History Characters / TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsHolfort

* TheBabyOfTheBunch: Basically innocent and endearing,

* AttentionWhore: His craving for fame and adulation is his main difference from Leon; wants to add new mistresses to his RoyalHarem after all.

* ChildhoodFriends: Some of them grew up playing together with Angelica.

* SustainedMisunderstanding: Due to an OutOfContextEavesdropping incident, he’s incorrectly suspected of having an affair.

* TheCynic: Their world-view..

[[folder:Jenna Fou Bartfort]]
!!Jenna Fou Bartfort
-->''“In the first place, if she was really serious about crushing a woman she’s against, then that woman wouldn’t be alive. The scale of a duke household is no joke. This is why men are useless.”''
Leon's spoiled and haughty older sister, who nonetheless grants him advice and favors as thanks for all the money he spends on her.

* AdaptationRelationshipOverhaul: Subtly. The manga gives her a [[AdaptationExpansion few more scenes]] worrying about Leon during his duel, and she’s presented being more intimate with him by waking him up herself instead of having her Exclusive Servant do it.
* AwLookTheyReallyDoLoveEachOther: In the manga adaption, during Leon's duel with Jilk, Jenna shows great worry for Leon after having been forced by Jilk to plant a bomb on Leon's mech, showing relief when he survives. In the Light Novel, she left the stadium, not wanting to see Leon get hurt.
* BreakTheHaughty: [[spoiler: After the final battle against the Principality, and the curtailment of excessive legal benefits to women, she is forced to do housework in order to become suitable for marriage, because no one is interested in her, due to her personality. Leon rubs it in.]]
* IBrokeANail: When forced to do farm-work as punishment for planting a bomb on Leon's mech during the duel.
* TheGenerationGap: She ends up being a victim to one of these. [[spoiler: Women who graduated from the Royal Academy prior to the banning of Exclusive Servants are considered extremely undesirable, in part being DefiledForever and stereotyped as a RoyalBrat. Due to this, Leon’s younger sister Finley gets a lot of suitors, while Jenna who’s part of that generation, scares men out of the room when revealing she had been in the Academy.]]
* GoldDigger: She's interested enough in an heir to a viscount household, because they just struck riches, to ask Leon to threaten a friend out of competing for his hand in marriage.
* HonestAdvisor: Doles out a lot of important advice about the politics and the social hierarchy of the Kingdom to Leon, even if insulting him and being rude while doing so. For instance: If Angelica wanted Marie dead, she would be dead, [[IfIWantedYouDead because that's how powerful a Duke household is]]. That advice in particular, has a large impact on the plot, and Leons relationships.
* HourglassPlot: [[spoiler: With Leon, in the Holfort Kingdom portion of the story. It starts out with Jenna spoiled for choice of marriage partners, while no noblewomen are even willing to talk to Leon. By the third volume, Leon is being bombarded with engagement requests, while she's shunned for her personality.]]
* [[MrExposition Ms. Exposition]]: Overlaps with her role as HonestAdvisor. Leon isn't interested in the Kingdom's politics, but she is.
* AnOfferYouCantRefuse: What she tries to get Leon to give her friend, to get out of the way of her own attempts to court a rich husband.
* RoyalBrat: Spoiled, arrogant, rude, and condescending. Leon shares part of the blame for making her this way, considering how he treated his sister in his previous life, and bought Jenna her Exclusive Servant. She even expected him [[AnOfferYouCantRefuse to make threats for her.]]
* TheScapegoat: [[spoiler: The kingdom tries to hold her responsible for Meole's treachery, which she had no part in. Leon had to pay some bribes to get her off the hook.]]
* TalkToTheFist: When Leon presses her TraumaButton too hard during an argument.
* TraumaButton: [[spoiler: Her inability to attract a husband, after the Kingdom's post-war internal reforms, is eventually enough to make her cry at its mere mention.]]
* WhatDoesSheSeeInHim: Says this about Leon’s LoveInterests.
* WhosLaughingNow: [[spoiler: After Leon mocks her inability to find a marriage partner, she quite enjoys helping conspire to force Leon's engagement.]]
[[/folder]]

[[folder:Nicks Fou Bartfort]]
!!Nicks Fou Bartfort
-->''“If you look at dad, you’ll know that the women are the ones in charge. You’ll also know that he can’t oppose that jer──his wife.”''
Leon's older brother, who helped educate him. A regular, kind guy who can't seem to catch a break.
->For Nicks's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].
----

[[folder:Finley Fou Bartfort]]
!!Finley Fou Bartfort
Leon’s spoiled and bratty ''second life'' little sister.

* AdaptationalEarlyAppearance: In the Manga adaptation.
* AnnoyingYoungerSibling: Both Jenna and Leon see her like this.
* TheVoiceless: She’s present in multiple scenes of the first seven light novels, but never said anything. It’s only in the eighth that she gets lines and more characterization.
* WhatDoesSheSeeInHim: Says this about Leon’s LoveInterests.

[[folder:Colin Fou Bartfort]]
!!Colin Fou Bartfort
Leon’s younger brother who idolizes him.

* TheBabyOfTheBunch: Basically innocent and endearing,
* BigBrotherWorship: Most of his scenes before the eighth volume have him looking up to Leon like this. The manga adaptation shows him imitating Leon from his duel with the dateable cast, using a shovel.
* LoveHurts: His CharacterArc in the eighth volume, is dealing with UnrequitedLove.
* PrecociousCrush: Has one in the eighth volume. He falls for someone who unknown to him, is already taken. Everyone else except her can see it, since he’s usually behind her pushing her wheelchair.
* StrongFamilyResemblance: In the manga adaptation, he looks almost identical to a younger Leon.

!The Holfort Dynasty
The ruling family of Holfort Kingdom.

[[folder:King Roland]]
!!Roland Rapha Holfort
-->''"You’re really trash. But, I won’t be fit for life in the palace if I get angry from just that much. It’s my son’s responsibility for getting beaten up, and even if you woo my queen I’ll only think "So?" at this point. Though I’ll sentence you to death if you lay your hand on my concubine. Now, young lady. Shall we create a memory of a night together?"''
The king of Holfort and Prince Julius' father. The public knows him as a charismatic and competent ruler. In reality, while he ''is'' competent, he is also a frequent troublemaker and a notorious playboy who has a lot of concubines, much to the headache of his ministers and his wife, who ends up doing most of the work.

* LikeFatherLikeSon: In the epilogue of the second volume, he's humorously shown to have had similiar priorities to Leon, when searching for a wife. Also he is somewhat BrilliantButLazy. which is also passed to his sons Nicks and Leon. Which can lead to the men of the family passing responsibilities back and fourth.

* GoodParents: A regular, caring mother.

!House Atlee
A ministerial family of the Earl rank.

[[folder:Minister Atlee]]
!!Bernard Fia Atlee
Clarice’s father, an Earl ranked cabinet minister of the Kingdom of Holfort. Despite being an Earl, he has no land of his own, his cabinet post is hereditary.

* BeleagueredBureaucrat: His job, doing all the work that Roland is too lazy for.
* ItWasAGift: Leon’s high performance CoolBike was a gift from Bernard for helping Clarice recover.
* OnlySaneMan: Anyone who has to [[TheFriendNobodyLikes put up with Roland]] on a daily basis has to be a little bit of this.
* ReasonableAuthorityFigure: Has to be an OnlySaneMan to Roland’s antics, and tries to keep his family safe.
* StandardHeroReward: Downplayed, he’s impressed with what Leon is confident of handling and asks him to marry his daughter, which Leon brushes off. There’s no doubt she had talked to Bernard before this, however. As well, it’s later revealed that Leon is one of the few viable candidates since he doesn’t care about Clarice’s tarnished reputation.

[[folder:Clarice Fia Atlee]]
!!Clarice Fia Atlee
--> ''“It's not just Angelica! Are you even aware of what other people have been saying about the other fiancees and me behind our backs?”''
Jilk's former fiancée, and daughter of a cabinet minister, which is apparently a hereditary title in the Kingdom. Clarice was initially introduced as a Gyaru out to make Jilk's life miserable. It turns out that she's actually a prim and proper lady and honor student that wouldn't lose to Angelica in terms of looks and personality and was just venting her frustrations at the broken engagement, finally moving on after some words of encouragement from Leon.
->For Clarice's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* UnwittingTestSubject: Claire's experiment to awaken his interest in men, succeeded without him knowing she was there. [[spoiler:By the time of the 8th novel volume, she had [[GenderBender turned him into a girl as well.]]

[[folder:Jenna Fou Bartfort]]
!!Jenna Fou Bartfort
-->''“In the first place, if she was really serious about crushing a woman she’s against, then that woman wouldn’t be alive. The scale of a duke household is no joke. This is why men are useless.”''
Leon's spoiled older sister.

* AdaptationRelationshipOverhaul: Subtly. The manga gives her a [[AdaptationExpansion few more scenes]] worrying about Leon during his duel, and she’s presented being more intimate with him by waking him up herself instead of having her Exclusive Servant do it.
* AwLookTheyReallyDoLoveEachOther: In the manga adaption, during Leon's duel with Jilk, Jenna shows great worry for Leon after having been forced by Jilk to plant a bomb on Leon's mech, showing relief when he survives. In the Light Novel, she left the stadium, not wanting to see Leon get hurt.
* BreakTheHaughty: [[spoiler: After the final battle against the Principality, and the curtailment of excessive legal benefits to women, she is forced to do housework in order to become suitable for marriage, because no one is interested in her, due to her personality. Leon rubs it in.]]
* IBrokeANail: When forced to do farmwork as punishment for planting a bomb on Leon's mech during the duel.
* GoldDigger: She's interested enough in an heir to a viscount household, because they just struck riches, to ask Leon to threaten a friend out of competing for his hand in marriage.
* HonestAdvisor: Doles out a lot of important advice about the politics and the social hierarchy of the Kingdom to Leon, even if insulting him and being rude while doing so. For instance: If Angelica wanted Marie dead, she would be dead, [[IfIWantedYouDead because that's how powerful a Duke household is]]. That advice in particular, has a large impact on the plot, and Leons relationships.
* HourglassPlot: [[spoiler: With Leon, in the Holfort Kingdom portion of the story. It starts out with Jenna spoiled for choice of marriage partners, while no noblewomen are even willing to talk to Leon. By the third volume, Leon is being bombarded with engagement requests, while she's shunned for her personality.]]
* [[MrExposition Ms. Exposition]]: Overlaps with her role as HonestAdvisor. Leon isn't interested in the Kingdom's politics, but she is.
* AnOfferYouCantRefuse: What she tries to get Leon to give her friend, to get out of the way of her own attempts to court a rich husband.
* RoyalBrat: Spoiled, arrogant, rude, and condescending. Leon shares part of the blame for making her this way, considering how he treated his sister in his previous life, and bought Jenna her Exclusive Servant. She even expected him [[AnOfferYouCantRefuse to make threats for her.]]
* TheScapegoat: [[spoiler: The kingdom tries to hold her responsible for Meole's treachery, which she had no part in. Leon had to pay some bribes to get her off the hook.]]
* TalkToTheFist: When Leon presses her TraumaButton too hard during an argument.
* TraumaButton: [[spoiler: Her inability to attract a husband, after the Kingdom's post-war internal reforms, is eventually enough to make her cry at its mere mention.]]
* WhatDoesSheSeeInHim: Says this about Leon’s LoveInterests.
* WhosLaughingNow: [[spoiler: After Leon mocks her inability to find a marriage partner, she quite enjoys helping conspire to force Leon's engagement.]]

[[folder:Nicks Fou Bartfort]]
!!Nicks Fou Bartfort
-->''“If you look at dad, you’ll know that the women are the ones in charge. You’ll also know that he can’t oppose that jer──his wife.”''
Leon's older brother, who educates him (and the audience) about the setting. Plays a bigger role in the Marie Route spinoff.
->For Nicks's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* ADayInTheLimelight: In the eighth volume, where he gets his own romance plotline expanded from the Marie Route SS.
* AscendedExtra: In Marie Route Side Story, before also getting this treatment in the eighth volume.
* BigBrotherInstinct: Despite feeling inferior to his younger brother Leon.
* BladeOnAStick: Fights using a Glaive and shield.
* BrilliantButLazy: Downplayed. He's capable but tends to lean on others, which is InTheBlood.
* CantCatchUp: Leon's successes make him pale in comparison, and he struggles to find a marriage despite [[spoiler: the Kingdom's post-war internal reforms reducing the preferential treatment of women.]]
* TheDutifulSon: A caring example.
* IDidntMeanToTurnYouOn: His acting aggressive towards Dorothea just makes her like him, when he was trying to scare her away.
* MrExposition: Originally mainly there to educate Leon, and thus the audience, about the setting.
* SlaveCollar: Borrows one from Leon to scare away Dorothea from their matchmaking. She returns with two of her own instead.
* SpringtimeForHitler: His attempt to scare away Dorothea Roseblade.
* SuccessfulSiblingSyndrome: Feels anxiety over the very real gap in accomplishments between him and Leon. Fortunately not escalating into a real feud.
* ThrowTheDogABone: The eighth volume as a whole serves as this for Nicks. His situation prior verged on KarmicMisfire, in a series with LaserGuidedKarma theming.
[[/folder]]

[[folder:Finley Fou Bartfort]]
!!Finley Fou Bartfort
Leon’s spoiled and bratty ''second life'' little sister.
----
* AdaptationalEarlyAppearance: In the Manga adaptation.
* AnnoyingYoungerSibling: Both Jenna and Leon see her like this.
* TheVoiceless: She’s present in multiple scenes of the first seven light novels, but never said anything. It’s only in the eighth that she gets lines and more characterization.
* WhatDoesSheSeeInHim: Says this about Leon’s LoveInterests.
[[/folder]]

[[folder:Zola]]
!!Zola
-->''”At this rate, we’ll have to settle for the next son. Well, even at an age like that, he should still be able to do housework.”''
Leon’s WickedStepMother. While Leon’s mother Luce is his father’s mistress from a Knight household, his official wife is Zola, an oppressive and parasitic misandrist. Balcus had to marry her for political reasons, due to his father being promoted to Baron, and neither care for one another in the slightest. She sees men as livestock, and enters the story by forcing Leon’s father to sell him into death or slavery at the hands of her secretive organization, the Forest of Ladies.
----

!The Holfort Dynasty
The ruling family of Holfort Kingdom.

[[folder:King Roland]]
!!Roland Rapha Holfort
-->''"You’re really trash. But, I won’t be fit for life in the palace if I get angry from just that much. It’s my son’s responsibility for getting beaten up, and even if you woo my queen I’ll only think "So?" at this point. Though I’ll sentence you to death if you lay your hand on my concubine. Now, young lady. Shall we create a memory of a night together?"''
The king of Holfort and Prince Julius' father. The public knows him as a charismatic and competent ruler. In reality, while he ''is'' competent, he is also a frequent troublemaker and a notorious playboy who has a lot of concubines, much to the headache of his ministers and his wife, who ends up doing most of the work.

