diff --git a/src/askui/tools/agent_os.py b/src/askui/tools/agent_os.py
index e90d5491..2fbbb51b 100644
--- a/src/askui/tools/agent_os.py
+++ b/src/askui/tools/agent_os.py
@@ -56,6 +56,22 @@
     "f10",
     "f11",
     "f12",
+    "numpad_lock",
+    "numpad_0",
+    "numpad_1",
+    "numpad_2",
+    "numpad_3",
+    "numpad_4",
+    "numpad_5",
+    "numpad_6",
+    "numpad_7",
+    "numpad_8",
+    "numpad_9",
+    "numpad_+",
+    "numpad_-",
+    "numpad_*",
+    "numpad_/",
+    "numpad_.",
     "space",
     "0",
     "1",
diff --git a/src/askui/tools/playwright/agent_os.py b/src/askui/tools/playwright/agent_os.py
index f4a4b064..b0133177 100644
--- a/src/askui/tools/playwright/agent_os.py
+++ b/src/askui/tools/playwright/agent_os.py
@@ -418,6 +418,22 @@ def _convert_key(self, key: PcKey | ModifierKey) -> str:
             "end": "End",
             "pageup": "PageUp",
             "pagedown": "PageDown",
+            "numpad_lock": "NumLock",
+            "numpad_0": "Numpad0",
+            "numpad_1": "Numpad1",
+            "numpad_2": "Numpad2",
+            "numpad_3": "Numpad3",
+            "numpad_4": "Numpad4",
+            "numpad_5": "Numpad5",
+            "numpad_6": "Numpad6",
+            "numpad_7": "Numpad7",
+            "numpad_8": "Numpad8",
+            "numpad_9": "Numpad9",
+            "numpad_+": "NumpadAdd",
+            "numpad_-": "NumpadSubtract",
+            "numpad_*": "NumpadMultiply",
+            "numpad_/": "NumpadDivide",
+            "numpad_.": "NumpadDecimal",
             "space": " ",
         }