diff --git a/dev-python/requests/requests-2.18.2-r1.ebuild b/dev-python/requests/requests-2.18.2-r1.ebuild
index ca420b8cdafde..f445f7e031f17 100644
--- a/dev-python/requests/requests-2.18.2-r1.ebuild
+++ b/dev-python/requests/requests-2.18.2-r1.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2017 Gentoo Foundation
+# Copyright 1999-2018 Gentoo Foundation
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=6
@@ -22,7 +22,7 @@ RDEPEND="
 	>=dev-python/chardet-3.0.2[${PYTHON_USEDEP}]
 	>=dev-python/idna-2.5[${PYTHON_USEDEP}]
 	<dev-python/idna-2.6[${PYTHON_USEDEP}]
-	>=dev-python/urllib3-1.21.1[${PYTHON_USEDEP}]
+	<dev-python/urllib3-1.23[${PYTHON_USEDEP}]
 	socks5? ( >=dev-python/PySocks-1.5.6[${PYTHON_USEDEP}] )
 	ssl? (
 		 >=dev-python/cryptography-1.3.4[${PYTHON_USEDEP}]
diff --git a/dev-python/requests/requests-2.18.4.ebuild b/dev-python/requests/requests-2.18.4.ebuild
index 34ec9eb0f53d1..44453c612cb35 100644
--- a/dev-python/requests/requests-2.18.4.ebuild
+++ b/dev-python/requests/requests-2.18.4.ebuild
@@ -22,7 +22,7 @@ RDEPEND="
 	>=dev-python/chardet-3.0.2[${PYTHON_USEDEP}]
 	>=dev-python/idna-2.5[${PYTHON_USEDEP}]
 	<dev-python/idna-2.7[${PYTHON_USEDEP}]
-	>=dev-python/urllib3-1.21.1[${PYTHON_USEDEP}]
+	<dev-python/urllib3-1.23[${PYTHON_USEDEP}]
 	socks5? ( >=dev-python/PySocks-1.5.6[${PYTHON_USEDEP}] )
 	ssl? (
 		 >=dev-python/cryptography-1.3.4[${PYTHON_USEDEP}]
diff --git a/dev-python/requests/requests-2.19.1.ebuild b/dev-python/requests/requests-2.19.1.ebuild
index 72e1a7746dcff..a614579b5a94d 100644
--- a/dev-python/requests/requests-2.19.1.ebuild
+++ b/dev-python/requests/requests-2.19.1.ebuild
@@ -22,7 +22,7 @@ RDEPEND="
 	>=dev-python/chardet-3.0.2[${PYTHON_USEDEP}]
 	>=dev-python/idna-2.5[${PYTHON_USEDEP}]
 	<dev-python/idna-2.8[${PYTHON_USEDEP}]
-	>=dev-python/urllib3-1.21.1[${PYTHON_USEDEP}]
+	<dev-python/urllib3-1.24[${PYTHON_USEDEP}]
 	socks5? ( >=dev-python/PySocks-1.5.6[${PYTHON_USEDEP}] )
 	ssl? (
 		 >=dev-python/cryptography-1.3.4[${PYTHON_USEDEP}]