* BeleagueredBureaucrat: Half the motivation for his [[SitcomArchNemesis rivalry]] with Leon, is having to clean up his messes.
* BitchInSheepsClothing: Is said to put on an act to the public, but shows his true self around his wife and Leon.
* TheCasanova: He has a lot of concubines and is still adding more.
* TheChewToy: His never being able to [[GlorySeeker find glory]] or [[LazyBum relax]], mainly due to Leon, leads to many amusing scenes.
* DirtyOldMan: Leon is disturbed to realize the reason the king was an ally of the protagonist in the game is because he was attracted to her.
* DudeWheresMyRespect: After Leon talks to his wife respectfully. Leon [[BitingTheHandHumor retorts that]] Roland doesn't take his job seriously, earning agreement from everyone around.
* ExhaustedEyeBags: The result of his [[SitcomArchNemesis nemesis]]' escapades.
* FailureHero: All his attempts at being heroic, such as giving an inspiring speech, activating the Royal Airship, and to fight as The Masked Knight, ultimately end in Roland being overshadowed or humiliated.
* TheFriendNobodyLikes: Among his court and ministers. Roland is selfish and lazy, leading to them sympathizing with Leon when the [[SitcomArchNemesis two fight]]. It even gets to the point where[[spoiler: Leon knees Roland in the stomach without the Royal Guards flinching.]]
* GlorySeeker: Between his desire to have an epic moment leading the Kingdom's defence, and his Masked Knight secret identity, [[spoiler: sees his chances for glory stolen by Leon, and Julius, respectively.]]
* HasAType: Girls close to Olivia's age, to be exact. Leon more than once laments the fact that Mylene is married to him.
* TheHighKing: [[spoiler: When the Alzer Republic [[VoluntaryVassal swears fealty]] to him for protection, after the Sacred Tree’s destruction, he retains his title as King. Alzer is made up of six kingdoms.]]
* HollywoodMidLifeCrisis: The fact he likes to don SensualSpandex to masquerade as a superhero, The Masked Knight, hints at this.
* ImpossiblyTackyClothes: His Masked Knight mask. [[LikeFatherLikeSon Only Julius]] thinks it’s cool.
* IneffectualDeathThreats: Often makes these regarding Leon; Leon is the RoyalFavorite of his wife, who’s more respected than him. Roland settles for getting Leon KickedUpstairs.
* KingIncognito: His role in the Otome Game plot, as The Masked Knight (a scene of which, is in Marie Route SS).
* LazyBum: Delights in slacking off while everyone else in the Palace is working.
* LordCountry: Since the Kingdom has only ([[EmpireWithADarkSecret officially]]) ever had one ruling dynasty.
* MarriageOfConvenience: His marriage to the Queen was purely political as she was a princess of a strategic country, and he holds no affection to her. He even outright states to Leon he doesn't care if he flirts with her, but if he makes a move on his concubines he'd have him executed.
* PlaguedByNightmares: [[spoiler: Of Leon's laughing and grinning face.]]
* PleaseSpareHimMyLiege: Gets this from his wife and Leon, to spare Leon and [[spoiler: Marie, who was to be executed for being a fake saint]]. Fortunately, Roland is [[IneffectualDeathThreats more petty than bloodthirsty]].
* RefugeInAudacity: His quote, which was a response to a similarly audacious question from Leon.
* RoyalHarem: A seemingly unofficial and flexable arrangement. Julius’ half-brother is one of his concubine’s sons, and a character in the third game.
* SitcomArchNemesis: To Leon. Whenever they meet, they keep throwing insults at each other, with him casually threatening to order Leon's execution. Mylene usually steps in to stop the two. He also [[KickedUpstairs promotes]] Leon since he knows that Leon doesn't want the responsibilities of a higher nobility rank.
* SupportingLeader: [[GlorySeeker Absolutely hates]] being [[BeleagueredBureaucrat stuck as this]].
* ThisIsUnforgivable: Leon's antics in the Alzer Republic, in part because the Palace always overreacts to them.
* TooMuchAlike: Both him and Leon hate being made to work, and enjoy relaxing with different beautiful women, yet they are SitcomArchNemesis. Their similarity helps Roland feel confident that Leon wouldn’t go so far as to kill him.
* UnwantedSpouse: Downplayed, compared to his indifference toward her, but his wife shows dissadisfaction towards him as well, joking about Leon having him hanged.

[[folder:Queen Mylene]]
!!Mylene Rapha Holfort
-->''"Now, let’s go and give Leon some trouble. You’ll cooperate too, Angie... It’ll be fine! Just complain about the tea being lukewarm or something like that. At least have him remake it three times. I’ll forgive him after that."''
The queen of Holfort and Prince Julius' mother. She's a competent queen and a sweet woman who made Leon's heart throb, immediately causing him to flirt with her, to her embarrassment. She was a princess of the United Kingdom of Repard, located on the other side of the Holy Kingdom of Rachelle, which is Holfort Kingdom's neighboring country and rival.

* AlmightyMom: Marie straight up fears her due to her leading Julius astray, and even Julius loses a lot of his cocky bravado when he is in the same room with his mom.
* AndThenWhat: Asks herself this about Julius and Jilk’s transparent plan to escape the Royal Palace. She can’t bring herself to believe her own son could be such [[LoveMakesYouDumb a fool]], and summons them.
* BehindEveryGreatMan: Roland often sticks her with the work to go have fun, usually with other women.
* BigGood: Shares this role with Duke Redgrave. The kingdom would have surely perished if not for her using up her influence in the palace.
* DesignatedVillain: Like Angelica, Mylene was originally designed to be another obstacle in Olivia entering a relationship with Julius. Though just like Angelica, [[InvokedTrope Leon observes that]] it would only be natural for a parent in her shoes to be concerned about her child's future being jeapordized by a passioned-affair.
* EveryoneHasStandards: During the culture festival, Mylene told Angelica that she was planning to [[PokeThePoodle give Leon a hard time a little]] at the cafe he was running just to troll him for embarrassing Julius during their duel. But then she saw another noble actually [[KickTheDog physically assaulting him]] and ends up seeing first hand how screwed up the power dynamics are.
* ExcellentJudgeOfCharacter: She trusts those in the right no matter the odds or costs of doing so, for instance, [[spoiler: having her reputation at large tarnished by standing up for Leon when he’s arrested [[FrameUp on false charges]], trusting he’d never do such a thing.]] She also surprises people by seeing and pointing out their true feelings, such as why Angie is happy despite her engagement ending, and ''why'' exactly [[spoiler: she finds Leon surrounding himself with impressionable young ladies.]]
* HerosMuse: Her being this for Leon is PlayedForLaughs. When her son Julius sees it, he's [[TooMuchInformation none too happy]].
* TheHighQueen: This is how she usually acts, but Leon is able to press the right buttons to have her queenly mask break and see the woman behind it.
* HumbleHero: Her defining trait is humility. She is willing to apologize and take blame for wrongdoings when not expected to, and never goes overboard punishing anyone. This is part of what makes her such a massive contrast to women from Holfort Kingdom, and what makes Leon latch onto her.
* LadyAndKnight: This is her relationship with Leon, if a bit more on the casual side.
* LuminescentBlush: She usually blushes whenever Leon flirts with her. A memorable example would be her blushing as she read Leon's letter that was addressed to her. One can only guess what were the contents of the letter [[spoiler:while he was in Alzer]] that caused her to react like this.
* MrsRobinson: [[DownplayedTrope Downplayed]] since Mylene never actually acts on her impulses, but she never actually rejects Leon's advances. Leon even mentions that [[HasAType Mylene would be his ideal women]] in this setting.
* NotSoAboveItAll: While she tries to dissuade Leon from courting her, it's quite clear that she enjoys it.
* OnlySaneWoman: With [[LoveMakesYouDumb her son]], and [[BitchInSheepsClothing husband]]. A bit [[NotSoAboveItAll less so]] when it comes to Leon.
* PeerlessLoveInterest: How Leon thinks and speaks of her, as well as her higher social status and unattainability, is a classic example.
* PokeThePoodle: Her plans for revenge against Leon for what he did to Julius. She walks in on Leon suffering far worse before she gets the chance.
* ReasonableAuthorityFigure: Reasonable, and perhaps a [[RoyalFavorite bit biased]] in Leon’s favor.
* SecretKeeper: Knows some of [[EmpireWithADarkSecret the Kingdom's dirty secrets]].
* UnwantedSpouse: The King has virtually no affection for her and doesn't even care if Leon flirts with her.
* WhereDidWeGoWrong: Repeatedly wonders this about Julius. She’s especially sad to discover he wants to dedicate his life to cooking meat skewers.

!House Redgrave
The Duke ranked family of the ''Villainess'' of the game, Angelica.

[[folder:Duke Redgrave]]
!!Vince Rapha Redgrave
-->''“Don't you think it's wonderful? To lend assistance when everyone turns foe, and no one else is willing to help. That's exactly how a knight should be, at least outwardly.”''
Angelica's father. One of the most powerful nobles, and leader of the faction that had been supporting Prince Julius' role as heir to the throne. A veteran adventurer with a rutheless streak.
->For Vince's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* AmbiguousSituation: After two of Angelica's followers commit treason, by putting a Principality tracking device in her room on the luxury liner, Vince orders some severe punishment for them, that Gilbert grins about. Angie [[TooMuchInformation doesn't want to know.]]
* AuthorityEqualsAsskicking: Already was a renown adventurer, before being involved in the plot.
* BigGood: Basically does all the political work that Leon should be doing himself.
* TheDreaded: Mostly shown through the fear people have of his daughter, but especially, in Leon, who after being told by his sister that [[IfIWantedYouDead whoever a Duke house wants dead, will be dead]], goes to great lengths to keep on Vinces good side.
* ExcellentJudgeOfCharacter: Can tell that Leon is a rising star as soon as he meets him, and bets heavily on such success. Indeed, Vince's faith in Leon is a major driver for the plot, all while, [[{{Irony}} ironically]], Leon himself [[TheDreaded is terribly afraid of him]]. Vince also sees Julius as TheLoad, and is glad not to have him in the family.
* FirstNameBasis: With his chief political rival, Marquis Frampton, establishing their familiarity.
* TheMatchmaker: In his first scene, sends Angie to stay at Leon's household for the break, to encourage them to develop feelings, since he sees Leon as a rising star, a huge contrast with Julius, and better potential son-in-law.
* PoisonousFriend: It is later shown that, in retribution for people messing with Leon and Angie, he has been destroying quite a few noble houses. The most specific instance of this trope, would be the implied FateWorseThanDeath he gives to the female followers who betrayed Angelica.
* ReasonableAuthorityFigure: Actually feels some smug satisfaction at having backed Leon early on, praising his daughter's choice in friends. Considers losing the engagement to Julius a worthy tradeoff for Leon's support, although that's as much from his low opinion of Julius.
* ThoseTwoGuys: Plays this role alongside his son Gilbert.
* OldSoldier: Was a renown adventurer, [[RoyalsWhoActuallyDoSomething despite his rank]].
* SupportingLeader: Leon's main political ally.

[[folder:Gilbert Rapha Redgrave]]
!!Gilbert Rapha Redgrave
Angelica’s older brother, and heir to the Redgrave duchy. Mostly acts as a proxy for his father.

* AnnoyingYoungerSibling: He seems to see Angelica this way.
* TheDutifulSon: His archetype.
* EveryoneCanSeeIt: DiscussedTrope with his father. He’s annoyed that both Leon and Angelica can’t get over themselves to get together.
* NumberTwo: Vince’s spokesman and enforcer.
* PsychoticSmirk: When asking Angelica if she wants to know the fate of the girls who betrayed her.
* ThoseTwoGuys: Partially serves as this, bantering with his father with regard to the Kingdom and the protagonists.

[[folder:Angelica's Followers]]
!!Angelica's Followers
It’s typical practice for nobles of the Earl rank and above, to send a number of their vassal’s children to the Royal Academy with their daughters, to act as assistants, guards, and servants. Angelica has a troubled relationship with hers.

* ChildhoodFriends: Some of them grew up playing together with Angelica.
* DirtyCoward: The male followers won’t fight for Angie, but they will surprise-attack Leon from behind and try to murder him.
* DoubleAgent: Two of the female followers put a Principality tracking device on the cruise liner Angie is on, and try to pin her for it, as well as restraining Livia. Leon catches and exposes them, locking them in the brig, and handing them off to Duke Redgrave to face [[AfateWorseThanDeath what is likely a grisly fate]].
* FairWeatherFriend: Prove to be this when Angie challenges Marie to a duel, and none of them stick up for her because they are afraid of going against the royal family. Many of them try to beg her forgiveness after this, and they receive a warning from her father.
* AFateWorseThanDeath: Gilbert gives Angie a PsychoticSmirk when asking if she wants to know what happened to the two female followers who tried to pin being Principality spies on her. She [[TooMuchInformation doesn’t want to know.]]
* MakeAnExampleOfThem: Duke Redgrave’s [[PoisonousFriend response]] to their betrayal during the Principality’s attack, crushing their households.
* ProfessionalButtKisser: Their general role before Angie issued her duel challenge to Marie. After that, she refuses to even speak to them.
* ThePurge: After they all betray Angie and beat up Leon and Livia during the Principality’s first invasion, Duke Redgrave makes an example out of their noble houses, crushing their families and replacing them with new vassals.
* RewardedAsATraitorDeserves: The two female followers worked as DoubleAgent for the Principality of Fanoss. They are left on-board the luxury airship, planned to be executed alongside the other students.
* ShelteredAristocrat: A brief side-story shows that Angie’s female followers prevented her from visiting food-stands and other things, furthering the divide between her and Julius.
* TheResenter: The male followers really resent Leon having Angie’s favor. He taunts them over how they failed to volunteer as her champions when she challenged Marie, calling them spineless. They hit Leon from behind and give him a NoHoldsBarredBeatdown, when the Principality takes their luxury liner hostage, and they try to murder him before Livia fights them off.
* WouldHitAGirl: They fight Livia when she rescues Leon from being beaten to death.

!House Atlee
A ministerial family of the Earl rank.

[[folder:Minister Atlee]]
!!Bernard Fia Atlee
Clarice’s father, an Earl ranked cabinet minister of the Kingdom of Holfort. Despite being an Earl, he has no land of his own, his cabinet post is hereditary.

* BeleagueredBureaucrat: His job, doing all the work that Roland is too lazy for.
* ItWasAGift: Leon’s high performance CoolBike was a gift from Bernard for helping Clarice recover.
* OnlySaneMan: Anyone who has to [[TheFriendNobodyLikes put up with Roland]] on a daily basis has to be a little bit of this.
* ReasonableAuthorityFigure: Has to be an OnlySaneMan to Roland’s antics, and tries to keep his family safe.
* StandardHeroReward: Downplayed, he’s impressed with what Leon is confident of handling and asks him to marry his daughter, which Leon brushes off. There’s no doubt she had talked to Bernard before this, however. As well, it’s later revealed that Leon is one of the few viable candidates since he doesn’t care about Clarice’s tarnished reputation.

