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My Pokemon OC x canon stuff (very long)

Just like the title says, sharing my Pokemon OC x canon things upon request😂 Basically all the characters I've consistently drawn fanart of (and more) are romantically involved/friends/families with my OCs, so if you're uncomfortable with such stuff please avoid reading. Here's a list of my OCs:

All the headcanons about my OCs involved with canon characters are made just for me and my friend's enjoyment, therefore I don't take constructive criticisms or any negative comments. Also I keep OC content separate from my (only canon) Pokemon fanart stuff so there won't be any OC stuff in my usual content.

Also be warned that this post is extremely long it's been about five years since I've started developing pokemon OCs with my friend whose OCs are involved with mine

Lizzie Pokemon: Nidoqueen, Sandslash, Golem, Rhydon, Marowak, shiny Gligar

Originally from Pewter City of Kanto, Lizzie joined Team Rocket for money and caught attention of Archer who often joined her in missions. They also took care of an orphan adopted by Team Rocket (my friend's OC) which brought them closer, although Lizzie didn't reciprocate the feelings Archer had for her. As she was popular among other Team Rocket members, Lizzie used her popularity to get what she wanted but that made Archer grow possessive of her. After Red disbanded Team Rocket, Lizzie started looking for something that would make money therefore became a bounty hunter. When Archer regrouped Team Rocket he asked her to rejoin, however Lizzie chose to continue her new job instead so she only helps Team Rocket out if there's money involved.

Sly and cunning, Lizzie doesn't care about good or evil if it benefits her and always prioritizes money over everything. She considers Archer's obsession over her to be rather annoying but somewhat grew fond of his company enough to keep him around. Archer's feelings towards Lizzie does include romantic love, though the desire to possess her overshadows this (making Lizzie one of his greatest obsessions alongside Giovanni)

Noah Pokemon: Tentacruel, Parasect, Raticate, Persian, Electrode, Beedrill

Noah is the son of Archer and Lizzie, born after the events of HGSS when Archer settled down with Lizzie. He is a complete opposite of his parents, always stuttering and tearful with an extremely introverted personality. However he does have an unusual habit of swearing heavily combined with his stuttering, and perhaps some weird sense of morality influenced by his parents.

Diana Pokemon: Feraligatr, Lanturn, shiny Yanmega, Umbreon, Arcanine, Mismagius

Diana's hometown is Mahogany Town of Johto, but after her parents divorced, she and her mother moved to Blackthorn City where she became close friends with Lance and Clair. She went along the journey to become a pokemon trainer with them, slowly developing feelings for Lance on the way but kept to herself out of worry that they might get awkward. Coming across the Sinjoh Ruins sparked her interest in history and legends, which led Diana to becoming a historian as well as delving deeper into studying connection between pokemon types and Arceus. Her studies and Lance's champion duties kept the two apart for a while, but the two reunited in Blackthorn City where Lance confessed his feelings for her and Diana accepted. The two got married and had a twin son and daughter (whom I've still yet to draw properly)

Diana is insightful, kind and slow to anger. But she does show a tendency to do things by force if things can't be settled with words. If someone outmatches her, Diana is quick to accept and wishes to learn from defeat, though this makes her distasteful of cheating and unfairness. Lance and Diana's relationship is mature and dignified, always full of love and support for each other.

Eliza Pokemon: Stantler, Furret, Noctowl, Smeargle, Aipom, Ursaring

Eliza comes from a family of pharmacists running the pharmacy in Cianwood City of Johto. Reading medical books at an early age inspired Eliza to continue her family's job, and she joined her parents' journey to gather medical ingredients across the Johto region. On a visit to Ecruteak City, six year-old Eliza got lost in the forest one night when young Morty came upon to find her while training. She got out of the forest thanks to his help but this short encounter got lost in both their memories as they grew older. As time passed and Eliza started running the Cianwood City Pharmacy, she and Morty reunited when he visited to get some supplements after training.

