The royal family of the Kingdom of Graycastle.
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In General
- Curtains Match the Window: The Wimbledon family are known for having gray hairs and eyes.
- Decadent Court: The king set up a "contest of worth" shortly before the story began. As expected, it soon devolves into the heirs trying to usurp and kill each other. Subverted when it was revealed that it was the Church that orchestrated the entire contest; the king had no part in it.
- Royally Screwed Up: They're royalty and the family is seriously dysfunctional.
- Unwitting Pawn: The "contest" was set up by The Church so they could Divide and Conquer when a bishop kidnapped, imprisoned, and impersonated the real king.
King Ayling Wimbledon III
Five years to prove your worth! NOW GO!
The previous king of Graycastle.- Abomination Accusation Attack: His one and only on-screen appearance was a "chat" with Mayne where he accuses The Church of being a bunch of evil, rotten, self-righteous hypocrites. Mayne agrees, but retorts that's what "god" wants to protect mankind from demons during the Battle of Divine Will, and will forgive their evil when The Church wins.
- Abusive Dad: He condoned Timothy, Gerald, and Garcia bullying Roland mercilessly and relentlessly until he became a broken, cowardly mess, and although he had Tilly coddled as a child, he quietly smirked when the same three older siblings sabotaged her coming of age party so she had to watch her trained bear die, horribly.
- Blatant Lies: He says the "contest of worth" will be a fair competition. To anyone with a brain, this is hardly true. Of course, it's revealed that he wasn't the one who started the contest in the first place.
- Driven to Suicide: He was locked up in a cell, for months, without sunlight, and then left with a bottle of poison...
- Dying Declaration of Hate: His last words were telling Archbishop Mayne, "See you in hell." Mayne was unmoved.
- The Good King: While he may have been horrendous to his own family, at least the population as a whole did benefit from his reign.
- Kill and Replace: A victim of this when The Church decided that the best way to save humanity from the demons was to trigger wars all across the four kingdoms and conquer them all, losing a great deal of human potential in the process.
- Laser-Guided Karma: A disproportionate case. He condoned the manner in which Roland was bullied, including being locked in the castle dungeon, for kicks. He wound up in a cell, hidden from the world, with no sunlight, for months, just for kicks...
- Parental Favoritism: He favored his three oldest children, loathed the fourth, and doted on the youngest, until she became of age and then thought it would be a great idea to let the three oldest "toughen her up" by destroying her coming of age party. He also favored Timothy over all the others to be his heir, completely overlooking all his flaws...
- Punny Name: "Ayling" sounds very much like "ailing," and he spends months in The Church's hidden dungeon, no sunlight, no company, no way to tell time but scratching the walls with his finger nails on every meal...
- Room Full of Crazy: Locked in a dark cell with no sunlight and nothing to do, he kept track of the time the only way he could, scratching the walls with his fingernails, marking each and every meal brought to him. Whenever Mayne paid a visit, he accurately told Mayne exactly how much time had passed since the last time.
- The Spook: Almost nothing is known about him, and of what little is known, most is rather unpleasant.
Roland Wimbledon (Original)
The original Fourth Prince who was poisoned before Cheng Yan possessed his body.
- Alas, Poor Villain: He was actually quite sympathetic, all things considered. His death was quite tragic.
- Antivillain: Yeah, he was unpleasant, but aside from Tilly, he was the best the royal family had to offer, in terms of character.
- Ascended Fanboy: As a child, he loved witches and their powers, always wanting to marry one. This enraged his father and gave his older siblings a flimsy excuse for their bullying. Once Chen Yan came into the picture and inherited the guy's consciousness, guess what happens...
- Big Brother Worship: And Big Sister Worship. He idolized all his elder siblings, and wanted to be like them. They responded to this heartfelt sentiment by bullying him mercilessly until he was a broken cowardly mess.
- Chivalrous Pervert: He may have frequented brothels, and happily groped any pretty woman who got close enough to reach, but he would never force himself on anyone. It shocked the rest of his family and the nobility who fully expected him to rape his maid, because such things are normal for nobility.
- Misplaced Retribution: Combined with Revenge by Proxy. He took out his grudges against his three elder siblings on his younger sister, Tilly, both because he could not retaliate against their horrific bullying and because they doted on her.
- Not Me This Time: He honestly had no hand in the sabotage of Tilly's coming of age party, and there wasn't anything he could do about it either, even if he wanted to.
