diff --git a/Python/ceval.c b/Python/ceval.c
index af5eb99..b37205e 100644
--- a/Python/ceval.c
+++ b/Python/ceval.c
@@ -69,6 +69,7 @@
 static PyObject * special_lookup(PyObject *, _Py_Identifier *);
 static int check_args_iterable(PyObject *func, PyObject *vararg);
 static void format_kwargs_mapping_error(PyObject *func, PyObject *kwargs);
+static void format_awaitable_error(PyTypeObject *, int);
 
 #define NAME_ERROR_MSG \
     "name '%.200s' is not defined"
@@ -1739,6 +1740,11 @@
             PyObject *iterable = TOP();
             PyObject *iter = _PyCoro_GetAwaitableIter(iterable);
 
+            if (iter == NULL) {
+                format_awaitable_error(Py_TYPE(iterable),
+                                       _Py_OPCODE(next_instr[-2]));
+            }
+
             Py_DECREF(iterable);
 
             if (iter != NULL && PyCoro_CheckExact(iter)) {
@@ -4948,6 +4954,25 @@
     }
 }
 
+static void
+format_awaitable_error(PyTypeObject *type, int prevopcode)
+{
+    if (type->tp_as_async == NULL || type->tp_as_async->am_await == NULL) {
+        if (prevopcode == BEFORE_ASYNC_WITH) {
+            PyErr_Format(PyExc_TypeError,
+                         "'async with' received an object from __aenter__ "
+                         "that does not implement __await__: %.100s",
+                         type->tp_name);
+        }
+        else if (prevopcode == WITH_CLEANUP_START) {
+            PyErr_Format(PyExc_TypeError,
+                         "'async with' received an object from __aexit__ "
+                         "that does not implement __await__: %.100s",
+                         type->tp_name);
+        }
+    }
+}
+
 static PyObject *
 unicode_concatenate(PyObject *v, PyObject *w,
                     PyFrameObject *f, const _Py_CODEUNIT *next_instr)