diff --git a/Lib/asyncio/tasks.py b/Lib/asyncio/tasks.py
index 25a650ffbb7446..3009bc044e2402 100644
--- a/Lib/asyncio/tasks.py
+++ b/Lib/asyncio/tasks.py
@@ -105,7 +105,7 @@ def __init__(self, coro, *, loop=None, name=None):
         else:
             self._name = str(name)
 
-        self._cancel_requested = False
+        self._num_cancels_requested = 0
         self._must_cancel = False
         self._fut_waiter = None
         self._coro = coro
@@ -202,9 +202,9 @@ def cancel(self, msg=None):
         self._log_traceback = False
         if self.done():
             return False
-        if self._cancel_requested:
+        self._num_cancels_requested += 1
+        if self._num_cancels_requested > 1:
             return False
-        self._cancel_requested = True
         if self._fut_waiter is not None:
             if self._fut_waiter.cancel(msg=msg):
                 # Leave self._fut_waiter; it may be a Task that
@@ -217,14 +217,12 @@ def cancel(self, msg=None):
         return True
 
     def cancelling(self):
-        return self._cancel_requested
+        return self._num_cancels_requested
 
     def uncancel(self):
-        if self._cancel_requested:
-            self._cancel_requested = False
-            return True
-        else:
-            return False
+        if self._num_cancels_requested > 0:
+            self._num_cancels_requested -= 1
+        return self._num_cancels_requested
 
     def __step(self, exc=None):
         if self.done():
diff --git a/Modules/_asynciomodule.c b/Modules/_asynciomodule.c
index 6725e2eba79bc2..51e1e083f44ae5 100644
--- a/Modules/_asynciomodule.c
+++ b/Modules/_asynciomodule.c
@@ -91,7 +91,7 @@ typedef struct {
     PyObject *task_context;
     int task_must_cancel;
     int task_log_destroy_pending;
-    int task_cancel_requested;
+    int task_num_cancels_requested;
 } TaskObj;
 
 typedef struct {
@@ -2040,7 +2040,7 @@ _asyncio_Task___init___impl(TaskObj *self, PyObject *coro, PyObject *loop,
     Py_CLEAR(self->task_fut_waiter);
     self->task_must_cancel = 0;
     self->task_log_destroy_pending = 1;
-    self->task_cancel_requested = 0;
+    self->task_num_cancels_requested = 0;
     Py_INCREF(coro);
     Py_XSETREF(self->task_coro, coro);
 
@@ -2207,10 +2207,10 @@ _asyncio_Task_cancel_impl(TaskObj *self, PyObject *msg)
         Py_RETURN_FALSE;
     }
 
-    if (self->task_cancel_requested) {
+    self->task_num_cancels_requested += 1;
+    if (self->task_num_cancels_requested > 1) {
         Py_RETURN_FALSE;
     }
-    self->task_cancel_requested = 1;
 
     if (self->task_fut_waiter) {
         PyObject *res;
@@ -2256,12 +2256,7 @@ _asyncio_Task_cancelling_impl(TaskObj *self)
 /*[clinic end generated code: output=803b3af96f917d7e input=c50e50f9c3ca4676]*/
 /*[clinic end generated code]*/
 {
-    if (self->task_cancel_requested) {
-        Py_RETURN_TRUE;
-    }
-    else {
-        Py_RETURN_FALSE;
-    }
+    return PyLong_FromLong(self->task_num_cancels_requested);
 }
 
 /*[clinic input]
@@ -2280,13 +2275,10 @@ _asyncio_Task_uncancel_impl(TaskObj *self)
 /*[clinic end generated code: output=58184d236a817d3c input=5db95e28fcb6f7cd]*/
 /*[clinic end generated code]*/
 {
-    if (self->task_cancel_requested) {
-        self->task_cancel_requested = 0;
-        Py_RETURN_TRUE;
-    }
-    else {
-        Py_RETURN_FALSE;
+    if (self->task_num_cancels_requested > 0) {
+        self->task_num_cancels_requested -= 1;
     }
+    return PyLong_FromLong(self->task_num_cancels_requested);
 }
 
 /*[clinic input]