diff --git a/tests/test_ssl.py b/tests/test_ssl.py
new file mode 100644
index 00000000..0fda4106
--- /dev/null
+++ b/tests/test_ssl.py
@@ -0,0 +1,79 @@
+import os
+
+import pytest
+import pytest_httpbin.certs
+from requests.exceptions import SSLError
+
+from httpie import ExitStatus
+from utils import http, HTTP_OK, TESTS_ROOT
+
+
+CLIENT_CERT = os.path.join(TESTS_ROOT, 'client_certs', 'client.crt')
+CLIENT_KEY = os.path.join(TESTS_ROOT, 'client_certs', 'client.key')
+CLIENT_PEM = os.path.join(TESTS_ROOT, 'client_certs', 'client.pem')
+
+# We test against a local httpbin instance which uses a self-signed cert.
+# Requests without --verify=<CA_BUNDLE> will fail with a verification error.
+# See: https://github.com/kevin1024/pytest-httpbin#https-support
+CA_BUNDLE = pytest_httpbin.certs.where()
+
+
+class TestClientSSLCertHandling(object):
+
+    def test_cert_file_not_found(self, httpbin_secure):
+        r = http(httpbin_secure + '/get',
+                 '--verify', CA_BUNDLE,
+                 '--cert', '/__not_found__',
+                 error_exit_ok=True)
+        assert r.exit_status == ExitStatus.ERROR
+        assert 'No such file or directory' in r.stderr
+
+    def test_cert_file_invalid(self, httpbin_secure):
+        with pytest.raises(SSLError):
+            http(httpbin_secure + '/get',
+                 '--verify', CA_BUNDLE,
+                 '--cert', __file__)
+
+    def test_cert_ok_but_missing_key(self, httpbin_secure):
+        with pytest.raises(SSLError):
+            http(httpbin_secure + '/get',
+                 '--verify', CA_BUNDLE,
+                 '--cert', CLIENT_CERT)
+
+    def test_cert_and_key(self, httpbin_secure):
+        r = http(httpbin_secure + '/get',
+                 '--verify', CA_BUNDLE,
+                 '--cert', CLIENT_CERT,
+                 '--cert-key', CLIENT_KEY)
+        assert HTTP_OK in r
+
+    def test_cert_pem(self, httpbin_secure):
+        r = http(httpbin_secure + '/get',
+                 '--verify', CA_BUNDLE,
+                 '--cert', CLIENT_PEM)
+        assert HTTP_OK in r
+
+
+class TestServerSSLCertHandling(object):
+
+    def test_self_signed_server_cert_by_default_raises_ssl_error(
+            self, httpbin_secure):
+        with pytest.raises(SSLError):
+            http(httpbin_secure.url + '/get')
+
+    def test_verify_no_OK(self, httpbin_secure):
+        r = http(httpbin_secure.url + '/get', '--verify=no')
+        assert HTTP_OK in r
+
+    def test_verify_custom_ca_bundle_path(
+            self, httpbin_secure):
+        r = http(httpbin_secure.url + '/get', '--verify', CA_BUNDLE)
+        assert HTTP_OK in r
+
+    def test_verify_custom_ca_bundle_invalid_path(self, httpbin_secure):
+        with pytest.raises(SSLError):
+            http(httpbin_secure.url + '/get', '--verify', '/__not_found__')
+
+    def test_verify_custom_ca_bundle_invalid_bundle(self, httpbin_secure):
+        with pytest.raises(SSLError):
+            http(httpbin_secure.url + '/get', '--verify', __file__)