The time has come! After mastering Pikachu's Iron Tail, Ash is ready for his Gym Battle with Roxanne. But before the battle begins, May tells Roxanne she will not be participating in Gym Battles and instead focus on Contests. Roxanne supports May's decision and wishes her the best of luck. With that set aside the Battle has begun. Will Ash manage to win on his first try, or will this end up like his first Gym Battle back in Pewter City all over again?

May may be the new Misty but she is not as smart as she was. And she proves this when she, Ash, Brock and Max head to a pasta restaurant that May read up on the internet. The thing was May forgot to check the date and found that the place was closed. The date was exactly the same day, exactly the same month, ten years ago. Things go from bad to worse when they find the pier on the other side of town.May tries to find help and finds a kind sailor by the name of Mr. Briney. But when she returned with her friends, his personality changed for the worse. Could May have goofed up again? Or is someone else pulling Mr. Briney's strings?