diff --git a/apps/app_queue.c b/apps/app_queue.c
index e494c7ea64915b8c22df01bfa77e7b3747690e72..8b1072e9038accb1012194826be3547dde91c1bc 100644
--- a/apps/app_queue.c
+++ b/apps/app_queue.c
@@ -4566,6 +4566,17 @@ static int try_calling(struct queue_ent *qe, const char *options, char *announce
 	if (need_weight)
 		ao2_unlock(queues);
 	lpeer = wait_for_answer(qe, outgoing, &to, &digit, numbusies, ast_test_flag(&(bridge_config.features_caller), AST_FEATURE_DISCONNECT), forwardsallowed, update_connectedline);
+	/* The ast_channel_datastore_remove() function could fail here if the
+	 * datastore was moved to another channel during a masquerade. If this is
+	 * the case, don't free the datastore here because later, when the channel
+	 * to which the datastore was moved hangs up, it will attempt to free this
+	 * datastore again, causing a crash
+	 */
+	ast_channel_lock(qe->chan);
+	if (datastore && !ast_channel_datastore_remove(qe->chan, datastore)) {
+		ast_datastore_free(datastore);
+	}
+	ast_channel_unlock(qe->chan);
 	ao2_lock(qe->parent);
 	if (qe->parent->strategy == QUEUE_STRATEGY_RRMEMORY || qe->parent->strategy == QUEUE_STRATEGY_RRORDERED) {
 		store_next_rr(qe, outgoing);