Eliza doesn't smile a lot, keeping a stoic expression all the time and has zero flexibility. She is brutally honest to the point of getting criticized for lack of consideration, however her serious attitude takes everything too seriously that jokes bounce off of her. Morty and Eliza have a quiet and calm relationship, Morty being the one that eases up the mood quite often with his comparatively lax nature. They find comfort from keeping each other's company, and Eliza sincerely roots for Morty's dream of finding Ho-oh, considering his persistence quite admirable.

Madeleine Pokemon: Espeon, Meganium, Corsola, Forretress, Venomoth, Magcargo

Her hometown being Violet City of Johto, Madeleine grew up with Falkner as their parents were close friends. Madeleine was Falkner's love at first sight unbeknownst to her, and he kept the crush to himself even as they got older. The two went to Violet City's Pokemon School together, and Madeleine's handmade snacks got her popular among classmates which unfortunately encouraged Falkner's jealousy to the point of getting irritated over who sits next to Madeleine. Even more unfortunately, Madeleine was clueless about Falkner's feelings for her and continued to spread kindness across the city with her cooking talents, earning much love from the residents (and testing Falkner's patience). Madeleine also started feeling something for Falkner at some point but thought it was one-sided until Falkner abruptly confessed when her family was called to move to work for Olivine Cafe. They started a long-distance relationship between Violet City and Olivine City, finally ending with Madeleine moving back to Violet City at the age of twenty and marrying him.

Madeleine is always optimistic, finding something positive even in situations everyone might detest. She keeps a smile on her face and talks kindly to no matter who it is, and this gives an impression that she's always in a good mood. However she doesn't hide herself when she feels down, only in front of people she considers to be close. As optimistic as she is, Madeleine never thought anything negative about Falkner and thinks he's completely kind-hearted and sweet, despite others saying how stubborn and hot-tempered he is. The downside is that she is too good-natured to understand what jealousy is and thus, unintentionally tortures Falkner. Madeleine is also one of the few people that understands and encourages Falkner's obsession over his father, this being one of the reasons why he likes her.

Stacey Stone Pokemon: Swampert, Kingdra, Gyarados, Wailord, Huntail, Sharpedo

Stacey is Steven's younger sister, born 8 years after him. On a trip to Sootopolis City with her brother, Stacey encountered lots of water type pokemon and got interested in specializing them, naturally getting close to water as well. Her water type team embarked on the Hoenn league challenge and managed to reach Steven, though it wasn't enough to defeat her brother. Deciding on giving up the title of champion, Stacey settled down in Dewford Town instead with the help of Brawly, working as a scuba diver and security guard catching pokemon hunters. She later marries a pokemon racer from the Kanto region (one of my friend's OCs) and has a son and a daughter.

Stacey is extremely energetic and hyperactive, struggling to focus on one thing and distastes family business meetings that require manners and makeover. Steven doted on her ever since she was little and constantly gifts her with stones, though Stacey never understands his love for them (she still keeps the stones). Steven is a kind and dependable brother to Stacey, though he becomes strict if he has to.

Parker Pokemon: Tropius, Cacturne, Ninjask, Swellow, Sawsbuck (summer), shiny Braviary

Parker is the twin brother of Stacey's husband (my friend's OC) that got separated at a young age and moved to Fortree City of Hoenn. Brought up by tough parents, Parker was pressurized to study hard and aim for a successful career starting at a young age. This got him working for the Devon Corporation when he was sixteen years old, however his overly mature and somewhat empty personality unmatching for his age caught the eyes of Steven. Feeling sympathy for Parker, Steven called on him to help out and take breaks from suffocating schedules which soon turned into Parker becoming Steven's personal assistant. Tagging along Steven's venture to find rare stones and visiting other regions made Parker light up and relaxed, enjoying overseas trips as well as learning pokemon battle tactics from Steven to becoming as strong as an Elite Four. As he turned into an adult, Parker went to study at the lab of the retired Hoenn champion before Steven (one of my friend's OCs), someone who he deeply revered. There, he met the retired champion's granddaughter (one of my friend's OCs) and fell in love, the two marrying shortly after and having a son and daughter.