[[folder:Clarice Fia Atlee]]
!!Clarice Fia Atlee
--> ''“It's not just Angelica! Are you even aware of what other people have been saying about the other fiancees and me behind our backs?”''
Jilk's former fiancée, and daughter of a cabinet minister, which is apparently a hereditary title in the Kingdom. Clarice was initially introduced as a Gyaru out to make Jilk's life miserable. It turns out that she's actually a prim and proper lady and honor student that wouldn't lose to Angelica in terms of looks and personality and was just venting her frustrations at the broken engagement, finally moving on after some words of encouragement from Leon.
->For Clarice's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* BirdsOfAFeather: Both Clarice and Jilk are described as the type of person who's always smiling, while engaging in underhanded schemes in secret. Hence why her followers were trained like a military unit.
* BrokenAce: How she's introduced, having previously been been a model student and popular, before [[LoveHurts her heartbreak]] and Jilk's actions tarnished her reputation. Thanks to Leons help, she eventually recovers.
* CoolBike: Her family and followers are heavily involved in air-biking production and racing.
* DefiledForever: She breaks down in tears after everything she did at her lowest caught up to her, as she thought she lost her worth as a woman. Leon thought otherwise and gave her words of encouragement, causing her to fall for him.
* DisposableFiance: Like Angelica, her role in the Otome Game plot; it's explored that the reason she was so hostile was because of Jilk giving her a DearJohnLetter and ignoring her, having publicly humiliated her, and tarnished her reputation with his actions.
* FallenPrincess: Like Angelica, although she blends the 'popular girl in school' and 'literal noble woman' types. Even though she recovers mentally from the ordeal with Jilk, her reputation is permanently scarred.
* GyaruGirl: Adopts the style for a while, while she's having SexForSolace over her [[LoveHurts broken heart]]. She seems to have dropped it after pulling herself together.
* LoveHurts: Her unrequited love for Jilk, and her engagement with him being ended by DearJohnLetter while avoiding her, drives her into a mental breakdown, and ordering physical attacks on Jilk.
* AMotherToHerMen: Is kind to, and looks after her followers, who will do anything for her in turn. This makes them the main exception among followers, who for other girls, [[FairWeatherFriend dissappear when the going gets tough]].
* NiceToTheWaiter: The strong connection she has with her followers, is one of her biggest contrasts to the other girls of the Academy.
* OppositesAttract: Clarice is a BewareTheQuietOnes type, while Leon is a JerkWithAHeartOfGold.
* RevengeBeforeReason: Actively tries to hurt Jilk and later Leon as his substitute with her followers during the Airbike race, despite the fact that nothing good could come of it. Ultimately the only reason she got any sort of closure is specifically because Leon won despite all of that and decided to call in a favor Jilk owed to apologize in person.
* SchoolIdol: Leon describes her as this, going along with her being TheAce, before Jilk’s treatment of her wore her down. Leon remarks that the way her followers idolize her [[TakeThat is more pure]] than how Idol fans see idols.
* SecondLove: Is later shown to have fallen for Leon.
* SexForSolace: For a time, with Exclusive Servants, over her [[LoveHurts broken heart]], from Jilk's [[DearJohnletter treatment]] of her after ending their engagement. She adopts a [[GyaruGirl Gyaru style]] to match.
* SlutShaming: Clarice faced this after pulling herself together, due to her seeking SexForSolace. This seems inconsistent considering how many other girls get away with it, however, those girls were mostly below Earl rank, and nobles of the Earl rank and above have higher standards.
* WomanScorned: Is introduced having been similarly humiliated and her engagement broken like Angie. Only without the support Angie got from Livia and Leon, she had a mental breakdown, [[BrokenAce ceasing to be a model student and noble]], and ordering her followers to attack said ex-fiance Jilk, who won't even talk to her.

[[folder:Clarice’s Followers]]
The people who look after, and are looked after by Clarice. Unlike Angelica’s followers, they are highly devoted, and would do anything to protect her.
->For Clarice’s Follower’s ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* BadassBiker: Are good at racing and fighting on a HoverBike, as shown when they hospitalize Jilk. They later put this skill to good use, evacuating civilians.
* GoodCounterpart: To Angelica’s followers. If Angelica had followers like these, she likely wouldn’t have needed Leon’s help with the duel.
* {{Hunk}}: The most prominent follower is described (and drawn in the manga adaptation) like this.
* IWantMyBelovedToBeHappy: They can get somewhat threatening in their encouragements for Leon to make Clarice happy.
* LikeAGodToMe: How they describe Clarice, when Leon asks them about the prospect of romance between her and any of them.
* LovableJock: The most prominent follower who does most of the talking to Leon.
* ThatLiarLies: The most prominent one calls out Leon when he claims he never lies, to Clarice.
* UndyingLoyalty: Due to Clarice caring for, and looking out for their well-being and futures.
* WellIntentionedExtremist: Attacking Jilk and offering their own heads to Leon in Clarice's place.

!House Roseblade
A wealthy and feared family of the Earl Rank, consisting of a long line of renown adventurers.

[[folder:Deirdre Fia Roseblade]]
!!Deirdre Fia Roseblade
-->''“A dog without discipline. With such a brazen attitude──you’d make a good pet. If it weren’t for the fact that you’re Angelica’s favorite, I would have you by my side.”''
A senior student and daughter of a wealthy Earl, who takes an interest in Leon after he stands up to her, and proves his actions can match his boasts. She helps gather information for him, while enamored with his aggressiveness.
->For Deirdre's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* BlowYouAway: Fights off monsters using wind magic.
* BrutalHonesty: Leon notes this about her.
* BunnyEarsLawyer: Despite her CasualKink themed antics, she knows kingdom politics well and serves as a good informant.
* DeerInTheHeadlights: [[spoiler: When she has a close call while evacuating civilians during the Principality's raid on the capital, her legs freeze up on her.]]
* HasAType: She prefers men who have a spine like Leon.
* InLoveWithYourCarnage: Gets red faced just thinking of Leon's actions during [[spoiler: his duel with Pierre]].
* LuminescentBlush: When seeing Leon behave aggressively.
* NoblewomansLaugh: In the manga, she does this while fantasizing about making Leon [[PropertyOfLove her 'pet]]'.
* PowerfulPeopleAreSubs: House Roseblade has a fearsome reputation, and combined with the general submissiveness of male nobles in the Kingdom, she rarely gets to see a man stand up to her. When they do, she takes notice.
* RegalRinglets: As befitting a scion of one of the wealthiest households in Holfort.
* SlutShaming: Shamelessly does this to Clarice in the eighth volume.

[[/folder]]

[[folder:Dorothea Fia Roseblade]]
!!Dorothea Fia Roseblade
Deidre’s older sister, an academy graduate who visits Leon’s home in the eighth volume for a marriage interview with Leon’s older brother Nicks.
->For Dorothea's original ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].
----
* ArentYouGoingToRavishMe: PlayedForDrama. She saw Nicks offering her a SlaveCollar and telling her to be his pet as passionate, finding out the truth makes her break down in tears.
* CanonImmigrant: Was introduced in the ''Marie Route'' spinoff, before having her side plot there adapted into the eighth volume.
* DefrostingIceQueen: Her arc in the eighth volume.
* IceQueen: Her reputation, and generally how she behaved before her second meeting with Nicks.
* PowerfulPeopleAreSubs: Just like her sister.
* SlaveCollar: She keeps a pair of them, and after becoming lovestruck, offers one to Nicks.
* WingdingEyes: The Light Novel illustration gives her HeartSymbol eyes when offering Nicks her collar.

!Other Holfort Kingdom Academy Characters

[[folder:Master]]
!!Master
-->''"It must have been painful. It must have been hard. However, don’t give up. Beyond is the path of a true gentleman──leading to the path of tea."''
A gentlemanly teacher assigned to teach etiquette and tea ceremonies, who leaves a profound impact on Leon, shaping his worldview, and providing moral support.
->For Master's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* ASpotOfTea: British themed while teaching Leon to prepare and love tea.
* BornInTheWrongCentury: Rare fictional world example. He believes in old concepts of Chivalry, before being a knight became about appealing to women, due to the Kingdom's Matriarchical aspects that came about in recent generations.
* CoolTeacher: Cool enough, to turn Leon from a tea party skeptic, to a tea party fanatic.
* EveryoneCallsHimBarkeep: Referred to as Mentor, Master, or Teacher.
* GoodOldWays: Teaching Leon how things used to be in the Kingdom, gives him hope.
* HighClassGlass
* KnightInShiningArmor: What he teaches Leon to be, motivating him to fight on for the sake of those he wants to protect, during a HeroicBSOD. Master himself, [[spoiler: protects Mylene and Hertrude from rubble during a Principality raid, and later [[RetiredBadass leaves to join the final battle himself.]]]]
* TheMentor: Provides advice and moral support, though is willing to criticize Leon in cases like [[TheReasonYouSuckSpeech his behavior]] dueling the princes, or for teasing the Queen.
* NoNameGiven
* OldSchoolChivalry: What he's all about.
* ReasonableAuthorityFigure: He will always listen and offer supportive words. [[spoiler: He even helps Leon get away with his belligerent strategies for the Alzer Republic, when assigned an ambassador there.]]
* RetiredBadass: Is a [[KnightInShiningArmor Knight in the old sense]], and will fight if his country needs him.
* QuintessentialBritishGentleman: His archetype, and aesthetic.

[[folder:Carla Fou Wayne]]
!!Carla Fou Wayne
--> ''“Could you be quiet for a minute? This is a very serious conversation.”''
A Baronet's daughter, first seen being sent to butter up and lure Leon into a trap, only to be seen through immediately.

* AllOfTheOtherReindeer: [[spoiler: After being exposed, gets this treatment from the rest of the Academy. Until Marie comes to her rescue, making Carla a follower to irritate Leon.]]
* BecauseYouWereNiceToMe: [[spoiler: Marie being the only one willing to give her a second chance, after being exposed, earns Carla's UndyingLoyalty.]]
* BreakTheHaughty: After looking down on, and bullying Olivia constantly, and trying to pin being TheMole on her, Carla becomes the one looked down on and bullied, after being exposed and disowned.
* DullEyesOfUnhappiness: How she's portrayed from the get-go, in the Manga adaptation. Fitting, as she was TrappedInVillainy with threats to her family.
* EpicFail: She tries to use a mixture of flattery and seduction to trick Leon. Instead, she makes repeated faux pas (treating Olivia badly), to the point where even without his prior game knowlege, he wouldn't trust her. Leon only plays along with her deception to gain a plot crucial game item, springing the trap.
* TheFakeCutie: Tries to appeal to Leon as a friendly potential marriage candidate in distress, under the orders of Brad's ex-fiancée. As well as to seem innocent in front of her father. Both fail miserably, and she's exposed, and disowned.
* HaremSeeker: Downplayed. Carla is envious of Marie having a ReverseHarem.
* TheMole: Threatened into trying to be one, but does a really horrible job at it.
* NumberTwo: [[spoiler: Serves as this for Marie in Alzer, helping manage the mansion and rowdy princes.]]
* PeerPressuredBully: Has shades of this, being from one of the houses dependent on Brad's sadistic unnamed ex-fiancée, serving as her follower, and being threatened into baiting Leon. In this situation, she bullies the only person around of lower status than herself (Olivia, a commoner). Without that toxic influence, she's shown to be a timid, caring girl, and [[ReformedBully never bullies anyone again.]]
* ReformedBully: After becoming a victim to bullying herself, as well as [[PeerPressuredBully losing the pressure to do so]] from the Earl's Daughter, who got stripped of her nobility.
* TheReliableOne: [[spoiler: Once Leon and Marie move to Alzer, she is their most reliable servant, never causing any trouble or stepping on any toes like the others do, and once offering to help Marie out with her own savings.]]
* ToxicFriendInfluence: Earl Olfrey's daughter was this, encouraging her bullying of commoners.
* TrappedInVillainy: With threats against her family if she doesn't comply.
* UndyingLoyalty: [[spoiler: To Marie, after she offered Carla forgiveness when no one else would.]]
* VillainousBreakdown: When Leon exposes her in front of her father, threatening both.

[[folder:Earl Olfrey's daughter]]
!!Earl Olfrey's daughter
A minor villain and [[TheBully bully]] who enters the story by assaulting Leon's cafe over making her lose the bet she made during his Duel with the princes. Daughter of a ruthless family of merchants who usurped their titles, and formerly engaged to Brad in the hopes that their family's ties to the Principality of Fanoss would reduce tensions, before he broke it off for Marie. Her main role in the Otome Game plot was to put Olivia into an UriahGambit to be attacked by her family's sponsored [[SkyPirate Sky Pirates]], which brings Olivia closer to her capture target.

