diff --git a/dev-python/pillow/pillow-5.2.0.ebuild b/dev-python/pillow/pillow-5.2.0.ebuild
index 5099bb0a2777a..8a22a6354a303 100644
--- a/dev-python/pillow/pillow-5.2.0.ebuild
+++ b/dev-python/pillow/pillow-5.2.0.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2018 Gentoo Authors
+# Copyright 1999-2019 Gentoo Authors
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=7
@@ -39,7 +39,7 @@ DEPEND="${RDEPEND}
 		dev-python/sphinx_rtd_theme[${PYTHON_USEDEP}]
 	)
 	test? (
-		dev-python/pytest[${PYTHON_USEDEP}]
+		<dev-python/pytest-3.10[${PYTHON_USEDEP}]
 		media-gfx/imagemagick[png]
 	)
 "
diff --git a/dev-python/pillow/pillow-5.3.0.ebuild b/dev-python/pillow/pillow-5.3.0.ebuild
index d05df3d9e9000..a878b774c31f6 100644
--- a/dev-python/pillow/pillow-5.3.0.ebuild
+++ b/dev-python/pillow/pillow-5.3.0.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2018 Gentoo Authors
+# Copyright 1999-2019 Gentoo Authors
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=7
@@ -75,7 +75,7 @@ python_compile_all() {
 python_test() {
 	"${PYTHON}" selftest.py --installed || die "selftest failed with ${EPYTHON}"
 	# no:relaxed: pytest-relaxed plugin make our tests fail. deactivate if installed
-	virtx pytest -vx Tests/test_*.py -p no:relaxed
+	virtx pytest -vv -p no:relaxed
 }
 
 python_install() {