diff --git a/tests/contrib/patch.py b/tests/contrib/patch.py
index 5ef41339fdc..913b3895894 100644
--- a/tests/contrib/patch.py
+++ b/tests/contrib/patch.py
@@ -43,7 +43,7 @@ def assert_not_module_imported(self, modname):
         assert not self.module_imported(modname), "{} module is imported".format(modname)
 
     def is_wrapped(self, obj):
-        return isinstance(obj, wrapt.ObjectProxy)
+        return isinstance(obj, wrapt.ObjectProxy) or hasattr(obj, "__dd_wrapped__")
 
     def assert_wrapped(self, obj):
         """
@@ -64,7 +64,10 @@ def assert_not_double_wrapped(self, obj):
         This is useful for asserting idempotence.
         """
         self.assert_wrapped(obj)
-        self.assert_not_wrapped(obj.__wrapped__)
+
+        wrapped = obj.__wrapped__ if isinstance(obj, wrapt.ObjectProxy) else obj.__dd_wrapped__
+
+        self.assert_not_wrapped(wrapped)
 
 
 def raise_if_no_attrs(f):
diff --git a/tests/contrib/pymongo/test.py b/tests/contrib/pymongo/test.py
index 86d8c7c14a2..e33ed688d89 100644
--- a/tests/contrib/pymongo/test.py
+++ b/tests/contrib/pymongo/test.py
@@ -7,8 +7,8 @@
 from ddtrace import Pin
 from ddtrace.contrib.internal.pymongo.client import normalize_filter
 from ddtrace.contrib.internal.pymongo.patch import _CHECKOUT_FN_NAME
-from ddtrace.contrib.pymongo.patch import patch
-from ddtrace.contrib.pymongo.patch import unpatch
+from ddtrace.contrib.internal.pymongo.patch import patch
+from ddtrace.contrib.internal.pymongo.patch import unpatch
 from ddtrace.ext import SpanTypes
 from tests.opentracer.utils import init_tracer
 from tests.utils import DummyTracer
diff --git a/tests/contrib/pymongo/test_pymongo_patch.py b/tests/contrib/pymongo/test_pymongo_patch.py
index 3596beca648..b1c51ea36a3 100644
--- a/tests/contrib/pymongo/test_pymongo_patch.py
+++ b/tests/contrib/pymongo/test_pymongo_patch.py
@@ -2,16 +2,27 @@
 # script. If you want to make changes to it, you should make sure that you have
 # removed the ``_generated`` suffix from the file name, to prevent the content
 # from being overwritten by future re-generations.
-
-from ddtrace.contrib.pymongo import get_version
+from ddtrace.contrib.pymongo.patch import get_version
 from ddtrace.contrib.pymongo.patch import patch
+from ddtrace.contrib.pymongo.patch import pymongo
+from ddtrace.contrib.pymongo.patch import unpatch
+from tests.contrib.patch import PatchTestCase
 
 
-try:
-    from ddtrace.contrib.pymongo.patch import unpatch
-except ImportError:
-    unpatch = None
-from tests.contrib.patch import PatchTestCase
+_VERSION = pymongo.version_tuple
+
+if _VERSION >= (4, 9):
+    from pymongo.synchronous.pool import Connection
+    from pymongo.synchronous.server import Server
+    from pymongo.synchronous.topology import Topology
+elif _VERSION >= (4, 5):
+    from pymongo.pool import Connection
+    from pymongo.server import Server
+    from pymongo.topology import Topology
+else:
+    from pymongo.pool import SocketInfo as Connection
+    from pymongo.server import Server
+    from pymongo.topology import Topology
 
 
 class TestPymongoPatch(PatchTestCase.Base):
@@ -22,10 +33,55 @@ class TestPymongoPatch(PatchTestCase.Base):
     __get_version__ = get_version
 
     def assert_module_patched(self, pymongo):
-        pass
+        self.assert_wrapped(pymongo.MongoClient.__init__)
+        self.assert_wrapped(Topology.select_server)
+
+        if _VERSION >= (3, 12):
+            self.assert_wrapped(Server.run_operation)
+        elif _VERSION >= (3, 9):
+            self.assert_wrapped(Server.run_operation_with_response)
+        else:
+            self.assert_wrapped(Server.send_message_with_response)
+
+        if _VERSION >= (4, 5):
+            self.assert_wrapped(Server.checkout)
+        else:
+            self.assert_wrapped(Server.get_socket)
+        self.assert_wrapped(Connection.command)
+        self.assert_wrapped(Connection.write_command)
 
     def assert_not_module_patched(self, pymongo):
-        pass
+        self.assert_not_wrapped(pymongo.MongoClient.__init__)
+        self.assert_not_wrapped(Topology.select_server)
+        if _VERSION >= (3, 12):
+            self.assert_not_wrapped(Server.run_operation)
+        elif _VERSION >= (3, 9):
+            self.assert_not_wrapped(Server.run_operation_with_response)
+        else:
+            self.assert_not_wrapped(Server.send_message_with_response)
+
+        if _VERSION >= (4, 5):
+            self.assert_not_wrapped(Server.checkout)
+        else:
+            self.assert_not_wrapped(Server.get_socket)
+
+        self.assert_not_wrapped(Connection.command)
+        self.assert_not_wrapped(Connection.write_command)
 
     def assert_not_module_double_patched(self, pymongo):
-        pass
+        self.assert_not_double_wrapped(pymongo.MongoClient.__init__)
+        self.assert_not_double_wrapped(Topology.select_server)
+        self.assert_not_double_wrapped(Connection.command)
+        self.assert_not_double_wrapped(Connection.write_command)
+
+        if _VERSION >= (3, 12):
+            self.assert_not_double_wrapped(Server.run_operation)
+        elif _VERSION >= (3, 9):
+            self.assert_not_double_wrapped(Server.run_operation_with_response)
+        else:
+            self.assert_not_double_wrapped(Server.send_message_with_response)
+
+        if _VERSION >= (4, 5):
+            self.assert_not_double_wrapped(Server.checkout)
+        else:
+            self.assert_not_double_wrapped(Server.get_socket)