Crossdressing:
- Jessie and James as Valley girls (15: Battle Aboard the St. Anne) - Jpeg1 - Jpeg2
- Jessie and James as hula girls (21: Abra the Psychic Pokemon) - Jpeg1 - Jpeg2
- Both of them crossdressing in Napoleonic outfits, James as Marie Antoinette (Thanks to Patrick Drazen for the info!) (27: Pokemon Fashion Flash!) - Jpeg1 - Jpeg2
- The infamous bikini contest pictures- don't drop that towel! (Holiday in Acopolco, cut out of Beauty and the Beach): Jpeg1 - Jpeg2 - Jpeg3 - Jpeg4 - Jpeg5 - Jpeg6 - Jpeg7
- Jessie and James as Dutch egg salesgirls (47: Who gets to keep Togepi?) - Jpeg
- James, as magician Jessie's lovely assistant (50: The Purrfect Hero) - Jpeg
- Jessie and James as Officer Jennies (Hey, Brock!) (51: The Case of the K9 Caper) - Jpeg1 - Jpeg2
- Ooops! J and J switched their old-folks costumes! (52: Pokemon Paparazzi) - Jpeg
- The first time James ever wore his ballet outfit (58: The Misty Mermaid) - Jpeg1 - Jpeg2 - Jpeg3
- Methinks James protests his costume too much (58: The Misty Mermaid) - Wav
- James as a Napoleonic lady, again. (70: Bad to the Bone) - Jpeg
- James gets to dress as a nurse (Jessie got to be Joy, though) (73: Fire and Ice) - Jpeg1 - Jpeg2
- Yet again with the Napoleonic Costumes! (87: In the Pink) - Jpeg
- The infamous wedding pictures! (Settle down, shippies; they're not REALLY married!) (96: Wherefore Art Thou, Pokemon?) - Jpeg1 - Jpeg2
- Taking after mom? James dresses as a Southern Belle (107: Stun Spore Detour) - Jpeg1 - Jpeg2 - Jpeg3 - Jpeg4 - Jpeg5
- James busts out the ballerina costume again, to prove to the world that he can dance (119: Flower Power!) - Jpeg1 - Jpeg2
- One sentence sums up his whole crossdressing fetish (119: Flower Power!) - Wav
- J and J as members of a ladies' auxillary club (148: The Totodile Duel) - Jpeg1 - Jpeg2
- It finally happened; James is a pretty pink Geisha! (223: Espeon not Included) - Jpeg1 - Jpeg2 - Jpeg3 - Jpeg4
Dressing as Pokemon:
- James as a pretty pink Gengar (87: In the Pink) - Jpeg
- James and Jessie dress up like Meowths (92: Meowth Rules!) - Jpeg1 - Jpeg2
- They are a great trio- dugtrio, that is. (130: Tanks a Lot!) - Jpeg
- James as a drowsy Drowzee (153: The Psychic Sidekicks) - Jpeg
- Well, since James thinks he's a Moltres, he dresses like one (154: The Fortune Hunters) - Jpeg1 - Jpeg2 - Jpeg3
- He's Moltres again, but this time for the purpose of swindling little kids (190: The Wayward Wobbuffet) - Jpeg1 - Jpeg2
- J and J throw off their tentacruel disguise (239: As Clear as Crystal) - Jpeg
Period Costume:
- Some ancient toga-like dress, with a Japanese fan (30: Dig those Diglett) - Jpeg
- Kabuki theatre costumes? Some kind of theatre, I'm sure. (31: The Ninja Poke-showdown) - Jpeg1 - Jpeg2
- Ancient Japanese superheroes? Why, sure. (41: The Problem with Paras) - Jpeg1 - Jpeg2
- James, punk rock star (42: Song of Jigglypuff) - Jpeg
- Dressed as a "living doll" out of Japanese history (49: Princes vs. Princess) - Jpeg
- A nice Greek toga (71: All Fired Up!) - Jpeg
- Flying pirates? Whatever floats your boat... (87: Stage Fight) - Jpeg
- Ah, the 80's look. It's not really an intentional costume, but, eh. (94: Tracey Gets Bugged) - Jpeg
- Jessie and James look quite happy in their kimonos (103: Pokemon Water War) - Jpeg
