diff -r 2f0716009132 Objects/bytearrayobject.c
--- a/Objects/bytearrayobject.c	Tue Jul 12 18:24:25 2016 -0400
+++ b/Objects/bytearrayobject.c	Thu Jul 14 01:07:50 2016 +0800
@@ -1642,7 +1642,17 @@
         Py_DECREF(item);
 
         if (len >= buf_size) {
-            buf_size = len + (len >> 1) + 1;
+            Py_ssize_t addition;
+            if (len == PY_SSIZE_T_MAX) {
+                Py_DECREF(it);
+                Py_DECREF(bytearray_obj);
+                return PyErr_NoMemory();
+            }
+            addition = len >> 1;
+            if (addition > PY_SSIZE_T_MAX - len - 1)
+                buf_size = PY_SSIZE_T_MAX;
+            else
+                buf_size = len + addition + 1;
             if (PyByteArray_Resize((PyObject *)bytearray_obj, buf_size) < 0) {
                 Py_DECREF(it);
                 Py_DECREF(bytearray_obj);