* AlphaBitch: She behaves like one, with a GirlPosse, though there is no sign of her being popular; her family actually has a horrible reputation for criminality and not deserving their noble titles.
* BreakTheCutie: Makes it her personal mission to do this to Olivia.
* TheBully: Targeting Leon and Olivia. True to form for a bully, when Leon fights back, she shifts her main attention to the one who won't.
* BullyingADragon: Threatens Leon, and then the short tempered Angelica and her Duke House.
* DisposableFiance: Like Angie and Clarice, this was part of her role in the Otome Game, being originally engaged to Brad. Unlike Angie and Clarice, her fiancé definately dodged a bullet breaking that engagement.
* FlatCharacter: Her only role in the story is to give Leon and Oliva grief, clearly prioritizing this on the latter beyond any notion of self preservation with the fact that getting her nose broken isn't enough to get her to back off. The fact that she isn't even named is an indicator of just how insignificant she ultimately is before the loss of her noble title gets her booted out of the story.
* GirlPosse: Including Carla, she has these do the physical part of her bullying, seemingly followers from her family's vassals. She [[GenreSavvy acknowledges]] that these kind of people are [[FairWeatherFriend Fair Weather Friends]], and [[TrappedInVillainy uses threats to Carla's family,]] to make sure she does [[TheMole her bidding]].
* HateSink: Possibly like in the original game, this girl is an utterly unsympathetic bully who not only causes trouble for Oliva, but actively goes out of her way to break her spirit when she can, simply because she can. Even the fact that her house isn't nearly as powerful, or getting her nose broken isn't enough to dissuade her nastiness, and nobody complained when she and her entire house wind up losing everything partly ''because'' of her downright excessive nastiness towards "a mere commoner".
* {{Hypocrite}}: Bullies Olivia for not being a noble, when her family bought their noble title.
* LaserGuidedKarma: After Leon fully subdued the sky pirates she sent after him, Oliva, and the other students, Luxion found several documents with interactions between them and the Offrey Household. When the documents came into light, she & her whole household lost their rank as a noble and their assets, territory and everything else were seized. Now she not only has nothing, but she's even below Oliva, a commoner.
* NasalTrauma: Driving a wedge between Angie and Olivia on two separate occasions, gets her nose broken by Angie. [[BullyingADragon It wasn't enough to learn her lesson.]]
* NeckLift: Gets choked out by Angie after telling her it'd be a ShameIfSomethingHappened to Olivia.
* NiceJobFixingItVillain: Within the original otome game's plot, forcing Olivia to fight the sky pirates only led to Olivia to acquire one of the Saint's items, as that item was amongst the pirate's possession.
* NoNameGiven: Known as 'the Earl's Daughter', as well as Brad's ex-fiancée. At least she has an identifiable hairstyle of [[AnimeHair hoops on either side.]]
* NouveauRiche: Multiple people comment on her gaudy appearance and makeup, and she flaunts her wealth by having several Exclusive Servants. She seems to be overcompensating for her family not having noble blood, having been merchants who bought and usurped their title and kept it [[ScrewTheRulesIHaveConnections with the help]] of Marquis Frampton.
* RoyalBrat: Arrogant and {{Jerkass}}, being introduced getting petty revenge on Leon for winning when she’d bet against him.
* {{Sadist}}: Marie [[ExcellentJudgeOfCharacter quickly realizes]] she is this, when meeting her in Marie Route.
* ScrewTheRulesIHaveConnections: Being connected to Marquis Frampton's faction is the main thing that kept her family from being punished for their shady dealings, before coming into the plot.
* ShameIfSomethingHappened: Taunting Angie about Leon and Olivia going into her UriahGambit, earns her a NeckLift and YouHaveNoIdeaWhoYoureDealingWith.
* StupidEvil: Her constantly BullyingADragon suggests this. It seems that she's so used to getting her way when making threats, that she's never careful to see if her targets are more powerful than she can handle.
* ToxicFriendInfluence: For Carla, who bullies Olivia even on her own. The Earl's daughter being out of the picture allows for Carla to become a ReformedBully.
* SmugSnake: Overlaps with TooDumbToLive. She is actively antagonizing people, both them and their friends, that could easily cause trouble for her own house without caring a whit about the consequences. Even getting a NeckLift by Angelica and ''outright having her nose smashed in'' is enough to keep her from being so insufferably smug in her delusion that she's above consequence. It takes literally losing everything due to her and her family's treachery for it to finally sink in that that she isn't.
* UriahGambit: Her main role in the Otome Plot is to lure Olivia into one of these, with her family's sponsored [[SkyPirate Sky Pirates]].
* IWillPunishYourFriendForYourFailure: Uses this to control Carla, threatening her family. It's definitely an enforceable threat, as Carla is from a Baronet Household on her parents Earldom, meaning it's completely within their authority to carry it out.
* YouHaveNoIdeaWhoYoureDealingWith: Receives this twice from Angie. First, she unknowingly orders her Exclusive Servants to assault the Queen of Holfort, who [[KingIncognito was incognito]], then she [[SuicidalOverconfidence actually threatens to]] destroy Angie's Duke house, despite Olfrey House being [[BullyingADragon multiple times weaker than the Redgraves.]]
* YouHaveOutlivedYourUsefulness: [[AmbiguousSituation Possibly]]. After her demi-human servants were defeated by Leon in his cafe, Angelica thinks to herself that she must have fired them and hired new ones, although the originals ''were'' taken by Daniel and Raymond to a "''revenge party''".

[[folder:Aaron]]
!!Aaron
A commoner adventurer, who is eventually let into Holfort Academy as a scholarship student, where he was a violent delinquent, until he became an unwitting test subject to Claire.

* AttemptedRape: Tries to [[SlippingAMickey roofie]] Olivia at a party, but she [[TheTeetotaler doesn't drink alcohol]], and then Claire knocks him and his friends unconscious.
* ChekhovsGunman: Is introduced in the Light Novels long before becoming plot relevant. [[spoiler:Namely, that he's one the third game's capture targets.]]
* {{Crossdresser}}: Where his efforts to look more feminine lead him, [[YaoiFangirl much to Claire's delight.]]
* JapaneseDelinquents: Before he was caught by Claire.
* RapeAndSwitch: What's implied to have occured after Claire sees him taken home by an all-male group of students. Claire intended to test the suspension bridge effect.
* ScholarshipStudent: How he was able to enter the Academy, because [[spoiler: so many noble families were stripped of their titles and land because they deserted their posts during the war, or for being part of Marquis Frampton's traitorous faction.]]
* UnwittingTestSubject: Claire's experiment to awaken his interest in men, succeeded without him knowing she was there. [[spoiler:By the time of the 8th novel volume, she had [[GenderBender turned him into a girl as well.]]

[[folder:Daniel, Raymond, and the Poor Noblemen]]
!!The Poor Noblemen
The group Leon belongs to, typically represented by his [[ThoseTwoGuys two friends]], Daniel and Raymond. The group is all-male, consisting of the heirs of Barons and Viscounts from poor families on other floating islands. They have extreme difficulty finding wives, and if they don’t before they leave the Academy, life will [[ChristmasCake become difficult for them]].
->For the Poor Noblemen's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* AristocratTeam: A very loose ImpoverishedPatrician team.
* BestServedCold: A side-story shows that the poor nobles have been waiting for an opportunity to all get together and hold a [[AfateWorseThanDeath revenge party]] at the expense of any exclusive servants who become vulnerable, due to their bullying and smugness towards them. Thus, when some servants are accidentally ordered to attack the Queen, Daniel and Raymond carry them off to do just that.
* BlackmailIsSuchAnUglyWord: [[spoiler: When Leon blackmails them to fight under his command for the Kingdom, by giving them advanced airships and threatening to stop maintaining them if they don’t. Leon prefers it be called ThePowerOfFriendship!]]
* ChristmasCake: GenderInverted. This is their fate if they don’t find a partner before graduating the Academy.
* FantasticCasteSystem: They’re at the bottom of it. It’s noted, that ''commoner'' men in the Kingdom have it better in multiple ways. [[spoiler: This is the intentional result of a GovernmentConspiracy by the Royal Family.]]
* FairWeatherFriend: They’re introduced as a group as if they’re TrueCompanions, but they buckle under Jilk’s pressure to vandalize Leon’s room. Leon doesn’t take it personally, since they have their futures to consider.
* ImpoverishedPatrician: Their families generally have their income siphoned off to the women they marry who live in the capitol, with the women in question living as an IdleRich, while the men struggle to get by, and typically find a [[TheMistress commoner mistress]].
* MistreatmentInducedBetrayal: [[spoiler: After being abused and facing rediculously unfair terms for marriage by the noble girls, they are initially excited to throw the Kingdom under the bus in favor of the Principality, where men have the advantage in searching for marriage. Before Leon blackmails them out of it.]]
* MysteriousPast: It is revealed that in the past, [[spoiler: their domains were ruled by vicious warlords who raided the mainland regularly, since without their wealth being siphoned into the capital, they could easily build warfleets.]]
* OldSchoolChivalry: Many of Daniel and Raymond’s views align with this, which fits considering their [[FeudalOverlord society is feudal]].
* PeerPressuredBully: Jilk coerces the group into vandalizing Leon’s room after he decides to be Angelica’s champion. Daniel and Raymond wait just outside to apologize to him.
* ReadTheFinePrint: Leon gives them high-tech airships, offering them cheap maintenance as well, to promote his airship factory. [[spoiler: Leon reminds them that the contract stipulates that the technology within the airships cannot be maintained anywhere else, and so they’d eventually become useless if he cut them off. Combined with persuasion, he uses this threat to get them to fight under his banner to defend the Capitol from the Principality.]]
* ReluctantWarrior: As first displayed when they ditch Leon when he’s supposed to guard Julius in the dungeon, they aren’t particularly brave on their own. Though they can and do put up a good fight in the right circumstances.
* ScrewThisImOuttaHere: [[spoiler: They decide to fence-sit and defect once the Principality crushes the Kingdom’s fleet, before Leon ''convinces'' them otherwise.]]
* ThoseTwoGuys: Daniel and Raymond, who are Leon’s friends. They reflect upon Leons ever-changing status, and express the views of disadvantaged noble boys at any given time.
* FarmBoy: Many of them including Leon actually farm, since their families are that poor by the standards of aristocrats, and the insults they receive from noble girls are often farming related.
* VitriolicBestBuds: Daniel and Raymond’s relationship with Leon.

!!! Other Nobles

[[folder:Marquis Frampton]]
!!Malcolm Fou Frampton
The ambitious Minister of Defence of the Kingdom of Holfort, rival of Duke Redgrave, and backer of House Olfrey. Frampton is an opportunistic traitor who will use any means to increase his power. Due to the power vaccum created by the five dateable cast breaking their engagements, he becomes the most influential aristocrat in the Kingdom.
->For Frampton's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* AmbitionIsEvil: If he had just been content with being the most powerful political force in the Kingdom, there would have been a lot less tragedy.
* AristocratsAreEvil: Is perfectly willing to target the innocent, and backstab his allies.
* BigBadWannabe: Thinks he is using the Principality. But he's not as cunning as he thinks he is, and serves their ends.
* DividedWeFall: The situation he puts the Kingdom in teeters close to outright civil-war.
* EvilVsEvil: [[spoiler: Ends up sending his own faction's forces to fight the Principality, after they break his agreement with them, and his forces end up completely smashed]]
* FrameUp: [[spoiler: Frampton has fake letters planted in Leon's room to frame him for treason, seeing Leon arrested, brutalized, and likely murdered if the Queen and Gilbert Redgrave hadn't intervened. So, Leon has Luxion [[HoistByHisOwnPetard reproduce Frampton's guilt-proving correspondence]] that he'd burned, alongside video of Frampton admitting his crimes in meetings, exposing him in front of the Royal Court, and triggering a VillainousBreakdown.]]
* GenreSavvy: As easily manipulated as Frampton is, Luxion points out that he correctly judged the greatest potential threat to himself, when others couldn't: [[spoiler: Leon, due to having Luxion.]]
* HoistByHisOwnPetard: [[spoiler: Targeting Leon was his first mistake, writing letters about doing so was his second.]]
* ItsAllAboutMe: Feels like his service has entitled him to run the Kingdom, no matter how much damage he has to do to said Kingdom in the process of taking control.
* NeverMyFault: [[spoiler: His rantings during his VillainousBreakdown, constantly claiming Leon is the biggest threat to the Kingdom, despite the fact that it was his dealings with the Principality that is putting the Kingdom in danger.]]
* OldSoldier: Feels entitled from his service, and that [[ItsAllAboutMe he's been whats holding up the Kingdom.]]
* TheQuisling: Unwittingly, since he underestimates the Principality. He just wants to take control of the Kingdom.
* ATasteOfTheirOwnMedicine: [[spoiler: He's not the only one who can forge documents!]]
* UnwittingPawn: To the Principality, who he looked down on, and thought ''he'' was the one using.
* VillainousBreakdown: [[spoiler: After Leon exposes him in front of the whole royal court with overwhelming evidence.]]
* YoungerThanTheyLook: According to narration.

!!!Demi-humans
[[folder:Demi-Humans]]
!!Demi-Humans
Elves and a variety of other sapients. Mainly present in the story as "Exclusive Servants", bought by Holfort noblewomen.

* ArtificialHuman: Elves, and presumably the others, were created as experiments by Old Humanity. Considering [[CovertPervert Claire]] was employed in the facility close to the elf homeland, it could explain why they are considered beautiful by human standards.
* AuraVision: Elves and half-elves can gague magical ability with this, and it’s also how they percieve beauty.
* FantasyContraception: Cannot get human women pregnant, which is half the reason they're employed. At least for elves, human men can interbreed with elf women, and the resulting half-elf men can interbreed with human women.
* HenchmenRace: Half of their main use. They are stronger on average than humans, and they're used to bully and intimidate the noblemen all the time in the Academy, usually commanded with subtle gestures.
* LongLived: It's noted that at least elves see their work contracts under noblewomen in a different light than humans might because of their lifespans. In Kyle's home village, it's expected and encouraged for their people to enter into work contracts for decades as Exclusive Servants.
* OlderThanTheyLook: Elves, which is to be expected.
* TheOldestProfession: The other half of their usage by Holfort noblewomen, as they can't cause pregnancy in humans.
* ServantRace: Supposedly. In reality, due to [[RichBitch the]] [[RoyalBrat nature]] of their typical owners, it's more of a mix between HenchmenRace and TheOldestProfession.
* SlaveRace: SubvertedTrope. They are simply servants following contracts, who can quit (Kyle has done so repeatedly in the past). They can claim violation of contract if abused. They’re just colloquially called slaves, and used as a GenderFlip {{satire}} of female slaves [[HerosSlaveHarem in other Isekai novels]].
* SmugSnake: Most of the Exclusive Servants in the series have this attitude, accentuated in the manga adaptation, where more of their body-language is seen than in the books.

[[folder:Kyle]]
!!Kyle
A snarky half-elf, gifted to Marie by Julius and Jilk, when they realize she doesn't have an Exclusive Servant. Originally only tolerated because he is cute, she eventually comes to appreciate his abundance of sense [[OnlySaneMan compared to her surroundings]].
->For Kyle's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* AdorablyPrecociousChild: Partially driven by embarassment caused by his mother's behavior.
* BecauseYouWereNiceToMe: Is loyal to Marie, because she treats him better than any master before her. He left all his other masters.
* BeneathTheMask: Starts off trying to be cute to impress his master. Gradually seems to realize he doesn't need to act.
* BrutalHonesty: He isn't afraid of anyone, even Leon.
* DeadpanSnarker: Once he stops [[BeneathTheMask hiding his true personality.]]
* HalfHumanHybrid: While Elf males can't get human women pregnant, elf women can to human men; Kyle is one such case.
* HatesTheirParent: His mother, Yumeria. Their interactions mostly consist of him scolding her.
* HeroicBastard: Heavily implied to be a ChildByRape, of a human nobleman who kept Yumeria locked up in his manor.
* HonestJohnsDealership: The merchant who took him from his home village, conveniently hid the fact that he was a half-elf, and sold him to market at full price. A fact which could of resulted in a lot of SurprisePregnancy, since one of the main uses of Exclusive Servants is as lovers, and half-elves can get human women pregnant, unlike full elves.
* IJustWantToBeBadass: Kyle repeatedly yearns to pilot a MiniMecha, but can’t because he’s part-elf.
* MyGodWhatHaveIDone: [[spoiler: Loses himself to depression, blaming himself when his mother disappears after he had been rebellious and mean towards her.]]
* NotSoAboveItAll: When he eventually starts going through a rebellious phase.
* NotSoStoic: [[spoiler: Cries when Marie apologizes for criticizing him, after she [[HeroicBSOD broke down, and tore into all her followers]], after almost being [[BurnTheWitch burnt at the stake]].]]
** Again, [[spoiler: when his mother disappears and he blames himself. Leon remarks that he's finally [[AdorablyPrecociousChild acting his age.]]]]
* OnlySaneMan: His role in Marie's coterie.
* SecretCharacter: In the game, he's missable content.
* TheStoic: His typical mood is mild irritation.
* TookALevelInBadass: [[spoiler: Spearheads the assault on the Republic’s capitol temple to rescue his mother, borrowing Arroganz.]]
* WeAreAsMayflies: Due to being a half-elf, he has a human lifespan, meaning his mother is likely to outlive him by a long time.