- Posthumous Character: He's dead before the story begins.
- Tragic Villain: Had his elder siblings and father treated him with kindness and respect when young, he could have been a much more noble and upright individual, as showcased by his friendship with Yorko. Because they chose to utterly break him for their own amusement instead, he turned out as a cowardly dandy, unable to do anything for himself.
- The Unfavorite: His entire family hated him. The nobility only saw him as a dandy. The commoners didn't have any respect for him, even though he was royalty. The only friend he had was "Magic Hands" Yorko.
- Uriah Gambit: He was sent to Border Town purely to die at the hands of Demon Beasts, or starvation under the Duke at Longsong Stronghold.
Gerald Wimbledon
War! What is it good for? EVERYTHING!
The first born of the Wimbledon Siblings.- Proud Warrior Race Guy: He was a powerful and mighty warrior, leading the army against Demon Beasts at Hermes.
- The Scapegoat: Timothy put him through a sham trial, after drugging him so he couldn't speak in his own defense and blamed him for the king's death.
- Self-Made Orphan: What he was accused of by Timothy.
- Someone to Remember Him By: He sired a bastard child with some random maid while in Hermes. He had promised to return and make both the maid and the child legitimate after becoming king, but whether he meant it or not, we shall never know.
- Spotting the Thread: He was among the first to realize something was wrong with his father and the "contest of worth".
- You Are Too Late: He comes home after the Months of Demons, storming his father's bedchamber and throne room to find Timothy holding a sword over "the king's" body.
Timothy Wimbledon
With all my money, I should be the rightful king! Step aside worthless siblings!
The second child of the former king.- Assumed Win:
- Thought he had Garcia cornered in Clearwater, and his presence was a mere formality. With the city, and most of his army, burned to the ground, he had no choice but to retreat in shame.
- He also thought that after getting firearms himself (prototypes), Timothy could wipe out Roland and his pitiful army. Boy was he wrong...
- Big Brother Bully: To Roland and later to Tilly. And to horrific levels. He once locked Roland, as a small child, in the castle dungeons, and left him completely unattended for days just for sick laughs. He also sabotaged Tilly's coming of age party by poisoning her trained bear so she would be forced to watch it die, painfully.
- Bling of War: Is illustrated wearing gaudy gold-colored armor when attacking Garcia in Clearwater.
- But for Me, It Was Tuesday: One of his earliest Kick the Dog moments, at least on-screen, was when one of his knights, under his orders, tortured the woman of a popular travelling band of entertainers to death, giving her lover and co-worker, a small number of silver royals for compensation afterwards. While Timothy was contemptuous and stopped the witch hunts after this, he imposed no further punishments. Said lover founded a network of spies under Roland to help bring Timothy down, and when confronted, Timothy had to be reminded of who he was, and still thought the grudge was meaningless when it dawned on him.
- The Caligula: He was certainly not worthy of the throne, regardless of what his father thought.
- Even Evil Has Standards
- The idea of actually killing the king never occurred to him. His plan was to lure Gerald into seemingly making a grab for the throne and then exposing the scheme in front of his father. However, his "father" killed himself pretty much the moment he saw Timothy, forcing him to improvise his 'Gerald killed the king while I was away' strategy.
- Unlike Garcia, he was content to just ignore Roland so long as he recognized Timothy's royal authority. However, Roland responded to Timothy's return summons by calling him 'His highness Timothy' rather than 'His majesty,' indicating he was still going for the throne and thus a political rival.
- Laser-Guided Karma: Every dog he kicked came back to bite him. Every single one. Unfortunately, many had to go away hungry because there simply wasn't enough of him to go around.
- Misplaced Retribution: He knows The Church is directly responsible for what happened to his father, but he chooses to go after innocent witches, and any woman in the kingdom he thinks might be a witch, earning many, many enemies in the process.
- Never My Fault: When Gerald storms the king's bedchamber, only to find Timothy standing over the body, Timothy instead blames Garcia for the situation.
- Parental Favoritism: The king favored him above all his other children.
- "The Reason You Suck" Speech: On the receiving end from "Roland" who says he's worse than demons, and he knows it's true.
- Rewarded as a Traitor Deserves: Downplayed and inverted. He has the very alchemist who drugged Gerald, who made the king unable to speak in his own defense swallow some unidentified pill to prevent another betrayal.
