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After learning that the Bug-Catching Contest was restricted to people under age 16, Jessie, James, and Meowth attempted to make themselves appear younger by dressing in student-style clothes, with Meowth as an infant. James posed as a proud father in the audience as Jessie, going by the pseudonym "Jessilynlyn", and Meowth competed in the Pokémon Ping Pong Tournament. Jessie and James wore polo shirts and shorts while they competed in the Seaking Catching Competition. In this game, Jessie, from the alternate movie continuity, somehow got transported to Pasio while chasing a Shiny Celebi. Unlike most characters in Pokémon Masters EX, Jessie's appearance is based directly on her anime incarnation, and retains her Japanese and English voice actors.
The trio posed as meteorologists, and at Meowth's request, they assisted Orville, a Pidgey, in his attempt to fly to the Moon. They reuse them Piplup, Up and Away! while portraying themselves as members of the “Pokémon Rescue Corps”. Starting in Hoenn, Jessie became a Pokémon Coordinator, entering every Contest that she could. She frequently made it to the battle round, but usually lost there. Although Jessie entered mostly every Contest in Hoenn and Kanto, she lost in all of them, whether it was the first match of the Battle Rounds or the finals. The trio reused these outfits in Hot Springing a Leak!, Pedal to the Mettle!, and Uncrushing Defeat!.Jessie wore a Venomoth costume as a ploy to attract Bug Pokémon to her, while James and Meowth were armed with nets.
In The First Day of the Rest of Your Life!, she and Gourgeist participated in an Exhibition Showcase held in Lumiose City, specifically planned to help the citizens recover from the gloom of the disaster by spreading happiness and excitement.Jessie and James reused their casual outfits while competing in the Pastoria Croagunk Festival in Cream of the Croagunk Crop!. The trio started another sham business, a Phione-watching tour. While Jessie and James posed as salespeople, Meowth wore a Phione costume. To the trio's surprise, however, several Phione actually appeared during the tour.
The three disguised themselves as students at the Snowpoint school. Jessie and James wore glasses. While Jessie had a yellow blouse and long brown skirt, James wore a two-toned green raglan sleeve shirt and blue jeans and Meowth donned a yellow baseball cap with a blue oval, a purple T-shirt and blue shorts.
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Jessie and James posed as members of a congratulatory committee in an attempt to steal the Rustboro City Coordinators' Pokémon. They wore these outfits again in Grating Spaces!, when the trio posed as re-decorators and temporarily took over the Pewter Gym. They reused the outfits yet again while posing as traveling salesmen in Strategy Tomorrow - Comedy Tonight!. In DP 102 while Ash was fighting Fantina, Jessie is seen participating in a Pokémon Contest in which she won with her Yanmega. Yellow, Let's Go, Pikachu! and Let's Go, Eevee!, Masters EX, Pokémon GO, Mezastar, Puzzle League, Zany Cards
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