Parker is a prudent young man, quite persistent and prioritizes his responsibilities. He is used to taking up all the work, though his workaholic personality drives him anxious if there's nothing to do. Despite having lots of merits, Parker's self-esteem is extremely low and finds it hard to take compliments. He's grateful for what Steven has done for him and has a brotherly relationship, Steven likewise considering Parker as a helpful and dependable assistant. With Parker's brother marrying Stacey, Parker and Steven became in-laws.

Hannah Pokemon: Shiny Aggron, Seviper, Flygon, Gorebyss, Manectric, Lunatone

As the only daughter of a rich family running the Lilycove Department Store, Hannah was raised in a wealthy environment to become a dignified lady. She showed great prowess in pokemon battles, enough to once hold place as a Frontier Brain. After retiring, Hannah joined her parents on financial business and managing the department store until a marriage proposal started getting discussed between the Lilycove Department Store's owners and the head of Devon Corporation. Hannah first met Steven on a blind date but was quick to make friends with him, thanks to sharing similar interests on rare stones and pokemon battles. Both Steven and Hannah weren't hugely interested in marriage, though they didn't mind each other's company and agreed on the marriage arranged by their parents. Marrying Steven got her involved in running the Devon Corporation as well, with Hannah greatly influencing the management using her knowledge. The couple first planned to have two children for inheriting both sides of family business, however they agreed on having only one after giving birth to a son. The constant disagreement of Hannah's parents is a new source of headache for her.

Outgoing and sociable, Hannah loves to gossip and adorn herself but not to the point of being overly luxurious. She's very strict with financial management and likes to lead young trainers, maybe a bit too nosy to bear with. Hannah is quite prideful and has to overwhelm those who dare pick a fight with her, holding grudges for a ridiculously long time. Hannah and Steven's relationship is quite amicable despite being an arranged marriage. It's not like they are madly in love, rather their feelings for each other are mild and somewhat closer to a companionship. The two appear to be like a formal aristocrat couple, however they do feel jealous when the other is involved in false scandal gossips.

Nathan Stone Pokemon: Mawile, Solrock, Cradily, Relicanth, Sableye, Minun

Nathan is the son of Steven and Hannah, and future heir to the head of Devon Corporation. He's kind of like the prime example of a rich young master, polite as always and leading conversations with ease. He's not the character to boast about his rich background, instead Nathan is incredibly stingy when it comes to spending money. He loathes counterfeit valuables with a burning passion and is deeply interested in collecting gems, which his Sableye is always on the lookout to devour them. Nathan keeps a formal attitude even with his parents, constantly looking for guidance from them.

Connor Pokemon: Sharpedo, Mightyena, Shiftry, Drapion, Zoroark, Hydreigon

Connor is originally from Snowpoint City of Sinnoh, where he lived with his younger sister (one of my friend's OCs). Orphaned at a young age, Connor took up the burden of raising his baby sister all by himself, doing his best so she won't be deprived of love and care. Thanks to his experience of working at a port, Connor was introduced to a new job in Slateport City of Hoenn, therefore he left Sinnoh to provide more for his sister. During his stay in Hoenn, Connor was told by Team Aqua that they will pay him well if he joined their team which got him involved in their activities. As a Team Aqua grunt, Connor was shunned by fellow grunt members because of his timid personality and this made him prefer pokemon over human companions. He clashed with young Steven and Brawly a few times, leaving a strong impression with his talent in pokemon battles. As this was before Steven became champion, Connor served as Steven and Brawly's rival for letting them taste defeat for the first time. After Connor's sister came to find him, Connor decided to leave Team Aqua and make amends with Steven and Brawly. Now he works as a pokemon behaviour specialist, particularly skilled at handling dark type pokemon.

Unlike his intimidating appearance, Connor has a frail mind and little confidence in himself. He tends to endure any sort of situation that one would be upset with, but explodes once he's over his limits. Connor's personality completely changes when he's properly mad, however he only stays angry until necessary and returns to his normal gentle self. He believes that looks aren't always what they seem and works hard to break prejudice against dark type pokemon. Even after leaving Team Aqua, Connor maintains a friendly rivalry with Steven and Brawly, often joining their training as a battle partner. Connor's physical strength is on another level, so much that Brawly has never beaten him physically and thus fueling his competitive spirit.

