|"Princess vs. Princess"|
|Pokémon: Indigo League|
Misty and Jessie both declare the Princess Festival to be officially opened, and state that their companions must do as they say. The narrator explains that the Princess Festival is a prestigious event in which women are given exclusive discounts for various items. Misty collects a large variety of items, which Ash, Brock and Pikachu are forced to carry.
Misty is then seen enjoying an array of desserts, before bringing to Ash's attention a discount sale advertising 75-90% off their stock. Whilst Jessie is trying on different sets of clothing, James and Meowth shower her with confetti. After purchasing a variety of clothes from the store, James complains to Jessie that he is bored. Jessie then reveals that she is also buying gifts for Giovanni to make up for their failure to capture Pikachu.
Suddenly, a Lickitung crosses their path. It used its tongue to lick up the gifts for Giovanni. Jessie wasn't pleased and called out Arbok to battle it, but one lick and Arbok was licked (figuratively and literally). And after the Lickitung ate more of Jessie's clothes, she captures the Pokémon as punishment, before leaving to go on a spending spree. Misty and Jessie then fight over a piece of clothing, only for it to be taken by another customer while they are distracted. Both Misty and Jessie ignore it when the Queen of the Princess Festival contest is announced over the store speakers.
Once the prize for winning the contest is revealed to be a collection of Pokémon Princess Dolls and a picture with Fiorello Cappuccino, Misty and Jessie sign up. At the start of the competition, Fiorello and the MC unveil the contestants to the audience, whom are all dressed in a vibrant variety of kimonos. The MC then reveals the prized Pokémon dolls, telling each contestant to release their Pokémon. This comes as a shock to Misty and Jessie, as the MC explains the rules behind the tournament and it was a tournament, not an actual beauty contest.
He states that each contestant can only use four Pokémon each, as Misty persuades Ash and Brock to lend her their Pokémon. Misty reveals her reason for entering the contest to Ash; in which she wants to own her own set of Pokémon dolls like her sisters. After the story Misty beans Ash for saying her reason is a "Misty thing." Ash gave her Pikachu and Bulbasaur and Brock gave her Vulpix and with her Starmie she has an unbeatable team. Misty uses Bulbasaur in the first round and it easily trounces her opponent.
As Jessie's first round commences she wonders what Pokémon she will use. James points out that all she has is Arbok, but unknown to him she took Weezing. Meowth pointed out she can't win with just two Pokémon and Jessie makes him remember one important fact: Meowth is a Pokémon too. She brings out Meowth first and he gets clobbered so she uses Arbok, who helps win the first round for her.
As the tournament commences, Misty and Jessie progress through several rounds. When the tournament reaches the finals, Misty and Jessie face off against one another. Like Misty, Jessie is shown to have always wanted her own set of Pokémon dolls.
James and Meowth extend their support for Jessie, as the battle commences. Pikachu is able to easily defeat Arbok, Weezing and Meowth. She thinks it is all over for her until Meowth reminds her of the Lickitung she captured earlier. The tables soon turn as Lickitung is able to defeat Pikachu, Bulbasaur and Vulpix with Lick. Misty attempts to summon her Starmie but Psyduck inexplicably emerges from its Pokéball. With no other choice, Psyduck faces off against Lickitung, and its Lick gives Psyduck a headache.
This in turn results in Psyduck's Psychic abilities being enhanced, and Lickitung is defeated by Psyduck's Confusion. After Misty is presented with the set of Pokémon dolls, she gives them to her sisters in Cerulean City, in order to incite jealousy in them. Meanwhile, in an attempt to console Jessie for her defeat, James, Meowth and the other Pokémon dress up as Pokémon dolls.
- This is probably the second episode that we're all reminded that Meowth is a Pokémon.
- This is the second episode where we see Misty with a different hairstyle.
- MC: "And the winner of this contest must be as poised as a Jynx, sit as serenely as a Jigglypuff, and possess the charm and grace of an Oddish!" (At this, he imitates the looks of the said Pokémon.)
- Jessie (to Misty): "I'm sure you'll win the contest, little girl... if they have a puny division."
- James: "Sometimes I'm not cut out to be a woman."
- Meowth: "It's not over! ... Not yet. You still got that Lickitung you caught, Jess."
- Jessie: "I forgot. Lickitung!"
James: "That's right, you can stll win! It's not over as long as you have a Pokémon left."
- Jessie: "I can almost taste victory."
- Jessie: "I forgot. Lickitung!"
- Jessie (upon seeing James and Meowth dressed up as Pokémon Princess Dolls): "Oh no... you're all just a bunch of living dolls!"