UPNetwork -> Anime -> Kanto -> Riddle Me This

#58 "Riddle Me This"

    Ash and his friends are on a boat to Cinnabar Island, but they are informed by Gary that there is no longer a gym there; it's now a tourist trap. Once on the island, they find out he was right - and spend a long time looking for a place to spend the night and get something to eat. Most places are booked for months to come, but they find one place, owned by a mysterious blonde man who likes to tell riddles.

    After Ash-tachi save a Pokémon training center (or whatever it was) from being robbed by Team Rocket, the blonde man repays the favour by revealing his true identity - Blaine, the old gym leader (the blonde hair is a wig). And his gym still exists, within an active volcano, but nobody knows about it. Ash challenges Blaine, his Squirtle losing to Ninetales, Pikachu beating Rhydon by channeling electricity through its horn, and then comes the final challenge... a fierce Magmar, from the heart of the volcano, who is very powerful and gets Pikachu in a tough spot... the episode ends there...