[[folder:Yumeria]]
!!Yumeria
Kyle's clumsy and shy mother, who'd been living as a quasi-outcast among her village, due to FantasticRacism based on her type of magic. Leon takes her into his household as a maid, taking pity after seeing her mistreatment by the other elves. She suffers from low self-esteem, and wishes her son would let her be a mother to him.

* BrainwashedAndCrazy: [[spoiler: Ideal brainwashes her into stripping all of the Republic nobles of their Sacred Tree Crests and giving them to Serge’s rebel army. She is broken out of it by Kyle.]]
* ChekhovsSkill: Her GreenThumb magic turns out to be quite nifty, in a country dominated by a magic-granting WorldTree.
* CuteClumsyGirl
* {{Dojikko}}: Her main archetype.
* EntertaininglyWrong: When she [[OutOfContextEavesdropping tries to snoop on]] Leon and Marie. [[spoiler: She overheard Marie calling Leon big brother, and therefore concludes that Leon’s father had an affair and Marie was the result.]] Her incorrect conclusion is only reinforced by further events.
* EvenTheGirlsWantHer: Yumeria is said to garner this reaction from humans.
* FantasticRacism: Elves judge beauty based on magical signature instead of appearance; because of her unusual magical talents, she is seen as an abomination by them.
* GreenThumb: Her special magical capability, is manipulating plants. [[spoiler: Eventually, lets her be the first to speak to the [[WorldTree Alzer Sapling]].]]
* OlderThanTheyLook: Like most elves. She is said to look like an [[BuxomIsBetter unusually busty]] young girl, despite being a mother.
* SuperEmpowering: [[spoiler: Is manipulated by Ideal into giving Serge’s rebel army Great House crests, and [[DePower stripping]] the rest of the Republic nobles of theirs, using her GreenThumb magic.]]
* {{Meido}}: Taken in by Leon as a maid, but doesn't do an impressive job at it.
* TheKlutz: Being constantly scolded by her son over this, doesn't help her self-confidence.

[[folder:Meole]]
!!Meole
A cat-like "Exclusive Servant", bought for Jenna, by Leon. He serves as her lover, and makes threatening movements towards Leon.

* CatFolk
* FrameUp: [[spoiler: Happily plants forged documents in Leon's room as a pretext for his arrest and execution. Meole's final mistake was [[SmugSnake gloating about it]].]]
* OffWithHisHead: [[spoiler: When Leon's [[PapaWolf father Balcus]] learns of Meole's treachary, he doesn't waste any time, and beheads him. Scaring his [[WickedStepmother legal wife]], and her bastards with the act, was a bonus.]]
* ServantRace: The same as the other elves and demi-humans in the setting.
* SmugSnake: [[spoiler: Can't resist a gloating grin to Leon, after setting him up. His gloating comes back to bite him, hard.]]
* TreacheryIsASpecialKindOfEvil:[[spoiler: In a series where LaserGuidedKarma usually takes the form of humilations, stripped statuses, or general suffering, Meole's betrayal is [[OffWithHisHead punished with no mercy]].]]
* {{Turncoat}}: [[spoiler: For the Principality. Besides [[FrameUp setting up Leon to look like a traitor,]] It's implied that he told Hertrude about Leon's MotiveRant, to aid her [[WeCanRuleTogether attempts to flip Leon]].]]

!Other
[[folder:Claire]]
!!Claire
The blue and white colored, feminine A.I. in charge of a biological research facility left over from Old Humanity, who helped create Elves. She is later given autonomy after having been downloaded into Luxion's main body, ostensibly to protect Leon's friends, but she has a few ideas of her own...

* ChekhovsGunman: Is introduced in the Light Novels long before becoming plot relevant.

* UnwittingTestSubject: Claire's experiment to awaken his interest in men, succeeded without him knowing she was there.

* MrExposition: Originally mainly there to educates Leon, and thus the audience, about the setting.

* TheMatchmaker: In his first scene, sends Angie to stay at Leon's household for the break, to encourage them to develop feelings, since he sees Leon as a rising star, a huge contrast with Julius, and better potential son-in-law.

* TheDutifulSon: Seems to be his archetype.

* GreekChorus: Partially serves as this, bantering with his father with regard to the Kingdom and the protagonists.

* HappilyMarried: To Leon's mother Luce, his second wife (equivelant to a mistress), only.

* MarriageOfConvenience: He is only with [[EvilStepMother Zola]] because he has to be for political reasons. He and Zola barely tolerate one another. [[spoiler: Eventually, he stops tolerating her, and fortunately for him, she ends up stripped of her titles due to her family having deserted the Kingdom. Zola's supposed children with him, aren't even his.]]

* SpringtimeForHitler: His attempt to scare away Dorothea Roseblade by telling her to be his pet.

* InLoveWithYourCarnage: Gets red faced just thinking of Leon's actions during [[spoiler: his duelwith Pierre]].

* NoblewomansLaugh: In the manga, she does this while fantasizing about making Leon her '[[PropertyOfLove pet]]'.

* ArentYouGoingToRavishMe: Wished that Nicks offering her a SlaveCollar and to be his pet was genuine.

* IceQueen: Her reputation.

* BadassBiker: Are good at racing and fighting on a HoverBike, as shown when the hospitalize Jilk. They later put this skill to good use, evacuating civilians.

* ThatLiarLies: The most prominant one calls out Leon when he claims he never lies, to Clarice.

* StandardHeroReward: Downplayed, he’s impressed with what Leon is confident of handling and asks him to marry his daughter. There’s no doubt she had talked to Bernard before this, however. As well, it’s later revealed that Leon is one of the few viable candidates since he doesn’t care about Clarice’s tarnished reputation.

* SlutShaming: Clarice faced this after pulling herself together, due to her seeking SexForSolace. This seems inconsistent considering how many other girls get away with it, however, nobles of the Earl rank and above have higher standards.

* BadassBiker: They even use them to help protect refugees from a Principality raid.

* LovableJock: The most prominent follower who talks to Leon, and to whom Leon’s InnerMonologue refers to as upperclassman..

* WellIntentionedExtremist: Attacking Jilk and offering their own heads to Leon in Clarice's place, all to see Clarice happy.

* InLoveWithYourCarnage: Gets red faced just thinking of Leon's NoHoldsBarredBeatdown of [[spoiler: Pierre]].

[-[[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobs Main Character Page]] | '''Holfort Kingdom''' | [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsFanoss Principality of Fanoss]] | [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsAlzer Alzer Republic]] | [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute Marie Route Side Story]]]]-]]]

* IBrokeANail: When forced to do farmwork as punishment for [[spoiler: planting a bomb on Leon's mech during the duel.]]

* PeerPressuredBully: Has shades of this, being from one of the houses dependant on Brad's sadistic unnamed ex-fiancée, serving as her follower, and being threatened into baiting Leon. In this situation, she bullies the only person around of lower status than herself (Olivia, a commoner). Without that toxic influence, she's shown to be a timid, caring girl, and [[ReformedBully never bullies anyone again.]]

The blue colored, feminine A.I. in charge of a biological research facility left over from Old Humanity, who helped create Elves. She is later given autonomy after having been downloaded into Luxion's main body, ostensibly to protect Leon's friends, but she has a few ideas of her own...

* GoneHorriblyWrong: His attempt to scare away Dorothea Roseblade by telling her to be his pet.
* IDidntMeanToTurnYouOn: His acting aggressive behavior towards Dorothea just makes her like him, when he was trying to scare her away.

Marie Route exclusive tropes belong on this page, spoilers for the first two volumes will be unmarked.

* BreakTheHaughty: After looking down on, and bullying Olivia constantly, [[spoiler: and trying to pin being TheMole on her, Carla becomes the one looked down on and bullied, after being exposed and disowned.]]

* TheFakeCutie: Tries to appeal to Leon as a friendly potential marriage candidate in distress, under the orders of Brad's ex-fiancée. As well as to [[spoiler: seem innocent in front of her father. Both fail miserably, and she's exposed, and disowned.]]

* ReformedBully: [[spoiler: After becoming a victim to bullying herself, as well as [[PeerPressuredBully losing the pressure to do so]] from the Earl's Daughter, who got stripped of her nobility.]]

* UndyingLoyalty: [[spoiler: To Marie, after she offered Carla forgiveness when noone else would.]]
* VillainousBreakdown: [[spoiler: When Leon exposes her in front of her father, threatening both.]]

* ToxicFriendInfluence: For Carla, who bullies Olivia even on her own. [[spoiler: The Earl's daughter being out of the picture allows for Carla to become a ReformedBully.]]

* HappilyMarried: To Leon's mother Luce, his second wife (equivelant to a mistress), only. Hilariously, it also got passed to Leon (who fears Olivia's and Angie's wraith on his supposed cheatings) and Nicks [[spoiler: who got married to Dorothea Rosenblade, a noble girl who was into BDSM.]]

* LikeFatherLikeSon: In the epilogue of the second volume, he's humorously shown to have had similiar priorities to Leon, when searching for a wife. Also he is somewhat BrilliantButLazy which is also passed to Leon and Nicks that they would find excuses and dodge responsibilities if they can (sometimes at the expense of each other) because of the headaches it would bring but if they are cornered or threatened they can be dangerous and ruthless as they need to be, which is greatly shown on the Marie Route.

[[folder:Zola]]
!!Zola
-->''”At this rate, we’ll have to settle for the next son. Well, even at an age like that, he should still be able to do housework.”''
Leon’s WickedStepMother. While Leon’s mother Luce is his father’s mistress from a Knight household, his official wife is Zola, an oppressive and parasitic misandrist. Balcus had to marry her for political reasons, due to his father being promoted to Baron, and neither care for one another in the slightest. She sees men as livestock, and enters the story by forcing Leon’s father to sell him into death or slavery at the hands of her secretive organization, the Forest of Ladies.

!Other Holfort Kingdom Academy Characters

[[folder:Master]]
!!Master
-->''"It must have been painful. It must have been hard. However, don’t give up. Beyond is the path of a true gentleman──leading to the path of tea."''
A gentlemanly teacher assigned to teach etiquette and tea ceremonies, who leaves a profound impact on Leon, shaping his worldview, and providing moral support.
->For Master's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* ASpotOfTea: British themed while teaching Leon to prepare and love tea.
* BornInTheWrongCentury: Rare fictional world example. He believes in old concepts of Chivalry, before being a knight became about appealing to women, due to the Kingdom's Matriarchical aspects that came about in recent generations.
* CoolTeacher: Cool enough, to turn Leon from a tea party skeptic, to a tea party fanatic.
* EveryoneCallsHimBarkeep: Referred to as Mentor, Master, or Teacher.
* GoodOldWays: Teaching Leon how things used to be in the Kingdom, gives him hope.
* HighClassGlass
* KnightInShiningArmor: What he teaches Leon to be, motivating him to fight on for the sake of those he wants to protect, during a HeroicBSOD. Master himself, [[spoiler: protects Mylene and Hertrude from rubble during a Principality raid, and later [[RetiredBadass leaves to join the final battle himself.]]]]
* TheMentor: Provides advice and moral support, though is willing to criticize Leon in cases like [[TheReasonYouSuckSpeech his behavior]] dueling the princes, or for teasing the Queen.
* NoNameGiven
* OldSchoolChivalry: What he's all about.
* ReasonableAuthorityFigure: He will always listen and offer supportive words. [[spoiler: He even helps Leon get away with his belligerent strategies for the Alzer Republic, when assigned an ambassador there.]]
* RetiredBadass: Is a [[KnightInShiningArmor Knight in the old sense]], and will fight if his country needs him.
* QuintessentialBritishGentleman: His archetype, and aesthetic.

[[folder:Clarice Fia Atlee]]
!!Clarice Fia Atlee
--> ''“It's not just Angelica! Are you even aware of what other people have been saying about the other fiancees and me behind our backs?”''
Jilk's former fiancée, and daughter of the Prime Minister, a hereditary title in the Kingdom. Clarice was initially introduced as a Gyaru out to make Jilk's life miserable. It turns out that she's actually a prim and proper lady and honor student that wouldn't lose to Angelica in terms of looks and personality and was just venting her frustrations at the broken engagement, finally moving on after some words of encouragement from Leon.
->For Clarice's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* BadassBiker: Her followers. They even use them to help protect refugees from a Principality raid.
* BirdsOfAFeather: Both Clarice and Jilk are described as the type of person who's always smiling, while engaging in underhanded schemes in secret. Hence why her followers were trained like a military unit.
* BrokenAce: How she's introduced, having previously been been a model student and popular, before [[LoveHurts her heartbreak]] and Jilk's actions tarnished her reputation. Thanks to Leons help, she eventually recovers.
* CoolBike: Her family and followers are heavily involved in air-biking production and racing.
* DefiledForever: She breaks down in tears after everything she did at her lowest caught up to her, as she thought she lost her worth as a woman. Leon thought otherwise and gave her words of encouragement, causing her to fall for him.
* {{Determinator}}: Her followers, to the point of not being afraid of bullets, and not stopping when shot.
* DisposableFiance: Like Angelica, her role in the Otome Game plot; it's explored that the reason she was so hostile was because of Jilk giving her a DearJohnLetter and ignoring her, having publicly humiliated her, and tarnished her reputation with his actions.
* GyaruGirl: Adopts the style for a while, while she's having SexForSolace over her [[LoveHurts broken heart]]. She seems to have dropped it after pulling herself together.
* LoveHurts: Her unrequited love for Jilk, and her engagement with him being ended by DearJohnLetter while avoiding her, drives her into a mental breakdown, and ordering physical attacks on Jilk.
* AMotherToHerMen: Is kind to, and looks after her followers, who will do anything for her in turn. This makes them the main exception among followers, who for other girls, [[FairWeatherFriend dissappear when the going gets tough]].
* NiceToTheWaiter: The strong connection she has with her followers, is one of her biggest contrasts to the other girls of the Academy.
* OppositesAttract: Clarice is a BewareTheQuietOnes type, while Leon is a JerkWithAHeartOfGold.
* RevengeBeforeReason: Actively tries to hurt Jilk and later Leon as his substitute with her followers during the Airbike race, despite the fact that nothing good could come of it. Ultimately the only reason she got any sort of closure is specifically because Leon won despite all of that and decided to call in a favor Jilk owed to apologize in person.
* SecondLove: Is later shown to have fallen for Leon.
* SexForSolace: For a time, with Exclusive Servants, over her [[LoveHurts broken heart]], from Jilk's [[DearJohnletter treatment]] of her after ending their engagement. She adopts a [[GyaruGirl Gyaru style]] to match.
* UndyingLoyalty: Her followers act like a fanatical military unit in combat, and offer up their lives to Leon to prevent her from facing his retribution.
* WomanScorned: Is introduced having been similarly humiliated and her engagement broken like Angie. Only without the support Angie got from Livia and Leon, she had a mental breakdown, [[BrokenAce ceasing to be a model student and noble]], and ordering her followers to attack said ex-fiance Jilk, who won't even talk to her.

