Karen

Karen Annabeth Umbra (born in Cerulean, KA) is a Kantonian professional Master Trainer, known primarily for her role as the leader of the Indigo Elite Four. She specializes in the Dark-type.

History
Karen was born to Annabeth Logan, a screenwriter, and Sylvester Umbra, a well-known championship boxer, in Cerulean City. At a young age, she showed a great interest in becoming a Pokemon trainer, as well as a high interest in her father's career, watching all of his title matches and being inspired by the success he maintained. However, because of his frequent absences from the house, despite the money he earned being used only for his family's sake, Karen grew to resent her father. Her mother was her only company as she refused to have friends and rashly started fights on the playground. Annabeth's sister, Katie, played the role of second mother to her during this time. During this period, she wished to specialize in Fighting-types, like her father.

The Mask of Ice
At the age of 11, Karen was kidnapped by a mysterious man calling himself the The Mask of Ice. She was seduced by the kind of power that she could control under his tutelage, and remained in his service for 5 years. During this time, she became intrigued by the newly-discovered Dark-type, for it had a weakness to her father's favorite type. She saw mastering these Pokemon as a way to master herself and become stronger.

She was partnered with Will, a Psychic Pokemon trainer that had been abducted around the same time that she had been.

Karen participated in the fight between the Mask of Ice and the PokeDex holders of Kanto and Johto, but was soundly defeated. She gave up shortly afterwards, forsakening the life she had lived for years. She returned to her mother in Cerulean.

Making up for lost time
Karen returned to having a normal life, but having lived as a criminal for years had changed her - she was now much more brash, arrogant, and seductive than before, the latter being the product of her aging. When she returned to schooling, she began dating boy after boy, eventually losing her virginity to one. Despite her frequent late nights, she was able to graduate high school with honors.

Unfortunately, Karen's mother Annabeth had been diagnosed with breast cancer with little chance to live. Karen spent the majority of her next year with her mother, forsaking her first semester at Kanto Regional University almost completely to care for her. Her father, retired now, chose to have the family spend as much time as possible together. Eventually, Annabeth passed peacefully. Karen was emotionally distraught, but was able to clear her head by returning to her old ways. She became a party girl, and nearly failed out of college her first year.

Around this time, Karen began to experiment with her sexuality, dating both men and women. During a spell of nearly all women, her father found out, and being a traditionalist, he slurred at her, causing them to have an enormous fight that saw the two of them never speaking again, even to this day.

Cleaning up her act
Her father's diatribe having sobered her up, Karen returned to her studies, where she graduated from KRU with honors. She then started major training, her ambition being to become a member of the Elite Four, a group of Master trainers whom were the final challenge for anyone capable of finishing the Indigo League Gym Challenge. She battled and fought, maintaining her use of Dark-types as a sort of rebellion against her estranged father, and eventually became an alternate for her hometown's Gym. She pushed farther, and eventually a position on the Elite Four opened. She applied, and in a very close match with the champion of the time, she was able to earn her worth and become a new member of the Elite Four. She worked harder still, eventually becoming the leader of the Elite Four after Lance, the former leader, took up the mantle of Champion.

The Takeover
When Team Rocket began their usurping of the Indigo League, Karen was one of the first to fight. She did well in the great battle, but was ultimately defeated and went into hiding with the rest of the freedom fighters. She became incredibly concerned when Morty, the leader of the Ecruteak Gym, was brainwashed by Giovanni into serving Team Rocket, and she rescued him (with some help from Blue). Karen tried to return him to his normal mindset but talking, but in a case of reverse-Stockholm's Syndrome, she began to develop feelings for him, eventually leading to the two having relations. She viewed this act as disgraceful afterwards, considering it rape because of Morty's condition.

Karen was involved in the final battle against Team Rocket, facing both Ariana and Proton. During the fight, she nearly died at the hands of Ariana's Arbok, and confessed her feeling for Cynthia before defeating Ariana. Soon afterwards, she began her search for Morty, who did not wish to be found. Karen gave her search up after hearing this and after talking to Officer Jenny, whom had an interest in Karen. The two did not last, however. Jenny broke up with Karen, saying that because the two would not be spending much time together because of her line of duty, and it would all be for the best.

Known Pokemon
Karen is known to have 8 Pokemon:
 * Millicent (often called Milly) is Karen's Umbreon. Given to her as an Eevee, she a gift by the Mask of Ice upon her initiation into his group. She is Karen's closest Pokemon and she regards her as the most wonderful Pokemon on the planet. It is a physical attacker with massive defenses, focusing on absorbing blows while preparing its deadly Curse/Payback combination.
 * Bellatrix (often referred to as Bella) is Karen's Honchkrow. She caught her as a Murkrow during her time with the Mask of Ice and evolved it after being given a Dusk Stone as one of her graduation presents. Bellatrix is Karen's flier, used for short-distance travel, and is also a physical attacker, combining Night Slash's already-potent critical-hit ratio with her ability, Super Luck.
 * Felicia is Karen's Weavile. She caught it during her time with the Elite Four. She is shy, but a ferocious fighter if her or her trainer is threatened. She is a physical attacker and is capable of using Swords Dance. She was instrumental in training the Gengar that Lance would use in his final battle with Giovanni during the Rocket Insurgency.
 * Bianca is Karen's Absol. She caught on a trip to the Hoenn region. Bianca is a physical attacker similar to Bellatrix.
 * Alice is Karen's Houndoom. She was also a gift from the Mask of Ice as a Houndour. She is a special attacker, specializing in the use of Nasty Plot.
 * Raphael is Karen's Spiritomb. She caught it on her trip to Sinnoh, after hearing legends about them from the locals. It is used mainly as a support buffer for the rest of her team.
 * Victoria (ofter referred to as Vicky) is Karen's Poochyena. She was a gift from Maxie prior to Karen's change in attitude towards him. She keeps Victoria as a reminder of the kindness that can exist in someone prior to change.
 * Karen also owns an Abra that she uses mainly for teleportation purposes.

