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Jessiebelle is a recurring character who spent time with James at a young age.
In her debut appearance and onwards, Jessiebelle appears very similar to Jessie, who had long, red hair (as the former's hair changed to fuchsia pink in later series) and blue eyes as hers are tied in a style of large ringlets in each sides.
Her primary appearance is a dark pink, long gown with white long sleeves and a purple collar and a matching dark pink high heels.
When she tries to change James to become a perfect gentleman, she was seen wearing a dark red, formal short jacket with a white, long-sleeve button shirt with an orange tie, white pants and a matching dark red, thigh-high boots.
As a child, she was wearing a dark pink dress, white socks and red shoes.
Like James, she was also a calm and serious person with an elegance, but is also mean and a very despicable woman, which is in contrast to Jessie's personality traits, which range from being prone to anger to being vain. Jessie also remarks to James that Jessiebelle is truly despicable, as seen in Holy Matrinomy!.
She was also very controlling and obsessed when it comes to her upcoming fiance, James as she tries her best to change him for being a true gentleman but he never refines it. This also happens on their childhood after knowing of James engagement to her and wants to relinquish James' pet Growlie so that she can refine him in a manner of an etiquette but James angrily refuses. .
She was also the main reason for why James chose to run away from the estate, mostly because of her upbringing and her behavior for being bossy and very aggressive. This is especially true when she senses James' presence when he goes to one of his family's summer estates after being called by Sebastian. Jessiebelle shows her excitement and her aggressiveness in wanting to see James for one final time.
Even though they were at this time young, James' mother and father chose her to become his bride, and planned an arranged marriage for the future. Though Jessiebelle and James were to be wed, he was very much afraid of her, due to her bossy attitude and qualities. Additionally, Jessiebelle has a very similar appearance to Jessie. Jessiebelle's similar appearance to Jessie is very accurate. Seeing her aggressive attitude, James decided to run away.
The fact that Jessiebelle was supposed to marry James, and that Jessie looks a lot like Jessiebelle and James left Jessiebelle to go be with Team Rocket.
She made her debut appearance in Holy Matrinomy!, as James' parents reintroduce her to their son James after they manage to fell their son to their trap. Jessie and Meowth saw her appearance as well as Ash and his friends that Jessiebelle looks like Jessie in appearance to which Jessie angrily does not want to compare with her. She manages to trap James, Jessie and Meowth to the dungeon as the two think it was James' inheritance was inside of the vault. James scolds them that Jessiebelle had tricked them into getting inside the dungeon as she actually spotted both. When Jessie and Meowth escapes by smoke bomb leaving James behind. She finally reunite with her upcoming fiance as she attempts to whiplashes him causing James to be chased by her until she releases her Vileplume to paralyze them with a Stun Spore to prevent James from escaping even Ash and his friends are involved as well. When she is about to be ready for their wedding it was stopped by James' pet Growlie who saves his master from her upbringing. She manages to confront him one final time as Vileplume unleashes another Stun Spore but Growlie stops it with Flamethrower allowing both Growlie and Pikachu to burn it with their Flamethrower and Thundershock combination causing her to be chased by a burning Vileplume as she manages to bump James' parents in a pond filled with Magikarp.
She later reappears in The Treasure is All Mine!, Jessiebelle arrives at one of James' family summer estates after she was personally called by Sebastian due to James' presence. She later confronts him again after her Vileplume manages to blast the door with Solar Beam and also to knock Ash and Brock. James convinces Ash to be blasted off with Pikachu's Thunderbolt as it successfully do it as Jessiebelle follows him. To James' dismay, Jessiebelle is with him and Meowth while beong blasted off while Jessie is left behind as her bodyguards mistake of Jessie as Jessiebelle due to her very similar appearance. Jessiebelle is last seen chasing James and Meowth at the sunset beach.
|Jessiebelle has had Vileplume (as an Oddish) since she was a child. By the time she and James meet again, it has evolved into Vileplume.|
|Oddish → Gloom → Vileplume ♂|
Jessiebelle is a pun for Jezebel the wicked wife of King Ahab the evil king of Israel. She controlled her husband and led him to perform sinful deeds much like the way Jessiebelle attempts to control James.