- Here he looks like some kind of strange peasant cat washer-woman (107: The Stun Spore Detour) - Jpeg1 - Jpeg2
- He's dressed like the legendary hero, the Black Arachnid (120: Spinarak Attack) - Jpeg1 - Jpeg2
- James in a kimono with R's all over it (127: Bout with a Sprout) - Jpeg
- Strange masks! James' looks like it's Native American or Eskimo (134: Foul Weather Friends) - Jpeg
- James as a medieval king (157: Air Time) - Jpeg1 - Jpeg2
- J and J in kimonos at a Japanese festival (158: The Bug Stops Here) - Jpeg
- J and J do the motto as ninjas (163: Two Hits and a Miss) - Jpeg1 - Jpeg2
- James is so deductive, he thinks he's Sherlock Holmes. (164: A Hot Water Battle) - Jpeg1 - Jpeg2 - Jpeg3
- James in a grass skirt. As part of Jessie's personal fantasy. (164: A Hot Water Battle) - Jpeg
- Mr. Semaj, ancient Persian Pokemon Trainer (175: The Grass Route) - Jpeg
- Where are the pyramids? J and J as old-fashioned archaeologists (183: The Light Fantastic) - Jpeg
- James is a pirate. Nice shirt @_@ (189: The Dunsparce Deception) - Jpeg1 - Jpeg2
- What will James looklike when he gets older and gains 75 pounds? Maybe like a sumo... (192: Ring Masters) - Jpeg1 - Jpeg2 - Jpeg3
- James is ready to cook at a Mongolian barbecue (196: The Heartbreak of Brock) - Jpeg
- Are they traveling warriors... or do they just have baskets on their heads? (228: Dues and Don'ts) - Jpeg
- Imperialists! J and J in old-tyme safari costumes (234: Cold as Pryce) - Jpeg
- James is sooo happy as a sailor, always surrounded by seamen :o (240: Same Old Song and Dance) - Jpeg1 - Jpeg2 - Jpeg3 - Jpeg4- Jpeg5
- King James and Queen Jessie. It make more sense the other way around. (256: A Crwning Acheivement) - Jpeg
Other Costumes:
- He's ... an old bald guy ... and has had a profound effect on Ash. (25: Pokemon Scent-sation) - Jpeg
- A sad-looking Santa Claus (SP-1: Holiday Hi-Jynx) - Jpeg
- Those strange stripey uniforms they wore when they sang their song (42: Song of Jigglypuff) - Jpeg
- TR's dressed like waiters, and James is getting his butt whipped (47: Who gets to keep Togepi?) - Jpeg
- Dressed up like an old couple (52: Pokemon Paparazzi) - Jpeg
- James appears to be a rather bipolar schoolboy. (53: The Ultimate Test) - Jpeg1- Jpeg2- Jpeg3- Jpeg4
- Again, he plays an old man (68: Master the Onix-pected) - Jpeg
- Dressed like flight attendants (79: A Scare in the Air) - Jpeg1 - Jpeg2 - Jpeg3
- A very happy construction worker (80: Pokeball Peril!) - Jpeg
- Dressed up like a hypnotist, for the purpose of sedating snorlax (91: Snack Attack!) - Jpeg1 - Jpeg2
- They're pretending to be monsters. Really. (99: The Mystery Menace) - Jpeg
- This one's not realy a costume either, but J and J look pretty funny in traction (110: Viva las Lapras) - Jpeg
- James in nothing but spandex, doing a circus scene (112: A Tents Situation) - Jpeg
- Same episode, but now James is dressed like a clown (112: A Tents Situation) - Jpeg
- He is a cameraman again here (113: The Rivalry Revival) - Jpeg
- A baseball catcher? OK... (115: Double Trouble Header) - Jpeg
- These are the lamest costumes I've ever seen them wear (119: Flower Power) - Jpeg
- James is a fortune teller, reading a crystal ball (124: Once in a Blue Moon) - Jpeg
- Why is James a game show host? That's the $25,000 question! (125: The Whistle Stop!) - Jpeg
- J and J appear to be crop pickers here (129: For Crying Out Loud!) - Jpeg