Caylin Pokemon: Shiny Lucario, Aggron, Salamence, Garchomp, Bisharp, Tyrantrum

Caylin is Byron's niece and Roark's older cousin. Being an orphan, Caylin was raised under Byron's care in Canalave City of Sinnoh and showed interest in steel type pokemon ever since she was little. When she turned ten, Byron introduced Caylin to Riley and the two traveled around Iron Island, building friendship and sharing their interests. They developed deeper feelings for one another, but Caylin wished to leave Iron Island and explore a larger world. As a parting gift, Riley gave Caylin one of the pokemon eggs he received from his family, asking her to meet again with the pokemon hatched from each of their eggs. Caylin traveled all over the Sinnoh region meeting various steel type pokemon, and her interests spread to dragon type pokemon as well. She continued her exploration to the Kalos region to see and catch more of them, and returned to Iron Island once she was satisfied. Reunited with Riley, Caylin started dating him for years until they married and had a son.

Caylin is short on words and appears to be stoic. But on the inside she holds deep love for her family and friends, and is easily startled and worried unlike her appearance. Because she lives with aura users, Caylin has a sharp eye for reading people's thoughts. Riley and Caylin share similar personalities, therefore the two respect each other and value the kindness and honesty one another holds. Basically their family have a calm and peaceful mood.

Aiden Pokemon: Lucario, Bastiodon, Steelix, Skarmory, Empoleon, Scizor

Aiden is Riley and Caylin's son. He inherited aura guiding abilities from his father and started training at a young age. So he stayed within Iron Island rather than exploring the Sinnoh region like most kids of his age, forming a team of steel type pokemon specialized in defense in comparison to his parents who specialize in attack. Aiden guards Iron Island from suspicious intruders when both his parents aren't home.

Even more stoic than his parents, Aiden is a blunt and assertive character. He only opens up to people he cares for and wishes to show the best of him, however he's easily let down when he fails to. Aiden deeply respects Riley as a skillful aura user and always believes him to be right, obediently following whatever his parents tell him to do. When Riley has to discipline his son, he's very strict about it much to Aiden's despair.

Natalie Pokemon: Froslass, Weavile, Glaceon, Cloyster, Lapras, Walrein

Natalie was raised by her father who was a firefighter (one of my friend's OCs) that retired after failing to save Natalie's mother from a fire. She spent most of her life in Snowpoint City of Sinnoh, getting close with ice type pokemon and becoming interested in their ecology. Because she preferred looking after pokemon over having battles, Natalie started off as a pokemon breeder, meeting trainers from all over the Sinnoh region that sparked her curiosity about pokemon in other environments. She started exploring the Sinnoh region to study pokemon ecology as well as catching new pokemon. In her last destination - Sunyshore City - Natalie encountered thieves that stole her pokemon and threatened her safety when young Volkner appeared to save her. During her stay, Natalie was guided around the city by Volkner and the two became close, Natalie secretly having a crush on him which she was too shy to confess before returning to Snowpoint City. They remained in contact for years and because Volkner became busy with gym leader duties, Natalie visited Sunyshore City whenever she can, finally admitting her crush out loud some time later. Volkner's hesitation made her run away out of embarrassment, but he caught up with her saying that he was worried about the distance between them. That made Natalie move to Sunyshore City completely where she spent years dating him before marriage.

Usually cheerful and friendly, Natalie also has a habit of acting before she thinks through. She puts the needs of others in front of hers so much that she ends up getting the short end of the stick frequently. Natalie enjoys flipping the stereotype of ice type specialists being cold-natured, therefore openly shows her bouncy personality for everyone to see. Natalie loves the passionate aspect of Volkner and how he acts without hesitation, but struggles when he acts impulsively bringing trouble. Their relationship mostly consists of Natalie telling Volkner off for the mess he causes, though this doesn't mean they fight each other as Volkner doesn't seem to mind that much.

