diff --git a/moto/packages/httpretty/core.py b/moto/packages/httpretty/core.py
index 5a8d01798..e0f3a7e69 100644
--- a/moto/packages/httpretty/core.py
+++ b/moto/packages/httpretty/core.py
@@ -103,6 +103,12 @@ try:  # pragma: no cover
 except ImportError:  # pragma: no cover
     ssl = None
 
+try:  # pragma: no cover
+    from requests.packages.urllib3.contrib.pyopenssl import inject_into_urllib3, extract_from_urllib3
+    pyopenssl_override = True
+except:
+    pyopenssl_override = False
+
 
 DEFAULT_HTTP_PORTS = frozenset([80])
 POTENTIAL_HTTP_PORTS = set(DEFAULT_HTTP_PORTS)
@@ -1013,6 +1019,9 @@ class httpretty(HttpBaseClass):
                 ssl.sslwrap_simple = old_sslwrap_simple
                 ssl.__dict__['sslwrap_simple'] = old_sslwrap_simple
 
+        if pyopenssl_override:
+            inject_into_urllib3()
+
     @classmethod
     def is_enabled(cls):
         return cls._is_enabled
@@ -1056,6 +1065,9 @@ class httpretty(HttpBaseClass):
                 ssl.sslwrap_simple = fake_wrap_socket
                 ssl.__dict__['sslwrap_simple'] = fake_wrap_socket
 
+        if pyopenssl_override:
+            extract_from_urllib3()
+
 
 def httprettified(test):
     "A decorator tests that use HTTPretty"