diff --git a/httpie/compat.py b/httpie/compat.py
index 518ad17f..eb26c2be 100644
--- a/httpie/compat.py
+++ b/httpie/compat.py
@@ -4,7 +4,7 @@ Python 2.6, 2.7, and 3.x compatibility.
 """
 # Borrow these from requests:
 # noinspection PyUnresolvedReferences
-from requests.compat import is_windows, bytes, str, is_py3, is_py26
+from requests.compat import is_windows, bytes, str, is_py3, is_py26, is_pypy
 
 try:  # pragma: no cover
     # noinspection PyUnresolvedReferences,PyCompatibility
diff --git a/tests/test_ssl.py b/tests/test_ssl.py
index 0fda4106..2e303555 100644
--- a/tests/test_ssl.py
+++ b/tests/test_ssl.py
@@ -5,6 +5,7 @@ import pytest_httpbin.certs
 from requests.exceptions import SSLError
 
 from httpie import ExitStatus
+from httpie.compat import is_pypy
 from utils import http, HTTP_OK, TESTS_ROOT
 
 
@@ -18,6 +19,9 @@ CLIENT_PEM = os.path.join(TESTS_ROOT, 'client_certs', 'client.pem')
 CA_BUNDLE = pytest_httpbin.certs.where()
 
 
+@pytest.mark.skipif(
+    is_pypy,
+    reason='https://github.com/jakubroztocil/httpie/issues/308')
 class TestClientSSLCertHandling(object):
 
     def test_cert_file_not_found(self, httpbin_secure):
@@ -54,6 +58,9 @@ class TestClientSSLCertHandling(object):
         assert HTTP_OK in r
 
 
+@pytest.mark.skipif(
+    is_pypy,
+    reason='https://github.com/jakubroztocil/httpie/issues/308')
 class TestServerSSLCertHandling(object):
 
     def test_self_signed_server_cert_by_default_raises_ssl_error(