Alexa Pokemon: Rotom, Pachirisu, Glalie, Abomasnow, Porygon-Z, Gastrodon (west sea)

Alexa is the daughter of Volkner and Natalie, born years after their marriage. She was often ill when she was little, and that had her parents overly protective to the point of keeping her indoors for most of the time, much less letting her out within Sunyshore City. Alexa started dreaming of seeing the world outside Sunyshore City through reading Natalie's past research, and wished to become a powerful pokemon trainer like her father so that she can one day inherit the gym. Volkner and Natalie was against this of course, and are still having conflicts over that matter but Alexa hasn't given up on exploring the Sinnoh region just like the other young trainers.

Alexa maintains a serious and calculating attitude, always recording what she learns on her digital pad. She hates gambling and makes decisions that are safe and certain (hence all her pokemon learned moves with 100% accuracy), however it really gets on her nerves if her choices are contradicted. Alexa looks up to Volkner for being a strong gym leader, but not so much for other aspects such as being immersed in renovation. She does hold some interests in machines thanks to Volkner showing her around his projects, though not to the level her father is passionate about. Volkner isn't exactly a sensitive father to her but nevertheless sincerely loves his only daughter - the problem is that Alexa witnessed too many cases of her father getting scolded by her mother, enough for her to conclude that Natalie has more power than Volkner in this family.

Medi Pokemon: Gigalith, Escavalier, Beartic, Druddigon, Braviary, Bisharp

Hailing from Anville Town of Unova, Medi longed to become a depot agent of Gear Station and live in Nimbasa City for a long time. Her upbringing was all about becoming the best in whatever criteria, and this slowly made her scared of defeat and failure. Her rigorous studying was rewarded with a position in the Battle Subway and she left a good impression on the Subway Bosses Ingo and Emmet. However her confidence struck rock bottom after a battle ending with Medi and her Boldore's decimating defeat, which led to Medi thinking that she wasn't a worthy trainer and trading Boldore away to her opponent. Getting separated from her longtime partner put her in a depressed mood until Ingo inspired her by telling the struggle he faced before becoming a Subway Boss. With Boldore coming back to her evolved as Gigalith, Medi went back to the basics and started rebuilding herself, her efforts paying off by becoming the strongest of all depot agents and named as the middle boss right below the Subway Bosses. Working as Ingo and Emmet's assistant increased the time she spent with them as well as making her fall for Ingo's kind and caring personality, but she knew there was no way he would allow his staff member to hold such feelings and thus tried her best to hide it. One year after the events of BW2, Ingo realized he's been caring for Medi far more than a boss would to his staff, getting Emmet to encourage his brother as he knew Medi held the same affection for him. Ingo and Medi agree on having a relationship under terms that they keep it separate from work, and they continue to do so even after marrying each other.

Medi is helpful and talks in a polite way by default, keeping her manners in front of her superiors and passengers but also doesn't stop from talking behind one's back if there's a conflict. She usually maintains a calm tone of voice which goes up multiple volumes when she's provoked. Medi respects Ingo and Emmet as her bosses and can actually interpret Ingo's true feelings hidden behind his plain expression. Ingo thinks he should put a brake on Medi whenever she's too outgoing but gets easily flustered upon her expressing love for him. Emmet is close friends with Medi and the two often share jokes and have fun together, although he once had a secret crush on her that he gave up on after realizing Medi's true feelings for his brother. He's fully content with remaining as Medi's family and the trio is close enough to live together in one place.

Cadmus Pokemon: Volcarona, Heatmor, Darmanitan, Camerupt, shiny Chandelure, Flareon