Appearance
Karen's appearance is something that she is quite proud of. Although not slender to the degree of some models, she is still thin and curvy, with semi-wide hips and a bust that she flaunts constantly when she wishes to. She generally wears revealing clothing, such as her favorite outfit; a yellow double-spaghetti-strap tank top that cuts off at her midriff, one set of straps loose and hanging on her arms, and white hiphuggers that do her curves justice. Her silver hair is also something she is proud of - she grooms it daily and has been growing it for years.

Personality/Psychology
Karen is upbeat - she will never back down from a fight (she is usually the one that instigates the fight) and never quit, no matter how tired she may be. In battle, she is fierce, wearing the opponent down with the trickery of the Dark-type, then moving in for the kill.

Outside of battle, Karen is incredibly flirtatious and seems to have no shame. She will flirt with anyone, and generally enjoys getting silly reactions from those she speaks to. When she is serious about flirting with someone however, her tone becomes far more seductive. Karen used to be a heavy drinker, but after a spat with Agatha, she became more responsible with what happened to her. Friendship and trust are strong traits for Karen, and she will never forgive someone who has betrayed her trust or her friendship. She will even speak casually to her friends, even though those friends are on the opposite side (for example, she spoke normally to Janine during her time in Team Rocket). Karen is also wary of most people, and has stated that she trusts few.

Karen is naturally a bisexual, having had relationships with both men and women.

Lance
Lance is Karen's boss as Champion, and the two have a high mutual respect. Karen has regarded Lance as one of the few people whom she trusts wholeheartedly. She also had a brief crush on Lance. Karen says that the two are nearly-evenly matched when it comes to battle skills, and she often teases him about his OCD and his lack of social and romantic skills.

Cynthia
Karen met Cynthia at a conference in Sinnoh, and was instantly swept off her feet by the Sinnohsian Champion's prodigious battle skill. She regards Cynthia as her one true love, and can barely string together a sentence in her presence. Cynthia remained ignorant to Karen's adoration of her for a while, regarding Karen as only a good friend, until Karen confessed to her when she thought she was dying. Cynthia responded by calling her a wonderful woman, but as she was neither bi nor gay, she could not return her feelings. Karen understood and has since attempted to move on.

Agatha
Being the mentor of Karen during her early days of the Elite Four, Agatha constantly nags and corrects her, once even forcing Karen to act like a person she wasn't. Karen has yet to defeat Agatha in battle, despite having a type-advantage. The two ofter fight, but Agatha cares about Karen's well-being because of her similar past. When Agatha became unwell at the hands of her own self-torture to escape Team Rocket, Karen heavily questioned her own ability to defeat the Rockets.

Morty
Karen and Morty had little-to-no interaction before Team Rocket took him and brainwashed him; Karen was extremely concerned for his well-being, so she decided to rescue him. She treated him better than any other POW, and then took him to her old house, where Karen's Aunt Katie doted on him. Karen has developed passionate feelings for him, feelings he might return as he consented to having sex with her. Karen, however, viewed it as rape and started trying to push herself away to prevent more damage. She finally gave up on him after the final battle between the Resistance and Team Rocket, choosing to let him decide for himself what he wanted.

Jenny
Jenny began to show interest in Karen shortly after the end of the Rocket Insurgency, when Karen commented that she was bisexual. The two dated briefly, but after seeing that their lack of time spent together because of Jenny's work was putting a strain on their relationship, Jenny broke up with Karen.

Trivia

 * Karen is portrayed by Cena on PokeTwitter.
 * Each of her Pokemon are named after dark, sinister, evil, or anti-heroic characters from fiction;
 * Millicent and Bellatrix are named after Millicent Bulstode and Bellatrix Lestrange from the Harry Potter series of novels by J.K. Rowling.
 * Raphael is named for Raphael Sorel from the Soul series.
 * Alice is named for the eponymous character from Alice in Wonderland, specifically the 2010 Tim Burton film.
 * Bianca is named for Bianca di Angelo, daughter of Hades, from the Percy Jackson series.
 * Felicia is named for Felicia Hardy, alias the Black Cat, occasional partner of Spider-Man.
 * Victoria is named for both the Victorian era, where Gothic style was largely used, and for Vicky, the evil babysitter from The Fairly OddParents.