[[folder:Deirdre Fia Roseblade]]
!!Deirdre Fia Roseblade
-->''“A dog without discipline. With such a brazen attitude──you’d make a good pet. If it weren’t for the fact that you’re Angelica’s favorite, I would have you by my side.”''
A senior student and daughter of a wealthy Earl, who takes an interest in Leon after he stands up to her, and proves his actions can match his boasts. She helps gather information for him, while enamored with his aggressiveness.
->For Deirdre's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* BlowYouAway: Fights off monsters using wind magic.
* BrutalHonesty: Leon notes this about her.
* BunnyEarsLawyer: Despite her CasualKink themed antics, she knows kingdom politics well and serves as a good informant.
* HasAType: She prefers men who have a spine like Leon.
* InLoveWithYourCarnage: Gets red faced just thinking of Leon's NoHoldsBarredBeatdown of [[spoiler: Pierre]].
* LuminescentBlush: When seeing Leon behave aggressively.
* NoblewomansLaugh: In the manga, she does this while fantasizing about making Leon her '[[PropertyOfLove pet]]'.
* PowerfulPeopleAreSubs: House Roseblade has a fearsome reputation, and combined with the general submissiveness of male nobles in the Kingdom, she rarely gets to see a man stand up to her. When they do, she takes notice.
* RegalRinglets: As befitting a scion of one of the wealthiest households in Holfort.

[[folder:Carla Fou Wayne]]
!!Carla Fou Wayne
--> ''“Could you be quiet for a minute? This is a very serious conversation.”''
A Baronet's daughter, first seen being sent to butter up and lure Leon into a trap, only to be seen through immediately.

* AllOfTheOtherReindeer: [[spoiler: After being exposed, gets this treatment from the rest of the Academy. Until Marie comes to her rescue, making Carla a follower to irritate Leon.]]
* BecauseYouWereNiceToMe: [[spoiler: Marie being the only one willing to give her a second chance, after being exposed, earns Carla's UndyingLoyalty.]]
* BreakTheHaughty: After looking down on, and bullying Olivia constantly, [[spoiler: and trying to pin being TheMole on her, Carla becomes the one looked down on and bullied, after being exposed and disowned.]]
* DullEyesOfUnhappiness: How she's portrayed from the get-go, in the Manga adaptation. Fitting, as she was TrappedInVillainy with threats to her family.
* EpicFail: She tries to use a mixture of flattery and seduction to trick Leon. Instead, she makes repeated faux pas (treating Olivia badly), to the point where even without his prior game knowlege, he wouldn't trust her. Leon only plays along with her deception to gain a plot crucial game item, springing the trap.
* TheFakeCutie: Tries to appeal to Leon as a friendly potential marriage candidate in distress, under the orders of Brad's ex-fiancée. As well as to [[spoiler: seem innocent in front of her father. Both fail miserably, and she's exposed, and disowned.]]
* HaremSeeker: Downplayed. Carla is envious of Marie having a ReverseHarem.
* TheMole: Threatened into trying to be one, but does a really horrible job at it.
* NumberTwo: [[spoiler: Serves as this for Marie in Alzer, helping manage the mansion and rowdy princes.]]
* PeerPressuredBully: Has shades of this, being from one of the houses dependant on Brad's sadistic unnamed ex-fiancée, serving as her follower, and being threatened into baiting Leon. In this situation, she bullies the only person around of lower status than herself (Olivia, a commoner). Without that toxic influence, she's shown to be a timid, caring girl, and [[ReformedBully never bullies anyone again.]]
* ReformedBully: [[spoiler: After becoming a victim to bullying herself, as well as [[PeerPressuredBully losing the pressure to do so]] from the Earl's Daughter, who got stripped of her nobility.]]
* TheReliableOne: [[spoiler: Once Leon and Marie move to Alzer, she is their most reliable servant, never causing any trouble or stepping on any toes like the others do, and once offering to help Marie out with her own savings.]]
* ToxicFriendInfluence: Earl Olfrey's daughter was this, encouraging her bullying of commoners.
* TrappedInVillainy: With threats against her family if she doesn't comply.
* UndyingLoyalty: [[spoiler: To Marie, after she offered Carla forgiveness when noone else would.]]
* VillainousBreakdown: [[spoiler: When Leon exposes her in front of her father, threatening both.]]

[[folder:Earl Olfrey's daughter]]
!!Earl Olfrey's daughter
A minor villain and [[TheBully bully]] who enters the story by assaulting Leon's cafe over making her lose the bet she made during his Duel with the princes. Daughter of a ruthless family of merchants who usurped their titles, and formerly engaged to Brad in the hopes that their family's ties to the Principality of Fanoss would reduce tensions, before he broke it off for Marie. Her main role in the Otome Game plot was to put Olivia into an UriahGambit to be attacked by her family's sponsored [[SkyPirate Sky Pirates]], which brings Olivia closer to her capture target.

* AlphaBitch: She behaves like one, with a GirlPosse, though there is no sign of her being popular; her family actually has a horrible reputation for criminality and not deserving their noble titles.
* BreakTheCutie: Makes it her personal mission to do this to Olivia.
* TheBully: Targeting Leon and Olivia. True to form for a bully, when Leon fights back, she shifts her main attention to the one who won't.
* BullyingADragon: Threatens Leon, and then the short tempered Angelica and her Duke House.
* DisposableFiance: Like Angie and Clarice, this was part of her role in the Otome Game, being originally engaged to Brad. Unlike Angie and Clarice, her fiancé definately dodged a bullet breaking that engagement.
* FlatCharacter: Her only role in the story is to give Leon and Oliva grief, clearly prioritizing this on the latter beyond any notion of self preservation with the fact that getting her nose broken isn't enough to get her to back off. The fact that she isn't even named is an indicator of just how insignificant she ultimately is before the loss of her noble title gets her booted out of the story.
* GirlPosse: Including Carla, she has these do the physical part of her bullying, seemingly followers from her family's vassals. She [[GenreSavvy acknowledges]] that these kind of people are [[FairWeatherFriend Fair Weather Friends]], and [[TrappedInVillainy uses threats to Carla's family,]] to make sure she does [[TheMole her bidding]].
* HateSink: Possibly like in the original game, this girl is an utterly unsympathetic bully who not only causes trouble for Oliva, but actively goes out of her way to break her spirit when she can, simply because she can. Even the fact that her house isn't nearly as powerful, or getting her nose broken isn't enough to dissuade her nastiness, and nobody complained when she and her entire house wind up losing everything partly ''because'' of her downright excessive nastiness towards "a mere commoner".
* {{Hypocrite}}: Bullies Olivia for not being a noble, when her family bought their noble title.
* LaserGuidedKarma: After Leon fully subdued the sky pirates she sent after him, Oliva, and the other students, Luxion found several documents with interactions between them and the Offrey Household. When the documents came into light, she & her whole household lost their rank as a noble and their assets, territory and everything else were seized. Now she not only has nothing, but she's even below Oliva, a commoner.
* NasalTrauma: Driving a wedge between Angie and Olivia on two separate occasions, gets her nose broken by Angie. [[BullyingADragon It wasn't enough to learn her lesson.]]
* NeckLift: Gets choked out by Angie after telling her it'd be a ShameIfSomethingHappened to Olivia.
* NiceJobFixingItVillain: Within the original otome game's plot, forcing Olivia to fight the sky pirates only led to Olivia to acquire one of the Saint's items, as that item was amongst the pirate's possession.
* NoNameGiven: Known as 'the Earl's Daughter', as well as Brad's ex-fiancée. At least she has an identifiable hairstyle of [[AnimeHair hoops on either side.]]
* NouveauRiche: Multiple people comment on her gaudy appearance and makeup, and she flaunts her wealth by having several Exclusive Servants. She seems to be overcompensating for her family not having noble blood, having been merchants who bought and usurped their title and kept it [[ScrewTheRulesIHaveConnections with the help]] of Marquis Frampton.
* RoyalBrat: Arrogant and {{Jerkass}}, being introduced getting petty revenge on Leon for winning when she’d bet against him.
* {{Sadist}}: Marie [[ExcellentJudgeOfCharacter quickly realizes]] she is this, when meeting her in Marie Route.
* ScrewTheRulesIHaveConnections: Being connected to Marquis Frampton's faction is the main thing that kept her family from being punished for their shady dealings, before coming into the plot.
* ShameIfSomethingHappened: Taunting Angie about Leon and Olivia going into her UriahGambit, earns her a NeckLift and YouHaveNoIdeaWhoYoureDealingWith.
* StupidEvil: Her constantly BullyingADragon suggests this. It seems that she's so used to getting her way when making threats, that she's never careful to see if her targets are more powerful than she can handle.
* ToxicFriendInfluence: For Carla, who bullies Olivia even on her own. [[spoiler: The Earl's daughter being out of the picture allows for Carla to become a ReformedBully.]]
* SmugSnake: Overlaps with TooDumbToLive. She is actively antagonizing people, both them and their friends, that could easily cause trouble for her own house without caring a whit about the consequences. Even getting a NeckLift by Angelica and ''outright having her nose smashed in'' is enough to keep her from being so insufferably smug in her delusion that she's above consequence. It takes literally losing everything due to her and her family's treachery for it to finally sink in that that she isn't.
* UriahGambit: Her main role in the Otome Plot is to lure Olivia into one of these, with her family's sponsored [[SkyPirate Sky Pirates]].
* IWillPunishYourFriendForYourFailure: Uses this to control Carla, threatening her family. It's definitely an enforceable threat, as Carla is from a Baronet Household on her parents Earldom, meaning it's completely within their authority to carry it out.
* YouHaveNoIdeaWhoYoureDealingWith: Receives this twice from Angie. First, she unknowingly orders her Exclusive Servants to assault the Queen of Holfort, who [[KingIncognito was incognito]], then she [[SuicidalOverconfidence actually threatens to]] destroy Angie's Duke house, despite Olfrey House being [[BullyingADragon multiple times weaker than the Redgraves.]]
* YouHaveOutlivedYourUsefulness: [[AmbiguousSituation Possibly]]. After her demi-human servants were defeated by Leon in his cafe, Angelica thinks to herself that she must have fired them and hired new ones, although the originals ''were'' taken by Daniel and Raymond to a "''revenge party''".

[[folder:Aaron]]
!!Aaron
A commoner adventurer, who is eventually let into Holfort Academy as a scholarship student, where he was a violent delinquent, until he became an unwitting test subject to Claire.

* AttemptedRape: Tries to [[SlippingAMickey roofie]] Olivia at a party, but she [[TheTeetotaler doesn't drink alcohol]], and then Claire knocks him and his friends unconscious.
* ChekhovsGunman: Is introduced in the Light Novels long before becoming plot relevant.
* {{Crossdresser}}: Where his efforts to look more feminine lead him, [[YaoiFangirl much to Claire's delight.]]
* JapaneseDelinquents: Before he was caught by Claire.
* RapeAndSwitch: What's implied to have occured after Claire sees him taken home by an all-male group of students. Claire intended to test the suspension bridge effect.
* ScholarshipStudent: How he was able to enter the Academy, because [[spoiler: so many noble families were stripped of their titles and land because they deserted their posts during the war, or for being part of Marquis Frampton's traitorous faction.]]
* UnwittingTestSubject: Claire's experiment to awaken his interest in men, succeeded without him knowing she was there.

[[folder: Dorothea Fia Roseblade]]
!!Dorothea Fia Roseblade
Deidre’s older sister, an academy graduate who visits Leon’s home in the eighth volume for a marriage interview with Leon’s older brother Nicks.
->For Dorothea's original ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* CanonImmigrant: Was introduced in the ''Marie Route'' spinoff, before having her side plot there adapted into the eighth volume.

!!! Groups
[[folder:Angelica's Followers]]
!!Angelica's Followers
It’s typical practice for nobles of the Earl rank and above, to send a number of their vassal’s children to the Royal Academy with their daughters, to act as assistants, guards, and servants. Angelica has a troubled relationship with hers.

* ChildhoodFriends: Some of them grew up playing together with Angelica.
* DirtyCoward: The male followers won’t fight for Angie, but they will [[spoiler: surprise-attack Leon from behind and try to murder him.]]
* DoubleAgent: [[spoiler: Two of the female followers put a Principality tracking device on the cruise liner Angie is on, and try to pin her for it, as well as restraining Livia. Leon catches and exposes them, locking them in the brig, and handing them off to Duke Redgrave to face [[AfateWorseThanDeath what is likely a grisly fate]].]]
* FairWeatherFriend: Prove to be this when Angie challenges Marie to a duel, and none of them stick up for her because they are afraid of going against the royal family. Many of them try to beg her forgiveness after this, and they receive a warning from her father.
* AFateWorseThanDeath: [[spoiler: Gilbert gives Angie a PsychoticSmirk when asking if she wants to know what happened to the two female followers who tried to pin being Principality spies on her. She [[TooMuchInformation doesn’t want to know.]]]]
* MakeAnExampleOfThem: [[spoiler: Duke Redgrave’s [[PoisonousFriend response]] to their betrayal during the Principality’s attack, crushing their households.]]
* ProfessionalButtKisser: Their general role before Angie issued her duel challenge to Marie. After that, she refuses to even speak to them.
* ThePurge: [[spoiler: After they all betray Angie and beat up Leon and Livia during the Principality’s first invasion, Duke Redgrave makes an example out of their noble houses, crushing their families and replacing them with new vassals.]]
* RewardedAsATraitorDeserves: [[spoiler: The two female followers worked as DoubleAgent for the Principality of Fanoss. They are left on-board the luxury airship, planned to be executed alongside the other students.]]
* ShelteredAristocrat: A brief side-story shows that Angie’s female followers prevented her from visiting food-stands and other things, furthering the divide between her and Julius.
* TheResenter: The male followers really resent Leon having Angie’s favor. He taunts them over how they failed to volunteer as her champions when she challenged Marie, calling them spineless. [[spoiler: They hit Leon from behind and give him a NoHoldsBarredBeatdown, when the Principality takes their luxury liner hostage, and they try to murder him before Livia fights them off.]]
* WouldHitAGirl: [[spoiler: They fight Livia when she rescues Leon from being beaten to death.]]

[[folder:Daniel, Raymond, and the Poor Noblemen]]
!!The Poor Noblemen
The group Leon belongs to, typically represented by his [[ThoseTwoGuys two friends]], Daniel and Raymond. The group is all-male, consisting of the heirs of Barons and Viscounts from poor families on other floating islands. They have extreme difficulty finding wives, and if they don’t before they leave the Academy, life will [[ChristmasCake become difficult for them]].
->For the Poor Noblemen's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* AristocratTeam: A very loose ImpoverishedPatrician team.
* BestServedCold: A side-story shows that the poor nobles have been waiting for an opportunity to all get together and hold a [[AfateWorseThanDeath revenge party]] at the expense of any exclusive servants who become vulnerable, due to their bullying and smugness towards them. Thus, when some servants are accidentally ordered to attack the Queen, Daniel and Raymond carry them off to do just that.
* BlackmailIsSuchAnUglyWord: [[spoiler: When Leon blackmails them to fight under his command for the Kingdom, by giving them advanced airships and threatening to stop maintaining them if they don’t. Leon prefers it be called ThePowerOfFriendship!]]
* ChristmasCake: GenderInverted. This is their fate if they don’t find a partner before graduating the Academy.
* FantasticCasteSystem: They’re at the bottom of it. It’s noted, that ''commoner'' men in the Kingdom have it better in multiple ways. [[spoiler: This is the intentional result of a GovernmentConspiracy by the Royal Family.]]
* FairWeatherFriend: They’re introduced as a group as if they’re TrueCompanions, but they buckle under Jilk’s pressure to vandalize Leon’s room. Leon doesn’t take it personally, since they have their futures to consider.
* ImpoverishedPatrician: Their families generally have their income siphoned off to the women they marry who live in the capitol, with the women in question living as an IdleRich, while the men struggle to get by, and typically find a [[TheMistress commoner mistress]].
* MistreatmentInducedBetrayal: [[spoiler: After being abused and facing rediculously unfair terms for marriage by the noble girls, they are initially excited to throw the Kingdom under the bus in favor of the Principality, where men have the advantage in searching for marriage. Before Leon blackmails them out of it.]]
* MysteriousPast: It is revealed that in the past, [[spoiler: their domains were ruled by vicious warlords who raided the mainland regularly, since without their wealth being siphoned into the capital, they could easily build warfleets.]]
* OldSchoolChivalry: Many of Daniel and Raymond’s views align with this, which fits considering their [[FeudalOverlord society is feudal]].
* PeerPressuredBully: Jilk coerces the group into vandalizing Leon’s room after he decides to be Angelica’s champion. Daniel and Raymond wait just outside to apologize to him.
* ReadTheFinePrint: Leon gives them high-tech airships, offering them cheap maintenance as well, to promote his airship factory. [[spoiler: Leon reminds them that the contract stipulates that the technology within the airships cannot be maintained anywhere else, and so they’d eventually become useless if he cut them off. Combined with persuasion, he uses this threat to get them to fight under his banner to defend the Capitol from the Principality.]]
* ReluctantWarrior: As first displayed when they ditch Leon when he’s supposed to guard Julius in the dungeon, they aren’t particularly brave on their own. Though they can and do put up a good fight in the right circumstances.
* ScrewThisImOuttaHere: [[spoiler: They decide to fence-sit and defect once the Principality crushes the Kingdom’s fleet, before Leon ''convinces'' them otherwise.]]
* ThoseTwoGuys: Daniel and Raymond, who are Leon’s friends. They reflect upon Leons ever-changing status, and express the views of disadvantaged noble boys at any given time.
* FarmBoy: Many of them including Leon actually farm, since their families are that poor by the standards of aristocrats, and the insults they receive from noble girls are often farming related.
* VitriolicBestBuds: Daniel and Raymond’s relationship with Leon.

!Kingdom of Holfort
[[folder:King Roland]]
!!Roland Rapha Holfort
-->''"You’re really trash. But, I won’t be fit for life in the palace if I get angry from just that much. It’s my son’s responsibility for getting beaten up, and even if you woo my queen I’ll only think "So?" at this point. Though I’ll sentence you to death if you lay your hand on my concubine. Now, young lady. Shall we create a memory of a night together?"''
The king of Holfort and Prince Julius' father. The public knows him as a charismatic and competent ruler. In reality, while he ''is'' competent, he is also a frequent troublemaker and a notorious playboy who has a lot of concubines, much to the headache of his ministers and his wife, who ends up doing most of the work.

* BeleagueredBureaucrat: Half the motivation for his [[SitcomArchNemesis rivalry]] with Leon, is having to clean up his messes.
* BitchInSheepsClothing: Is said to put on an act to the public, but shows his true self around his wife and Leon.
* TheCasanova: He has a lot of concubines and is still adding more.
* TheChewToy: His never being able to [[GlorySeeker find glory]] or [[LazyBum relax]], mainly due to Leon, leads to many amusing scenes.
* DirtyOldMan: Leon is disturbed to realize the reason the king was an ally of the protagonist in the game is because he was attracted to her.
* DudeWheresMyRespect: After Leon talks to his wife respectfully. Leon [[BitingTheHandHumor retorts that]] Roland doesn't take his job seriously, earning agreement from everyone around.
* ExhaustedEyeBags: The result of his [[SitcomArchNemesis nemesis]]' escapades.
* FailureHero: All his attempts at being heroic, such as giving an inspiring speech, activating the Royal Airship, and to fight as The Masked Knight, ultimately end in Roland being overshadowed or humiliated.
* TheFriendNobodyLikes: Among his court and ministers. Roland is selfish and lazy, leading to them sympathizing with Leon when the [[SitcomArchNemesis two fight]]. It even gets to the point where[[spoiler: Leon knees Roland in the stomach without the Royal Guards flinching.]]
* GlorySeeker: Between his desire to have an epic moment leading the Kingdom's defence, and his Masked Knight secret identity, [[spoiler: sees his chances for glory stolen by Leon, and Julius, respectively.]]
* HasAType: Girls close to Olivia's age, to be exact. Leon more than once laments the fact that Mylene is married to him.
* TheHighKing: [[spoiler: When the Alzer Republic [[VoluntaryVassal swears fealty]] to him for protection, after the Sacred Tree’s destruction, he retains his title as King. Alzer is made up of six kingdoms.]]
* HollywoodMidLifeCrisis: The fact he likes to don SensualSpandex to masquerade as a superhero, The Masked Knight, hints at this.
* ImpossiblyTackyClothes: His Masked Knight mask. [[LikeFatherLikeSon Only Julius]] thinks it’s cool.
* IneffectualDeathThreats: Often makes these regarding Leon; Leon is the RoyalFavorite of his wife, who’s more respected than him. Roland settles for getting Leon KickedUpstairs.
* KingIncognito: His role in the Otome Game plot, as The Masked Knight (a scene of which, is in Marie Route SS).
* LazyBum: Delights in slacking off while everyone else in the Palace is working.
* LordCountry: Since the Kingdom has only ([[EmpireWithADarkSecret officially]]) ever had one ruling dynasty.
* MarriageOfConvenience: His marriage to the Queen was purely political as she was a princess of a strategic country, and he holds no affection to her. He even outright states to Leon he doesn't care if he flirts with her, but if he makes a move on his concubines he'd have him executed.
* PlaguedByNightmares: [[spoiler: Of Leon's laughing and grinning face.]]
* PleaseSpareHimMyLiege: Gets this from his wife and Leon, to spare Leon and [[spoiler: Marie, who was to be executed for being a fake saint]]. Fortunately, Roland is [[IneffectualDeathThreats more petty than bloodthirsty]].
* RoyalHarem: A seemingly unofficial and flexable arrangement. Julius’ half-brother is one of his concubine’s sons, and a character in the third game.
* SitcomArchNemesis: To Leon. Whenever they meet, they keep throwing insults at each other, with him casually threatening to order Leon's execution. Mylene usually steps in to stop the two. He also [[KickedUpstairs promotes]] Leon since he knows that Leon doesn't want the responsibilities of a higher nobility rank.
* SupportingLeader: [[GlorySeeker Absolutely hates]] being [[BeleagueredBureaucrat stuck as this]].
* ThisIsUnforgivable: Leon's antics in the Alzer Republic, in part because the Palace always overreacts to them.
* TooMuchAlike: Both him and Leon hate being made to work, and enjoy relaxing with different beautiful women, yet they are SitcomArchNemesis. Their similarity helps Roland feel confident that Leon wouldn’t go so far as to kill him.
* UnwantedSpouse: Downplayed, compared to his indifference toward her, but his wife shows dissadisfaction towards him as well, joking about Leon having him hanged.

[[folder:Queen Mylene]]
!!Mylene Rapha Holfort
-->''"Now, let’s go and give Leon some trouble. You’ll cooperate too, Angie... It’ll be fine! Just complain about the tea being lukewarm or something like that. At least have him remake it three times. I’ll forgive him after that."''
The queen of Holfort and Prince Julius' mother. She's a competent queen and a sweet woman who made Leon's heart throb, immediately causing him to flirt with her, to her embarrassment. She was a princess of the United Kingdom of Repard, located on the other side of the Holy Kingdom of Rachelle, which is Holfort Kingdom's neighboring country and rival.

* AlmightyMom: Marie straight up fears her due to her leading Julius astray, and even Julius loses a lot of his cocky bravado when he is in the same room with his mom.
* AndThenWhat: Asks herself this about Julius and Jilk’s transparent plan to escape the Royal Palace. She can’t bring herself to believe her own son could be such [[LoveMakesYouDumb a fool]], and summons them.
* BigGood: Shares this role with Duke Redgrave. The kingdom would have surely perished if not for her using up her influence in the palace.
* DesignatedVillain: Like Angelica, Mylene was originally designed to be another obstacle in Olivia entering a relationship with Julius. Though just like Angelica, [[InvokedTrope Leon observes that]] it would only be natural for a parent in her shoes to be concerned about her child's future being jeapordized by a passioned-affair.
* EveryoneHasStandards: During the culture festival, Mylene told Angelica that she was planning to [[PokeThePoodle give Leon a hard time a little]] at the cafe he was running just to troll him for embarrassing Julius during their duel. But then she saw another noble actually [[KickTheDog physically assaulting him]] and ends up seeing first hand how screwed up the power dynamics are.
* ExcellentJudgeOfCharacter: She trusts those in the right no matter the odds or costs of doing so, for instance, [[spoiler: having her reputation at large tarnished by standing up for Leon when he’s arrested [[FrameUp on false charges]], trusting he’d never do such a thing.]] She also surprises people by seeing and pointing out their true feelings, such as why Angie is happy despite her engagement ending, and ''why'' exactly [[spoiler: she finds Leon surrounding himself with impressionable young ladies.]]
* HerosMuse: Her being this for Leon is PlayedForLaughs. When her son Julius sees it, he's [[TooMuchInformation none too happy]].
* TheHighQueen: This is how she usually acts, but Leon is able to press the right buttons to have her queenly mask break and see the woman behind it.
* HumbleHero: Her defining trait is humility. She is willing to apologize and take blame for wrongdoings when not expected to, and never goes overboard punishing anyone. This is part of what makes her such a massive contrast to women from Holfort Kingdom, and what makes Leon latch onto her.
* LadyAndKnight: This is her relationship with Leon, if a bit more on the casual side.
* LuminescentBlush: She usually blushes whenever Leon flirts with her. A memorable example would be her blushing as she read Leon's letter that was addressed to her. One can only guess what were the contents of the letter [[spoiler:while he was in Alzer]] that caused her to react like this.
* MrsRobinson: [[DownplayedTrope Downplayed]] since Mylene never actually acts on her impulses, but she never actually rejects Leon's advances. Leon even mentions that [[HasAType Mylene would be his ideal women]] in this setting.
* NotSoAboveItAll: While she tries to dissuade Leon from courting her, it's quite clear that she enjoys it.
* OnlySaneWoman: With [[LoveMakesYouDumb her son]], and [[BitchInSheepsClothing husband]]. A bit [[NotSoAboveItAll less so]] when it comes to Leon.
* PeerlessLoveInterest: How Leon thinks and speaks of her, as well as her higher social status and unattainability, is a classic example.
* PokeThePoodle: Her plans for revenge against Leon for what he did to Julius. She walks in on Leon suffering far worse before she gets the chance.
* ReasonableAuthorityFigure: Reasonable, and perhaps a [[RoyalFavorite bit biased]] in Leon’s favor.
* SecretKeeper: Knows some of [[EmpireWithADarkSecret the Kingdom's dirty secrets]].
* UnwantedSpouse: The King has virtually no affection for her and doesn't even care if Leon flirts with her.

[[folder:Duke Redgrave]]
!!Vince Rapha Redgrave
-->''“Don't you think it's wonderful? To lend assistance when everyone turns foe, and no one else is willing to help. That's exactly how a knight should be, at least outwardly.”''
Angelica's father. One of the most powerful nobles, and leader of the faction that had been supporting Prince Julius' role as heir to the throne. A veteran adventurer with a rutheless streak.
->For Vince's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* AmbiguousSituation: After [[spoiler: two of Angelica's followers commit treason, by putting a Principality tracking device in her room on the luxury liner]], Vince orders some severe punishment for them, that Gilbert grins about. Angie [[TooMuchInformation doesn't want to know.]]
* AuthorityEqualsAsskicking: Already was a renown adventurer, before being involved in the plot.
* BigGood: Basically does all the political work that Leon should be doing himself.
* TheDreaded: Mostly shown through the fear people have of his daughter, but especially, in Leon, who after being told by his sister that [[IfIWantedYouDead whoever a Duke house wants dead, will be dead]], goes to great lengths to keep on Vinces good side.
* ExcellentJudgeOfCharacter: Can tell that Leon is a rising star as soon as he meets him, and bets heavily on such success. Indeed, Vince's faith in Leon is a major driver for the plot, all while, [[{{Irony}} ironically]], Leon himself [[TheDreaded is terribly afraid of him]]. Vince also sees Julius as TheLoad, and is glad not to have him in the family.
* FirstNameBasis: With his chief political rival, Marquis Frampton, establishing their familiarity.
* PoisonousFriend: It is later shown that, in retribution for people messing with Leon and Angie, he has been destroying quite a few noble houses. The most specific instance of this trope, would be his son Gilbert giving Angie a PsychoticSmirk when asking her if she wants to know the fate of [[spoiler: two women who betrayed her.]]
* ReasonableAuthorityFigure: Actually feels some smug satisfaction at having backed Leon early on, praising his daughter's choice in friends. Considers losing the engagement to Julius a worthy tradeoff for Leon's support, although that's as much from his low opinion of Julius.
* TheMatchmaker: In his first scene, sends Angie to stay at Leon's household for the break, to encourage them to develop feelings, since he sees Leon as a rising star, a huge contrast with Julius, and better potential son-in-law.
* OldSoldier: Was a renown adventurer, [[RoyalsWhoActuallyDoSomething despite his rank]].
* SupportingLeader: Leon's main political ally.

