• English / United States: Jessebelle
• Japanese / Japan: ルミカ
• Japanese (Romanized) / Japan: Rumika
• Japanese (Trans) / Japan: Rumika

Jessebelle is the woman appointed by James's parents to be his fiancée. Even though James despises Jessebelle, she is really persistent and even uses her Vileplume in order to stop him from running away from her.

Jessebelle has known James since they both were children. When he saw her for the first time, he became overly infatuated, and even wrote her a love letter proposing a marriage. However, he didn't want anyone else to see it before handing it to her, so he hid it in a treasure chest his parents gave him. Later, he visited Jessebelle's house and he tried to offer her the chest, but she interrupted James informing him that she accepts his marriage proposal. She also notified him that their parents had already talked about it and given their consent too. Jessebelle, though, acted selfishly and ordered him to replace his beloved pet Growlithe with a Skitty, because she didn't like Growlie. This made him really upset and he left her house shortly after, yelling that he doesn't want to marry her. On his way back home, in his effort to dispose of the treasure chest so Jessebelle wouldn't find out about the letter he wrote, he told Growlie to use Dig and hid it in the forest.

Jessebelle arrived at James's mansion after being contacted by Sebastian, James's butler. She tried to prevent him from escaping by having her bodyguards surround the mansion and seal off the mansion's exits. However, James managed to use one of the mansion's secret passageways as an escape route, which Sebastian revealed to her shortly after. Thus, she started chasing after him with the butler's aid. After Ash and Brock sealed the exit using some boulders, James's butler offered to open the door by force for her. Due to his strength not being enough to knock down the boulders on the other side, Jessebelle used her Vileplume's Solarbeam attack to open the sealed exit.

Seeing as there was no other way to escape from Jessebelle and his mischievous butler, James asked Ash to have his Pikachu use Thunderbolt on him, Jessie and Meowth. Ash agreed, but the attack also hit Jessebelle by accident, resulting in her blasting off together with James and Meowth and Jessie landing near her bodyguards, which led them to mistake her for Jessebelle.