- You'd think people with such style wouldn't try to look old so much (130: Tanks a Lot!) - Jpeg
- Soldiers, listening intently to Brock's orders (130: Tanks a Lot!) - Jpeg
- James is, uh, a sturdy tree (141: Gettin' the Bugs Out) - Jpeg - Wav
- J and J as Japanese fishermen (152: Forest Grumps) - Jpeg
- James really enjoys being a (flamboyant) radio personality (157: Air Time) - Jpeg1 - Jpeg2
- J and J dress up as trees (again) (159: Type Casting) - Jpeg
- J and J as stylists, and they've dressed up all their pokemon (166: Beauty and the Breeder) - Jpeg
- Jess and James are pokemon doctors (166: Beauty and the Breeder) - Jpeg
- James is a cleaning guy (169: Mountain Time) - Jpeg1 - Jpeg2
- Easily the lamest costumes they've every had; file this one under "improvisation" (170: Wobbu-Palooza!) - Jpeg
- What an original costume- the twerps'll never recognise you in glasses and a moustache... (171: Imitation Confrontation!) - Jpeg
- How awful! James decides to dress up as ... Ash! (171: Imitation Confrontation!) - Jpeg1 - Jpeg2 - Jpeg3
- James as a magician, shaking his groove thang. (173: Ariados, Amigos!) - Jpeg
- J and J as construction workers (186: Spring Fever!) - Jpeg
- James... has... a 'fro! *breaks into hysterical laughter* (190: The Wayward Wobbuffet) - Jpeg
- Jess and James dress up as old folks again (193: The Poke-Spokesman) - Jpeg1 - Jpeg2 - Jpeg3
- James in a ballet outfit... a MALE ballet outfit!?!? (199: Doing What Comes Natu-Rally) - Jpeg1 - Jpeg2
- Jess and James as policemen (201: The Screen Actors Guilt) - Jpeg1 - Jpeg2 - Jpeg3
- J and J as meteorologists. (208: Fly me to the Moon!) - Jpeg
- James, with his Black Arachnid costume on once again (209: Takin' it on the Chinchou) - Jpeg
- The proper uniform for peeping... or in this case, stealing. TR wears kerchiefs on their heads. (213: Dueling Heroes) - Jpeg
- Clever costume, holding up a silver wing and all (216: Hi Ho Silver, Away!) - Jpeg
- Helmets... and black suits. Not much of a disguise... (227: Hatching a Plan) - Jpeg1 - Jpeg2
- J and J as eggs. Guess which is which! (227: Hatching a Plan) - Jpeg
- James as a football player. American football, that is. (228: Dues and Don'ts) - Jpeg1 - Jpeg2 - Jpeg3 - Jpeg4
- J and J take offense; they don't play dress-up! (228: Dues and Don'ts) - Wav
- J and J as boxers (230: A Tyrogue Full of Trouble) - Jpeg
- James scuba dives! (232: Talkin' 'Bout an Evolution) - Jpeg
- It's a costume... he's a ... gay man in shorts ... hawking ice cream :\ (235: Nice Pryce, Baby) - Jpeg
- James, a baseball player, has fire in his eyes (237: Some Like it Hot) - Jpeg1 - Jpeg2
- James as... Professor Oak!? (242: Will the Real Professor Oak Please Stand Up?) - Jpeg1 - Jpeg2
- James as a receptionist. And no, it doesn't stand for "butt pirate" (245: One Trick Phony) - Jpeg
- James, an elite trainer in leather (245: One Trick Phony) - Jpeg1 - Jpeg2
- Jessie and James as reporters; James even gets Ash to dress up (again) (251: Why? Wynaut?) - Jpeg1 - Jpeg2 - Jpeg3 - Jpeg4 - Jpeg5 - Jpeg6
- They have magical powers, yes they do! (238: Hocus Pokemon) - Jpeg
- J and J as ... sleeping ... doll things. (254: Hatch Me if You Can!) - Jpeg
- The moustache is a SWELL disguise. (262: A Claim to Flame) - Jpeg
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