diff --git a/tests/test_context.py b/tests/test_context.py
index 4826f6d..e823afe 100644
--- a/tests/test_context.py
+++ b/tests/test_context.py
@@ -405,6 +405,7 @@ async def test(proto, s, **_):
 
         self._run_server_test(test, async_sock=True)
 
+    @unittest.skipIf(getattr(sys, "_is_gil_enabled", True) is False, "Randomly Freezes in Free Threading mode.")
     def test_create_ssl_server_connection_protocol(self):
         async def test(cvar, proto, ssl_sock, **_):
             def resume_reading(transport):