[3.8] gh-108342: Make ssl TestPreHandshakeClose more reliable (GH-108370) (#108408)

* In preauth tests of test_ssl, explicitly break reference cycles
  invoving SingleConnectionTestServerThread to make sure that the
  thread is deleted. Otherwise, the test marks the environment as
  altered because the threading module sees a "dangling thread"
  (SingleConnectionTestServerThread). This test leak was introduced
  by the test added for the fix of issue gh-108310.
* Use support.SHORT_TIMEOUT instead of hardcoded 1.0 or 2.0 seconds
  timeout.
* SingleConnectionTestServerThread.run() catchs TimeoutError
* Fix a race condition (missing synchronization) in
  test_preauth_data_to_tls_client(): the server now waits until the
  client connect() completed in call_after_accept().
* test_https_client_non_tls_response_ignored() calls server.join()
  explicitly.
* Replace "localhost" with server.listener.getsockname()[0].
(cherry picked from commit 592bacb)

Author: ambv

.gitignore

@@ -120,3 +120,11 @@ Tools/ssl/win32
 # Ignore ./python binary on Unix but still look into ./Python/ directory.
 /python
 !/Python/
+
+# Artifacts generated by 3.11 lying around when switching branches:
+/_bootstrap_python
+/Programs/_freeze_module
+/Modules/Setup.bootstrap
+/Modules/Setup.stdlib
+/Python/deepfreeze/
+/Python/frozen_modules/ 

Lib/test/test_ssl.py

@@ -4828,12 +4828,16 @@ class TestPreHandshakeClose(unittest.TestCase):
 
     class SingleConnectionTestServerThread(threading.Thread):
 
-        def __init__(self, *, name, call_after_accept):
+        def __init__(self, *, name, call_after_accept, timeout=None):
             self.call_after_accept = call_after_accept
             self.received_data = b''  # set by .run()
             self.wrap_error = None  # set by .run()
             self.listener = None  # set by .start()
             self.port = None  # set by .start()
+            if timeout is None:
+                self.timeout = support.SHORT_TIMEOUT
+            else:
+                self.timeout = timeout
             super().__init__(name=name)
 
         def __enter__(self):
@@ -4856,13 +4860,19 @@ def start(self):
             self.ssl_ctx.load_cert_chain(certfile=ONLYCERT, keyfile=ONLYKEY)
             self.listener = socket.socket()
             self.port = support.bind_port(self.listener)
-            self.listener.settimeout(2.0)
+            self.listener.settimeout(self.timeout)
             self.listener.listen(1)
             super().start()
 
         def run(self):
-            conn, address = self.listener.accept()
-            self.listener.close()
+            try:
+                conn, address = self.listener.accept()
+            except TimeoutError:
+                # on timeout, just close the listener
+                return
+            finally:
+                self.listener.close()
+
             with conn:
                 if self.call_after_accept(conn):
                     return
@@ -4890,8 +4900,13 @@ def non_linux_skip_if_other_okay_error(self, err):
             # we're specifically trying to test. The way this test is written
             # is known to work on Linux. We'll skip it anywhere else that it
             # does not present as doing so.
-            self.skipTest(f"Could not recreate conditions on {sys.platform}:"
-                          f" {err=}")
+            try:
+                self.skipTest(f"Could not recreate conditions on {sys.platform}:"
+                              f" {err=}")
+            finally:
+                # gh-108342: Explicitly break the reference cycle
+                err = None
+
         # If maintaining this conditional winds up being a problem.
         # just turn this into an unconditional skip anything but Linux.
         # The important thing is that our CI has the logic covered.
@@ -4902,7 +4917,7 @@ def test_preauth_data_to_tls_server(self):
 
         def call_after_accept(unused):
             server_accept_called.set()
-            if not ready_for_server_wrap_socket.wait(2.0):
+            if not ready_for_server_wrap_socket.wait(support.SHORT_TIMEOUT):
                 raise RuntimeError("wrap_socket event never set, test may fail.")
             return False  # Tell the server thread to continue.
 
@@ -4924,20 +4939,31 @@ def call_after_accept(unused):
 
         ready_for_server_wrap_socket.set()
         server.join()
+
         wrap_error = server.wrap_error
-        self.assertEqual(b"", server.received_data)
-        self.assertIsInstance(wrap_error, OSError)  # All platforms.
-        self.non_linux_skip_if_other_okay_error(wrap_error)
-        self.assertIsInstance(wrap_error, ssl.SSLError)
-        self.assertIn("before TLS handshake with data", wrap_error.args[1])
-        self.assertIn("before TLS handshake with data", wrap_error.reason)
-        self.assertNotEqual(0, wrap_error.args[0])
-        self.assertIsNone(wrap_error.library, msg="attr must exist")
+        server.wrap_error = None
+        try:
+            self.assertEqual(b"", server.received_data)
+            self.assertIsInstance(wrap_error, OSError)  # All platforms.
+            self.non_linux_skip_if_other_okay_error(wrap_error)
+            self.assertIsInstance(wrap_error, ssl.SSLError)
+            self.assertIn("before TLS handshake with data", wrap_error.args[1])
+            self.assertIn("before TLS handshake with data", wrap_error.reason)
+            self.assertNotEqual(0, wrap_error.args[0])
+            self.assertIsNone(wrap_error.library, msg="attr must exist")
+        finally:
+            # gh-108342: Explicitly break the reference cycle
+            wrap_error = None
+            server = None
 
