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Indigo League

Episode Image Description
EP014   Jessie, James, and Meowth appear in black Ōendan outfits, complete with hats, black shades, and a flag emblazoned with an R. Jessie's outfit has a blue undershirt, James's a red one, and Meowth's is green.
EP015   Jessie and James both disguise as teenage girls with black shoes, short skirts, and James wearing a blonde wig (somewhat resembling his regular hairdo), and Jessie an orange one (similar to her hairstyle), making this the first time James dresses like a woman in the series. Later Jessie, James and other human Team Rocket members disguise as waiters aboard the St. Anne.
EP018   Jessie and James both don swimsuits to enter the Swimsuit and Pokémon Costume contest, and James wears an inflatable bodysuit giving him large breasts to give him a more feminine appearance. James' disguise is notable for causing the initial ban of this episode in the United States.
EP022   Jessie and James are disguised as Hawaiian girls, donning flowered necklaces, green grass skirts and wigs (Jessie's is orange, James's is brown), when tricking our heroes into thinking that Ash is the millionth visitor to Saffron City.
EP026   Jessie and James are disguised as "Ashley's" parents, with Jessie wearing a pink kimono robe and glasses and her hair tied up in a bun on top, and James wearing a bald cap and a fake nose and glasses with Meowth hidden under his shirt to simulate a belly.
EP028   Jessie and James are disguised as Fashion Artists. Jessie wears a black top and a red slit skirt, while James wears a long black coat and red slacks. Both also wear glasses. Meowth simply wears a blue jacket with a yellow undershirt, serving as the cashier for Salon Roquét.
EP029   Jessie, James and Meowth enter the P1 Grand Prix with a Hitmonlee they stole from a tall man and swipe the man's gray trench coat and bowler hat. They stack up wearing the clothes, with Jessie at the top, to make it look like they entered the Hitmonlee themselves.
EP042   Jessie, James and Meowth appear wearing Japanese scarves and coats (James wears a dark green one, while Jessie wears a light blue one) upon entering the restaurant to pose as Kaz Gym bodyguards.
EP045   Jessie and James both disguise as punk rockers, complete with leather jackets, pierced ears, wild wigs (Jessie wears a green one and James wears a purple one) and the like, when they let our heroes use a stage to let Jigglypuff Sing.
EP048   Jessie and Meowth wear black "invisible" costumes and push James into his parents' estate as Jessie tries to imitate James's voice to collect the will. The "invisible" costumes were repeated by all in the two-part Ash-Paul battle arc, Pedal to the Meddle and Evolving Strategies.
EP050   Jessie and James are disguised as female egg-sellers with old-fashioned dresses, bonnets, and baskets full of fake Pokémon Eggs in an attempt to steal the Togepi egg.
EP055   Jessie and James are disguised as an elderly couple, complete with gray wigs and old-fashioned clothes. Jessie wears glasses and James wears a fake mustache.
EP056   Jessie and James are disguised when they enter the Pokémon League test: Jessie wears a gray woman's business outfit and glasses with her hair in braids, while James also wears glasses, along with a blue suit.
EP053   Jessie and James are disguised during a fake magic act they put on for the schoolchildren, with Jessie wearing a magician's tuxedo, top hat and glasses, and James wearing a pink dress and disguised as the lovely assistant.
EP054   Jessie and James disguise themselves as Officer Jenny while using a megaphone that disguises their voices as other characters (Ash, Misty, etc.) This is repeated (along with Meowth in a costume and without the voice changing megaphone) in Losing Its Lustrous.
EP065   Jessie and James disguise themselves as a news crew for PNN, Pokémon News Network, and they wanted to interview Ash in a segment called Pokémon Masters of Tomorrow.
EP076   Jessie is disguised in a Nurse Joy costume complete with a mask and James disguises himself as an ordinary nurse (with a surgical mask covering his mouth) at a fake Pokémon Center that they set up. Surprisingly Jessie's Nurse Joy disguise was an imitation of the real Nurse Joy's appearance where the lips did not move, which Brock took notice of.

Orange Islands

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The Johto Journeys

Episode Image Description
EP123   The trio dresses as medieval thieves stealing items akin to The Black Arachnid.
EP126   Jessie and James are disguised as doctors, wearing full white suits with gloves, mouth covers, and white skullcaps with red lines and a Red Cross on the front.
EP131   Jessie and James are weakly disguised as survey takers from the Pokémon Bureau.
EP132   The Trio disguise themselves as farmers.
EP146   Jessie and James disguise themselves as inventors with a "machine" that supposedly makes the user's Pokémon stronger, but instead, winds up as empty Poké Balls.
EP157   James, inspired from a phony Pokémon zodiac book given to them by Butch and Cassidy (in disguise), dresses in a Moltres costume for the first time. This is repeated in The Dunsparce Deception in a Pokémon stage show to the great disappointment of the children watching.

Johto League Champions

Episode Image Description
EP160   The trio disguise themselves as a ventriloquist act called "The Dugtrio Trio", with Meowth as the dummy.
EP174   Jessie and James disguise themselves as Duplica and Ash respectively. This appears to serve no real purpose as they immediately reveal themselves to the real Duplica and Ash and are not seen in the outfits again.
EP191   Jessie and James are dressed like pirates when they first attempt to steal our heroes' Pokémon. Later, James disguises as a town messenger with a blue shirt, straw hat and a hand bell when announcing the Pokémon stage show, in which James wears the Moltres costume first shown in The Fortune Hunters, and Meowth wears a Dunsparce costume, to the great disappointment of the kids watching.

Master Quest

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EP220   Jessie and James disguise themselves in standard black Team Rocket uniforms in order to sneak into an underwater Rocket lab and take credit for Professor Namba's plan. Later, in A Promise is a Promise, Jessie and James once again don the black Rocket uniforms in a second attempt to steal the captured Lugia.
EP226   Jessie and James disguises themselves as Geisha girls as they try to steal an unevolved Eevee that would later evolve into a Espeon.
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EP245   The trio disguises themselves in Marron Town as DJ Mary (Jessie), Professor Oak (James) and a loud-mouthed radio producer (Meowth). James would repeat the Oak disguise in A Faux Oak Finish!
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EP258   Jessie and James disguised themselves as Nurse Joy and a doctor respectably and claimed to be from the New Bark Town Pokémon Center at the Pokémon Center where Ash and his friends were. The two tried to steal the Larvitar that just hatched after they got rid of the real Nurse Joy.
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