Cadmus' hometown is Nacrene City of Unova where he spent his teenage years alone with his father absent for most of the time working as a pokemon ranger. The pokemon egg Cadmus received from his father hatched into a Larvesta that became Cadmus' one and only companion, and one incident where Larvesta was almost taken from him by pokemon trappers motivated him to become a police investigator. Cadmus was sent to the police department dealing with violent crimes, which included that one time he faced a gang of pokemon trappers whom Cadmus hesitated on attacking, and this led to Larvesta losing her eyesight while shielding Cadmus from their attacks. Larvesta's injury traumatized Cadmus, changing his personality into becoming violent and and rageful. He started avoiding pokemon battles and solved cases without his pokemon's help, much to their disapproval. Cadmus eventually allowed his pokemon to battle but forbade them from learning moves with recoil damages, all the while subduing criminals with brute force before pokemon battles become necessary, thus gaining a violent reputation among criminals. Cadmus first met Elesa when he was getting outmatched by gangsters in Nimbasa City, Elesa giving him a helping hand. The two became familiar with each other and teamed up occasionally against Team Plasma and other criminals, such as the battle between gym leaders and Team Plasma in BW where Elesa developed a crush on Cadmus for saving her. Elesa eagerly appealed her feelings for him, however Cadmus felt someone with a dangerous job like him was unsuitable for a popular star loved by many. Unable to turn down Elesa's persistent plea, Cadmus promised to go out with her for one month, during which he started feeling comfort he never experienced before and ended up accepting her. Years after, they get married and were expecting a child when Cadmus got assaulted by criminals as a payback for digging into their crimes. He managed to survive the ordeal but his crushed leg couldn't be fully repaired, giving him no choice but to rely on a crutch for the rest of his life. Now that he had a family to protect and his leg impossible to heal, Cadmus decided to retire and spend his time raising their newborn daughter so that Elesa can focus on her career.

Cadmus is significantly rational and brusque, treating people equally no matter their rank and position. Anyone who has committed a crime is a target of Cadmus' loathing, violence becoming the only solution for him. Because of his past trauma, Cadmus would rather get himself injured instead of his pokemon and prefers to settle things with fists instead of pokemon battles. Before his personality changed, Cadmus was warmer and smiled a lot, although this seems to be returning little by little after meeting Elesa. Cadmus felt Elesa's kindness to be overbearing at first, but now he's grateful for her presence and sincerely admires her abilities (yet he couldn't bring himself to love her weird sense of humor and grimaces every time she makes a joke). Elesa recognized Cadmus' goodness hidden inside and wanted to uncover it from his darker personality. Her personal wish is that he would improve his aggressive attitude, but other than that she loves how honest and devoted he is to her, constantly expressing her affection openly.

Licina Pokemon: Scrafty, Mienshao, Emboar, Sawk, Riolu, Kommo-o

Licina is the daughter of Cadmus and Elesa, mostly raised under her father's care with her mother busy working as a gym leader and a model. Her inhuman strength inherited from Cadmus was something that Licina wished to make use of, also desiring to become someone that could bring joy to lots of people just like her mother. Elesa suggested becoming an actress and this inspired Licina to start her acting career at the age of fifteen working with Pokestar Studios. She showed great talent in acting and action scenes, and with advices from her mother about filming and stage performances alongside her father's training, became a popular action actress.

Bold and always up for a challenge, Licina eagerly gets involved in things that might even end up going against her favor. She's used to helping others under her parents' influence, her physical strength providing great help to people around her. Licina is emotionally sensitive to the point of bursting into tears whenever she feels sad or happy, so she does her best to control this while filming emotional scenes. Her role model is Elesa and as much as she aspires to be like her mother, Elesa cherishes her daughter and fully supports whatever she aims to do. Cadmus on the other hand isn't so expressive of his affection for Licina, however she acknowledges how dedicated he is of raising her and shows great attachment to her father.

Reyna Pokemon: Noivern, Aurorus, Heliolisk, Aegislash, Avalugg, Dragalge

Reyna is Diantha's niece and Professor Sycamore's assistant. She started working for the professor with her aunt introducing her to him, and fell in love with Calem when he visited Sycamore for the first time. Throughout his journey, Reyna does the best she can to aid Calem and struggle with her secret crush on him.

Reyna is a very talkative girl and loves to help out others. She maintains a bright personality, but grows timid and shy in front of people she deeply admires. She's easily offended but doesn't let it show, and is extremely sensitive about relationships with other people. Calem and Reyna's relationship is more like a high-teen romance mood, having trouble expressing their true feelings and inexperienced, yet tentatively taking one step at a time.

Yeah I think that's what I've got for now...... Boy that was long thanks for bearing with me

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