- Stupid Evil: He was a shoe-in for the throne at the start of the story. He was given the richest and most prosperous territory to govern. All he had to do was sit quietly and not rock the boat too much. Despite all this, and knowing he has no martial talent, he goes and ultimately turns everything into a story-line eerily similar to Game of Thrones by provoking all his siblings, save Tilly who was "missing." He even sent armies after "Roland." Was that ever a mistake.
- Villainous Breakdown: When Roland responds to an attack on his land by launching one of his own on King's City, Timothy gets hysterical about how his supposed "worthless little brother" could corner him so. He rants and raves that he should've been victorious since he had far more manpower, resources, and wealth than Roland, concluding the only way Roland could have the power to defeat him was that he "sold his soul to demons".
- We Have Reserves: He saw the citizens and refugees as good for one thing and only one thing, being fed berserker pills and used as cannon fodder.
- Who Are You?: When confronted by "Roland", he completely breaks down, realizing that the man he's facing is not the little brother he loved to bully around.
Garcia Wimbledon
Hand over your cargo or your lives!
The first daughter and third child of the king.- Ambition Is Evil: In her quest to become the rightful queen of Graycastle, there were few acts of villainy she would overlook.
- The Bus Came Back: Somewhat in Roland's Dream World as she's devoured by Zero before that, but she's basically a different person by then.
- Dark Action Girl: As the queen of a pirate fleet, building up her territory through conquest, she qualifies.
- Even Evil Has Standards: Learning the true nature of the berserker pills utterly enraged her, and turned her against The Church in earnest.
- Evil Versus Evil: When she joined with the Kingdom of Wolfheart to go fight against The Church.
- Eyepatch of Power: As seen in the page image, she keeps one of her eyes covered.
- Kick the Dog
- Her first victory against Timothy relies on burning one of her own cities to the ground while his forces are trapped inside while the oblivious civilians burn with them.
- Even though she didn't consider Roland an actual threat to her plans, she still tried to have him murdered.
- Nice Job Fixing It, Villain: Had she not commissioned Roland's maid to assassinate him through poison, Cheng Yan would never have transmigrated to this world.
- Pirate: Her strategy to win the "contest of worth" was to build a massive pirate fleet, and expand her power base through conquest and plunder.
- Too Spicy for Yog-Sothoth: Devoured by Zero, but because she didn't give up until the end her psyche has a permanent effect on Zero, which causes her to become significantly more aggressive.
- Wrong Assumption: When she receives reports that Roland conquered Longsong, she was briefly impressed, thinking that Roland finally Grew a Spine, but then upon reading further, that Roland returned to Border Town, she presumed it was an act of cowardice, and that she "bullied him too much", planning to "apologize" later with an Imagine Spot of Roland wetting himself before her army. Unfortunately, she never got to learn that Roland wasn't retreating to a hick-backwater town, he was consolidating his forces and building a mighty agricultural, industrial, and martial juggernaut, capable of curbstomping all but the most advanced and entrenched enemies.
Tilly Wimbledon
Do you perhaps come from a world without magic, "Big Brother?"
The youngest of the Wimbledons and also an extraordinary witch with the power of Super-Intelligence.
- Ace Pilot: She's the best pilot in Graycastle.
- Bold Explorer: She can rival Lightning in this.
- The Dog Bites Back: She made Roland stop bullying her by showing him she wouldn't put up with it.
- Girls Love Stuffed Animals: When "Roland" gifts her a stuffed panda wind-up toy, she cries tears of joy.
- Instant Expert: She picked up aviation in no time. This is justified by the fact that she picked up "flight" magical stones and used her magic to practice with them before Roland developed flying machines she could pilot.
- A Mother to Her Men: She certainly has this dynamic with the witches in her association.
- Opposites Attract: She and her lover, Ashes, couldn't be more opposite if they tried. They are completely smitten with each other.
- Save the Villain: She once stopped Ashes from literally ripping Roland's arm off after he groped her.
- Super-Intelligence: Her magic ability just makes her really, really smart. Smart enough to create the most successful witch group in the four kingdoms right under everyone's nose, make intuitive leaps about Cheng Yan / Roland's true identity and background from minor details, and learn everything from an entire royal library by the time she's a teenager.
- White Sheep: The only one of the Wimbledons who was inherently good and kind, at least prior to "Roland 2.0".
- Wise Beyond Her Years: The youngest of the Wimbledons, and both the smartest and wisest.
