17.4.0[${PYTHON_USEDEP}]
 	>=dev-python/more-itertools-4.0.0[${PYTHON_USEDEP}]
-	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' python2_7 python3_5 )
+	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' python2_7)
 	>=dev-python/pluggy-0.11[${PYTHON_USEDEP}]
 	<dev-python/pluggy-1
 	>=dev-python/py-${PY_VER}[${PYTHON_USEDEP}]
diff --git a/dev-python/pytest/pytest-4.6.6.ebuild b/dev-python/pytest/pytest-4.6.6.ebuild
index 4f85c1855b6cd..00edbafb32770 100644
--- a/dev-python/pytest/pytest-4.6.6.ebuild
+++ b/dev-python/pytest/pytest-4.6.6.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2019 Gentoo Authors
+# Copyright 1999-2020 Gentoo Authors
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=7
@@ -28,7 +28,7 @@ RDEPEND="
 	>=dev-python/more-itertools-4.0.0[${PYTHON_USEDEP}]
 	$(python_gen_cond_dep 'dev-python/importlib_metadata[${PYTHON_USEDEP}]' \
 		-2 python3_{5,6,7} pypy3)
-	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' -2 python3_5)
+	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' -2)
 	>=dev-python/pluggy-0.12[${PYTHON_USEDEP}]
 	<dev-python/pluggy-1
 	>=dev-python/py-${PY_VER}[${PYTHON_USEDEP}]
diff --git a/dev-python/pytest/pytest-4.6.7.ebuild b/dev-python/pytest/pytest-4.6.7.ebuild
index 4f85c1855b6cd..0efddd35ef8ca 100644
--- a/dev-python/pytest/pytest-4.6.7.ebuild
+++ b/dev-python/pytest/pytest-4.6.7.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2019 Gentoo Authors
+# Copyright 1999-2020 Gentoo Authors
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=7
@@ -27,8 +27,8 @@ RDEPEND="
 	>=dev-python/attrs-17.4.0[${PYTHON_USEDEP}]
 	>=dev-python/more-itertools-4.0.0[${PYTHON_USEDEP}]
 	$(python_gen_cond_dep 'dev-python/importlib_metadata[${PYTHON_USEDEP}]' \
-		-2 python3_{5,6,7} pypy3)
-	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' -2 python3_5)
+		-2 python3_{6,7} pypy3)
+	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' -2)
 	>=dev-python/pluggy-0.12[${PYTHON_USEDEP}]
 	<dev-python/pluggy-1
 	>=dev-python/py-${PY_VER}[${PYTHON_USEDEP}]
diff --git a/dev-python/pytest/pytest-4.6.8.ebuild b/dev-python/pytest/pytest-4.6.8.ebuild
index 4f85c1855b6cd..00edbafb32770 100644
--- a/dev-python/pytest/pytest-4.6.8.ebuild
+++ b/dev-python/pytest/pytest-4.6.8.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2019 Gentoo Authors
+# Copyright 1999-2020 Gentoo Authors
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=7
@@ -28,7 +28,7 @@ RDEPEND="
 	>=dev-python/more-itertools-4.0.0[${PYTHON_USEDEP}]
 	$(python_gen_cond_dep 'dev-python/importlib_metadata[${PYTHON_USEDEP}]' \
 		-2 python3_{5,6,7} pypy3)
-	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' -2 python3_5)
+	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' -2)
 	>=dev-python/pluggy-0.12[${PYTHON_USEDEP}]
 	<dev-python/pluggy-1
 	>=dev-python/py-${PY_VER}[${PYTHON_USEDEP}]
diff --git a/dev-python/pytest/pytest-5.3.0.ebuild b/dev-python/pytest/pytest-5.3.0.ebuild
index 9795396ca686b..87b412ee4468a 100644
--- a/dev-python/pytest/pytest-5.3.0.ebuild
+++ b/dev-python/pytest/pytest-5.3.0.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2019 Gentoo Authors
+# Copyright 1999-2020 Gentoo Authors
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=7
@@ -27,7 +27,6 @@ RDEPEND="
 	dev-python/importlib_metadata[${PYTHON_USEDEP}]
 	>=dev-python/more-itertools-4.0.0[${PYTHON_USEDEP}]
 	dev-python/packaging[${PYTHON_USEDEP}]
-	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' python3_5 )
 	>=dev-python/pluggy-0.12[${PYTHON_USEDEP}]
 	<dev-python/pluggy-1
 	>=dev-python/py-${PY_VER}[${PYTHON_USEDEP}]
diff --git a/dev-python/pytest/pytest-5.3.1.ebuild b/dev-python/pytest/pytest-5.3.1.ebuild
index 9795396ca686b..87b412ee4468a 100644
--- a/dev-python/pytest/pytest-5.3.1.ebuild
+++ b/dev-python/pytest/pytest-5.3.1.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2019 Gentoo Authors
+# Copyright 1999-2020 Gentoo Authors
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=7
@@ -27,7 +27,6 @@ RDEPEND="
 	dev-python/importlib_metadata[${PYTHON_USEDEP}]
 	>=dev-python/more-itertools-4.0.0[${PYTHON_USEDEP}]
 	dev-python/packaging[${PYTHON_USEDEP}]
-	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' python3_5 )
 	>=dev-python/pluggy-0.12[${PYTHON_USEDEP}]
 	<dev-python/pluggy-1
 	>=dev-python/py-${PY_VER}[${PYTHON_USEDEP}]
diff --git a/dev-python/pytest/pytest-5.3.2.ebuild b/dev-python/pytest/pytest-5.3.2.ebuild
index 76a95d4f3d737..835e9d7c96e1b 100644
--- a/dev-python/pytest/pytest-5.3.2.ebuild
+++ b/dev-python/pytest/pytest-5.3.2.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2019 Gentoo Authors
+# Copyright 1999-2020 Gentoo Authors
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=7
@@ -27,7 +27,6 @@ RDEPEND="
 	dev-python/importlib_metadata[${PYTHON_USEDEP}]
 	>=dev-python/more-itertools-4.0.0[${PYTHON_USEDEP}]
 	dev-python/packaging[${PYTHON_USEDEP}]
-	$(python_gen_cond_dep 'dev-python/pathlib2[${PYTHON_USEDEP}]' python3_5 )
 	>=dev-python/pluggy-0.12[${PYTHON_USEDEP}]
 	<dev-python/pluggy-1
 	>=dev-python/py-${PY_VER}[${PYTHON_USEDEP}]