Jessie, James and Meowth

The main antagonists of the series, Jessie, James, and Meowth are members of the villainous gang Team Rocket who are always on the tail of Ash and his friends.

[Jessie is the de facto leader of the villainous threesome.

Appearance: Jessie has very long magenta hair that she wears curled in a comet-tail behind her head. She typically wears a pair of large green pearl earrings that have become a staple signature part of her look and is never seen without them, even in disguise. Jessie usually wears a customized Team Rocket uniform of her own design. consisting of a short black crop top that exposes her midriff and belly button under a short-sleeve white high collared crop top emblazoned with a large red R that team rocket is known for, a short white miniskirt, grey high-heeled thigh-high boots, and shoulder-length grey gloves.

Personality: Jessie is the short-tempered member of the Team Rocket trio, having a tough streak as well as being vain and very prone to anger. Every time she has stolen someone else's belongings or Pokémon, she always claims, "Your things are mine, my things are still mine." Proud and haughty, she is excessively self-confident and can’t help seeing herself as the most beautiful, the most talented, and the best in many areas. Due to her pride, she usually underestimates her opponents' strength, which is a cause for her own failure.

She also values her beauty and long hair; she will become furious if her face or her hair is damaged. A prime example is in Tracey Gets Bugged when a younger Scyther manages to slash her hair down to a shoulder-length, devastating her and sending her into a rage. Jessie also shows her violent outrage when someone insults her beauty by calling her old. Her anger also scares James and Meowth, especially when their missions end up in a failure. Jessie has an affinity for snake-like Pokémon such as her Ekans who later evolved into Arbok and her Seviper. She also makes has a love of Poison-type Pokémon as seen in The Ninja Poke-Showdown!. In addition, she adored her Dustox, which she released in Crossing Paths!. Dratini and Smoochum are her favorite Pokémon too, so she'll try to steal any one of them if she sees one. Despite this, Jessie is shown to care about her Pokémon, proving that her method of training is merely an act of tough love.

She can sometimes be a hopeless romantic, although she is also aware of her own bad temper. So whenever she falls in love, she pretends to be a calm and delicate young woman to charm the person she likes, as she truly hates showing any sign of vulnerability. If she is moved or touched by an act of kindness, she usually pretends out of pride that it doesn't affect her at all.]

[James is Jessie's somewhat dim-witted foil. He'll often take the role of Only Sane Man to counter his colleague's more bizarre ideas.

Appearance: James has shoulder-length periwinkle hair with a single fringe sprouting from the center and green eyes. He is usually seen in a Team Rocket uniform, which consists of a white long sleeve shirt with a large red R on it, a black short sleeve undershirt, white pants with a purple belt, black boots, and matching gloves.

Personality: Behind his Team Rocket duties, James remains a deeply sensitive, warm-hearted, and immature individual, driven as much by emotion as by loyalty. He constantly plays a double role, putting on a fake facade of confidence and exaggerating his reactions like a stage actor to hide his true nature and his lack of self-confidence. James shows his very sensitive side and intense fear when it comes to his wealthy family, particularly due to his heavily enforced, sheltered upbringing and the constant harassment he had endured from his childhood fiancée Jessebelle. His parents were negative influences, as shown when he finally grows up and displays a clear disdain and fear concerning their wishes to marry him off to Jessebelle.

His parents have been unworthy and abusive to him, James's mother threw away his precious collection of bottle caps, which meant everything to him, and placed the empty cookie tin that held them back exactly where her son had hidden it. Both of them calmly closed their eyes and sipped their tea in the torture room, where Jessiebelle chased James with a whip to "educate" him. His mother is called him a "worthless do-nothing." James sensitively questions whether he has a "duty to be manipulated", and he calls out his parents as being "lousy" due to their failure to realize the detrimental effects that Jessebelle's attitude had on his upbringing. He openly despises upper-class society, lamenting about how it seems to him that they have strict rules for just about everything; feelings which were most likely triggered by Jessebelle's constant criticism. In Holly matrimony, however, it is shown that before his rebellious attitude arose in him, James cared deeply for his parents. He also clearly cares for his grandparents, James is shown to be the most emotional of the Team Rocket trio and apparently has the greatest moral conscience among the three. Despite this, he is not all pure but he is therefore not prone to backstabbing anyone who is kind to him. James lacks some of the constant optimism and motivation his teammates have and is shown to become depressed when he fails at something. Despite these brief depressive periods, James is actually arguably the least serious of the trio. Part of James' eccentricity is shown through his affinity for collecting rare bottle caps, a hobby which he traces far back into his childhood. However, his childlike mindset often gets him into trouble, too, such as being repeatedly scammed by the same Magikarp salesman in various different episodes, much to the disapproval of Jessie and Meowth. James is actually fairly intelligent, he is a gifted hacker and a great engineer, capable of creating sophisticated robots but he is naive, very childish and he is too emotional. He has more of a follower’s personality than a leader’s, and because of his lack of backbone, he is easily swayed and led by others

James has a big heart when it comes to his Pokémon. Although James appears confident on the surface, deep down, he suffers from a significant lack of self-confidence. On stage, he is an outstanding and highly skilled speaker; when he encourages someone else, he is passionate and loud. However, in a face-to-face confrontation or when he has to participate in a league himself, he becomes very timid. James is not the same person in the spotlight, for his job and in private.]

[Meowth is the third Team Rocket member, who’s fully capable of normal human speech.

Personality: Meowth fits in perfectly with his human comrades of Team Rocket as he is conniving, prideful, greedy, and mischievous. Compared to most other Pokémon, he is capable of communicating to humans without needing assistance, having taught himself. Like other Pokémon, he can translate what other Pokémon say to him to those that don't understand what they're saying. In Meowth Rules he reveals that as a result of him learning (or rather teaching himself) how to walk and talk, his combat proficiency dropped, most notably claiming that he's unable to use his species' signature move, Pay Day. As such, most of his fights are pitiful. On rare occasions, however, when passionate or incensed enough, Meowth can be very formidable in battle. He has also proven quite able as a performer as well, helping Jessie win several contests and showcases. Before joining Team Rocket, he was just a normal Meowth living on the streets of Hollywood (AKA "Tinseltown"). He had been abandoned as a kitten and was left to provide for himself, often violently rejected by evil people for trying to steal food not caring about a poor hungry meowth.

He joined a gang of street Meowth led by a Persian. They annoyed the people of Tinseltown in a typical alley cat fashion, such as stealing food and rummaging through trash cans. Eventually, he met a female Meowth named Meowzie, who he fell in love with. However, she rejected him in favor of the attention of her rich mistress. Desiring to impress her, Meowth committed to becoming more like a human. With a great amount of time and effort, Meowth learned how to speak in human language (with a New York accent) and how to walk upright. However, all his efforts backfired, as he was again rejected by Meowzie, who saw him as a freak. With his heart broken, he decided to join Team Rocket (mainly due to the fact that the word "Rocket" was the first word he learned to say and comprehend).]