     def test_preauth_data_to_tls_client(self):
+        server_can_continue_with_wrap_socket = threading.Event()
         client_can_continue_with_wrap_socket = threading.Event()
 
         def call_after_accept(conn_to_client):
+            if not server_can_continue_with_wrap_socket.wait(support.SHORT_TIMEOUT):
+                print("ERROR: test client took too long")
+
             # This forces an immediate connection close via RST on .close().
             set_socket_so_linger_on_with_zero_timeout(conn_to_client)
             conn_to_client.send(
@@ -4959,8 +4985,10 @@ def call_after_accept(conn_to_client):
 
         with socket.socket() as client:
             client.connect(server.listener.getsockname())
-            if not client_can_continue_with_wrap_socket.wait(2.0):
-                self.fail("test server took too long.")
+            server_can_continue_with_wrap_socket.set()
+
+            if not client_can_continue_with_wrap_socket.wait(support.SHORT_TIMEOUT):
+                self.fail("test server took too long")
             ssl_ctx = ssl.create_default_context()
             try:
                 tls_client = ssl_ctx.wrap_socket(
@@ -4974,24 +5002,31 @@ def call_after_accept(conn_to_client):
                 tls_client.close()
 
         server.join()
-        self.assertEqual(b"", received_data)
-        self.assertIsInstance(wrap_error, OSError)  # All platforms.
-        self.non_linux_skip_if_other_okay_error(wrap_error)
-        self.assertIsInstance(wrap_error, ssl.SSLError)
-        self.assertIn("before TLS handshake with data", wrap_error.args[1])
-        self.assertIn("before TLS handshake with data", wrap_error.reason)
-        self.assertNotEqual(0, wrap_error.args[0])
-        self.assertIsNone(wrap_error.library, msg="attr must exist")
+        try:
+            self.assertEqual(b"", received_data)
+            self.assertIsInstance(wrap_error, OSError)  # All platforms.
+            self.non_linux_skip_if_other_okay_error(wrap_error)
+            self.assertIsInstance(wrap_error, ssl.SSLError)
+            self.assertIn("before TLS handshake with data", wrap_error.args[1])
+            self.assertIn("before TLS handshake with data", wrap_error.reason)
+            self.assertNotEqual(0, wrap_error.args[0])
+            self.assertIsNone(wrap_error.library, msg="attr must exist")
+        finally:
+            # gh-108342: Explicitly break the reference cycle
+            wrap_error = None
+            server = None
 
     def test_https_client_non_tls_response_ignored(self):
-
         server_responding = threading.Event()
 
         class SynchronizedHTTPSConnection(http.client.HTTPSConnection):
             def connect(self):
+                # Call clear text HTTP connect(), not the encrypted HTTPS (TLS)
+                # connect(): wrap_socket() is called manually below.
                 http.client.HTTPConnection.connect(self)
+
                 # Wait for our fault injection server to have done its thing.
-                if not server_responding.wait(1.0) and support.verbose:
+                if not server_responding.wait(support.SHORT_TIMEOUT) and support.verbose:
                     sys.stdout.write("server_responding event never set.")
                 self.sock = self._context.wrap_socket(
                         self.sock, server_hostname=self.host)
@@ -5006,29 +5041,34 @@ def call_after_accept(conn_to_client):
             server_responding.set()
             return True  # Tell the server to stop.
 
+        timeout = 2.0
         server = self.SingleConnectionTestServerThread(
                 call_after_accept=call_after_accept,
-                name="non_tls_http_RST_responder")
+                name="non_tls_http_RST_responder",
+                timeout=timeout)
         server.__enter__()  # starts it
         self.addCleanup(server.__exit__)  # ... & unittest.TestCase stops it.
         # Redundant; call_after_accept sets SO_LINGER on the accepted conn.
         set_socket_so_linger_on_with_zero_timeout(server.listener)
 
         connection = SynchronizedHTTPSConnection(
-                f"localhost",
+                server.listener.getsockname()[0],
                 port=server.port,
                 context=ssl.create_default_context(),
-                timeout=2.0,
+                timeout=timeout,
         )
+
         # There are lots of reasons this raises as desired, long before this
         # test was added. Sending the request requires a successful TLS wrapped
         # socket; that fails if the connection is broken. It may seem pointless
         # to test this. It serves as an illustration of something that we never
         # want to happen... properly not happening.
-        with self.assertRaises(OSError) as err_ctx:
+        with self.assertRaises(OSError):
             connection.request("HEAD", "/test", headers={"Host": "localhost"})
             response = connection.getresponse()
 
+        server.join()
+
 
 def test_main(verbose=False):
     if support.verbose: