Jiraiya’s a tough shinobi. With his rasengan and sage mode he has defeated many strong opponents. Of course there was one ninja who was just too powerful for him. That would be Pain. Pain is the leader of the Akatsuki (chuckle) and has enough power to wipe out whole villages. He defeated Jiraiya without too much effort and does so once more. Pain gets his first win in a while and shows off his awesome power. Pain wins.