[[folder:Marquis Frampton]]
!!Malcolm Fou Frampton
The ambitious Minister of Defence of the Kingdom of Holfort, rival of Duke Redgrave, and backer of House Olfrey. Frampton is an opportunistic traitor who will use any means to increase his power. Due to the power vaccum created by the five dateable cast breaking their engagements, he becomes the most influential aristocrat in the Kingdom.
->For Frampton's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* AmbitionIsEvil: If he had just been content with being the most powerful political force in the Kingdom, there would have been a lot less tragedy.
* AristocratsAreEvil: Is perfectly willing to target the innocent, and backstab his allies.
* BigBadWannabe: Thinks he is using the Principality. But he's not as cunning as he thinks he is, and serves their ends.
* DividedWeFall: The situation he puts the Kingdom in teeters close to outright civil-war.
* EvilVsEvil: [[spoiler: Ends up sending his own faction's forces to fight the Principality, after they break his agreement with them, and his forces end up completely smashed]]
* FrameUp: [[spoiler: Frampton has fake letters planted in Leon's room to frame him for treason, seeing Leon arrested, brutalized, and likely murdered if the Queen and Gilbert Redgrave hadn't intervened. So, Leon has Luxion [[HoistByHisOwnPetard reproduce Frampton's guilt-proving correspondence]] that he'd burned, alongside video of Frampton admitting his crimes in meetings, exposing him in front of the Royal Court, and triggering a VillainousBreakdown.]]
* GenreSavvy: As easily manipulated as Frampton is, Luxion points out that he correctly judged the greatest potential threat to himself, when others couldn't: [[spoiler: Leon, due to having Luxion.]]
* HoistByHisOwnPetard: [[spoiler: Targeting Leon was his first mistake, writing letters about doing so was his second.]]
* ItsAllAboutMe: Feels like his service has entitled him to run the Kingdom, no matter how much damage he has to do to said Kingdom in the process of taking control.
* NeverMyFault: [[spoiler: His rantings during his VillainousBreakdown, constantly claiming Leon is the biggest threat to the Kingdom, despite the fact that it was his dealings with the Principality that is putting the Kingdom in danger.]]
* OldSoldier: Feels entitled from his service, and that [[ItsAllAboutMe he's been whats holding up the Kingdom.]]
* TheQuisling: Unwittingly, since he underestimates the Principality. He just wants to take control of the Kingdom.
* ATasteOfTheirOwnMedicine: [[spoiler: He's not the only one who can forge documents!]]
* UnwittingPawn: To the Principality, who he looked down on, and thought ''he'' was the one using.
* VillainousBreakdown: [[spoiler: After Leon exposes him in front of the whole royal court with overwhelming evidence.]]
* YoungerThanTheyLook: According to narration.

!!!Demi-humans
[[folder:Demi-Humans]]
!!Demi-Humans
Elves and a variety of other sapients. Mainly present in the story as "Exclusive Servants", bought by Holfort noblewomen.

* ArtificialHuman: Elves, and presumably the others, were created as experiments by Old Humanity. Considering [[CovertPervert Claire]] was employed in the facility close to the elf homeland, it could explain why they are considered beautiful by human standards.
* AuraVision: Elves and half-elves can gague magical ability with this, and it’s also how they percieve beauty.
* FantasyContraception: Cannot get human women pregnant, which is half the reason they're employed. At least for elves, human men can interbreed with elf women, and the resulting half-elf men can interbreed with human women.
* HenchmenRace: Half of their main use. They are stronger on average than humans, and they're used to bully and intimidate the noblemen all the time in the Academy, usually commanded with subtle gestures.
* LongLived: It's noted that at least elves see their work contracts under noblewomen in a different light than humans might because of their lifespans. In Kyle's home village, it's expected and encouraged for their people to enter into work contracts for decades as Exclusive Servants.
* OlderThanTheyLook: Elves, which is to be expected.
* TheOldestProfession: The other half of their usage by Holfort noblewomen, as they can't cause pregnancy in humans.
* ServantRace: Supposedly. In reality, due to [[RichBitch the]] [[RoyalBrat nature]] of their typical owners, it's more of a mix between HenchmenRace and TheOldestProfession.
* SlaveRace: SubvertedTrope. They are simply servants following contracts, who can quit (Kyle has done so repeatedly in the past). They can claim violation of contract if abused. They’re just colloquially called slaves, and used as a GenderFlip {{satire}} of female slaves [[HerosSlaveHarem in other Isekai novels]].
* SmugSnake: Most of the Exclusive Servants in the series have this attitude, accentuated in the manga adaptation, where more of their body-language is seen than in the books.

[[folder:Kyle]]
!!Kyle
A snarky half-elf, gifted to Marie by Julius and Jilk, when they realize she doesn't have an Exclusive Servant. Originally only tolerated because he is cute, she eventually comes to appreciate his abundance of sense [[OnlySaneMan compared to her surroundings]].
->For Kyle's ''Marie Route Side Story'' tropes, [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute see here]].

* AdorablyPrecociousChild: Partially driven by embarassment caused by his mother's behavior.
* BecauseYouWereNiceToMe: Is loyal to Marie, because she treats him better than any master before her. He left all his other masters.
* BeneathTheMask: Starts off trying to be cute to impress his master. Gradually seems to realize he doesn't need to act.
* BrutalHonesty: He isn't afraid of anyone, even Leon.
* DeadpanSnarker: Once he stops [[BeneathTheMask hiding his true personality.]]
* HalfHumanHybrid: While Elf males can't get human women pregnant, elf women can to human men; Kyle is one such case.
* HatesTheirParent: His mother, Yumeria. Their interactions mostly consist of him scolding her.
* HeroicBastard: Heavily implied to be a ChildByRape, of a human nobleman who kept Yumeria locked up in his manor.
* HonestJohnsDealership: The merchant who took him from his home village, conveniently hid the fact that he was a half-elf, and sold him to market at full price. A fact which could of resulted in a lot of SurprisePregnancy, since one of the main uses of Exclusive Servants is as lovers, and half-elves can get human women pregnant, unlike full elves.
* IJustWantToBeBadass: Kyle repeatedly yearns to pilot a MiniMecha, but can’t because he’s part-elf.
* MyGodWhatHaveIDone: [[spoiler: Loses himself to depression, blaming himself when his mother disappears after he had been rebellious and mean towards her.]]
* NotSoAboveItAll: When he eventually starts going through a rebellious phase.
* NotSoStoic: [[spoiler: Cries when Marie apologizes for criticizing him, after she [[HeroicBSOD broke down, and tore into all her followers]], after almost being [[BurnTheWitch burnt at the stake]].]]
** Again, [[spoiler: when his mother disappears and he blames himself. Leon remarks that he's finally [[AdorablyPrecociousChild acting his age.]]]]
* OnlySaneMan: His role in Marie's coterie.
* SecretCharacter: In the game, he's missable content.
* TheStoic: His typical mood is mild irritation.
* TookALevelInBadass: [[spoiler: Spearheads the assault on the Republic’s capitol temple to rescue his mother, borrowing Arroganz.]]
* WeAreAsMayflies: Due to being a half-elf, he has a human lifespan, meaning his mother is likely to outlive him by a long time.

[[folder:Yumeria]]
!!Yumeria
Kyle's clumsy and shy mother, who'd been living as a quasi-outcast among her village, due to FantasticRacism based on her type of magic. Leon takes her into his household as a maid, taking pity after seeing her mistreatment by the other elves. She suffers from low self-esteem, and wishes her son would let her be a mother to him.

* BrainwashedAndCrazy: [[spoiler: Ideal brainwashes her into stripping all of the Republic nobles of their Sacred Tree Crests and giving them to Serge’s rebel army. She is broken out of it by Kyle.]]
* ChekhovsSkill: Her GreenThumb magic turns out to be quite nifty, in a country dominated by a magic-granting WorldTree.
* CuteClumsyGirl
* {{Dojikko}}: Her main archetype.
* EntertaininglyWrong: When she [[OutOfContextEavesdropping tries to snoop on]] Leon and Marie. [[spoiler: She overheard Marie calling Leon big brother, and therefore concludes that Leon’s father had an affair and Marie was the result.]] Her incorrect conclusion is only reinforced by further events.
* FantasticRacism: Elves judge beauty based on magical signature instead of appearance; because of her unusual magical talents, she is seen as an abomination by them.
* GreenThumb: Her special magical capability, is manipulating plants. [[spoiler: Eventually, lets her be the first to speak to the [[WorldTree Alzer Sapling]].]]
* OlderThanTheyLook: Like most elves. She is said to look like an [[BuxomIsBetter unusually busty]] young girl, despite being a mother.
* SuperEmpowering: [[spoiler: Is manipulated by Ideal into giving Serge’s rebel army Great House crests, and [[DePower stripping]] the rest of the Republic nobles of theirs, using her GreenThumb magic.]]
* {{Meido}}: Taken in by Leon as a maid, but doesn't do an impressive job at it.
* TheKlutz: Being constantly scolded by her son over this, doesn't help her self-confidence.

[[folder:Meole]]
!!Meole
A cat-like "Exclusive Servant", bought for Jenna, by Leon. He serves as her lover, and makes threatening movements towards Leon.

* CatFolk
* FrameUp: [[spoiler: Happily plants forged documents in Leon's room as a pretext for his arrest and execution. Meole's final mistake was [[SmugSnake gloating about it]].]]
* OffWithHisHead: [[spoiler: When Leon's [[PapaWolf father Balcus]] learns of Meole's treachary, he doesn't waste any time, and beheads him. Scaring his [[WickedStepmother legal wife]], and her bastards with the act, was a bonus.]]
* ServantRace: The same as the other elves and demi-humans in the setting.
* SmugSnake: [[spoiler: Can't resist a gloating grin to Leon, after setting him up. His gloating comes back to bite him, hard.]]
* TreacheryIsASpecialKindOfEvil:[[spoiler: In a series where LaserGuidedKarma usually takes the form of humilations, stripped statuses, or general suffering, Meole's betrayal is [[OffWithHisHead punished with no mercy]].]]
* {{Turncoat}}: [[spoiler: For the Principality. Besides [[FrameUp setting up Leon to look like a traitor,]] It's implied that he told Hertrude about Leon's MotiveRant, to aid her [[WeCanRuleTogether attempts to flip Leon]].]]

!Other
[[folder:Claire]]
!!Claire
The blue colored, feminine A.I. in charge of a biological research facility left over from Old Humanity, who helped create Elves. She is later given autonomy after having been downloaded into Luxion's main body, ostensibly to protect Leon's friends, but she has a few ideas of her own...

* HappilyMarried: To Leon's mother Luce, his second wife (equivelant to a mistress), only.

* LikeFatherLikeSon: In the epilogue of the second volume, he's humorously shown to have had similiar priorities to Leon, when searching for a wife. Also he is somewhat BrilliantButLazy which is also passed to Leon and Nicks that they would find excuses and try to dodging by passing responsibilities if they can (sometimes at the expense of each other) because of the headaches it would bring but if they are cornered or threatened they can be dangerous and ruthless as they need to be, which is greatly shown on the Marie Route.

* LikeFatherLikeSon: In the epilogue of the second volume, he's humorously shown to have had similiar priorities to Leon, when searching for a wife.

** An even better example in Marie Route: [[spoiler: Balcus charges onto Partner's deck when he sees the BlackKnight land there, hoping to buy time for Leon to escape, getting wounded badly in the process.]]

** In Marie Route SS, Jenna educates Leon on the obstacles he'll have to overcome to be with Marie.

Leon's older brother. Largely just MrExposition in the main story, the WhatIf Marie Route Side Story, sees him become an AscendedExtra.

* AscendedExtra: In Marie Route Side Story.

* MrExposition: Mainly educates Leon, and thus the audience, about the setting.

* SmugSnake: Her overconfidence nearly gets her into Duke Redgrave’s crosshairs when she talks down to Angelica. [[spoiler: Also, when she [[SayingTooMuch said too much]], revealing none of her children were Balcus’ loses her the only thing that could have protected her from being made a commoner.]]

** He’s doubly this in Marie Route SS, where he serves as BigGood.

* BunnyEarsLawyer: Despite her CasualKink themed antics, proves to be extremely good at noble politics, in Marie Route SS, when [[spoiler: saving the Bartfort Household from [[SuccessionCrisis being siezed by Zola]].]]

* LuminescentBlush: When seeing Leon (or his brother in Marie Route), behave aggressively.

* ShutUpHannibal: In Marie Route SS, gives Zola one that sends her scurrying.

* AuthorityEqualsAsskicking: Already was a renown adventurer, before being involved in the plot. In Marie Route SS, he even [[spoiler: captures princess Hertrude from her flagship, in the [[BigBadassBattleSequence fleet battle]] with the Principality, getting severely injured in the process.]]

* FrontlineGeneral: Even willing to [[BoardingParty board enemy ships]].

* OvershadowedByAwesome: In Marie Route SS, [[spoiler: despite siezing the enemy Princess from her flagship, during the [[BigBadassBattleSequence fleet battle]] with the Principality, the Bartfort family killing the BlackKnight, and drawing the enemy fleet's fire so the rest could regroup, leaves Vince a target of ridicule.]]
* SupportingLeader: Typically leads fleet actions, besides his substantial political role.

* UriahGambit: In Marie Route, [[spoiler: it turns out that this was his plan in the Otome Game plot, to have Duke Redgrave and other political opponents of his die to the Principality, before giving them minor concessions, leaving himself in a stronger political position. Despite the effort by Leon and Marie turning what would have been a massive rout of the Kingdom's forces into a hard earned victory that ends the war, he still succeeds in weakening his opponents politically despite their survival, ending Angie's engagement to Julius.]]

** In the Marie Route SS, [[spoiler: this ends up being [[FridgeHorror horrifying as he was forced to act cutesy through out as his mother was in grave danger]] and he can't disobey or snark Olivia ever.]]

* BigBadWannabe: Thinks he is using the Principality, and in Marie Route, [[spoiler: [[PlayingBothSides The Saint]]]]. But he's not as cunning as he thinks he is, and serves their ends. For the former, he's pretty much an UnwittingPawn as their goals is to destroy the kingdom completely.

** In [[WhatIf Marie Route SS]], [[spoiler: Frampton tricks Clarice' followers into ambushing Julius without Clarice' knowledge, at the behest of The Saint. Then, Frampton tries to have [[HeKnowsTooMuch her and the followers silenced]], but Leon saves them [[AlmightyJanitor with the help of Master]], hiding them on his island.]]

[-[[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobs Main Character Page]] | '''Holfort Kingdom''' | [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsFanoss Principality of Fanoss]] | [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsAlzer Alzer Commonwealth]] | [[Characters/TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobsMarieRoute Marie Route Side Story]]]]-]]]

* ReasonableAuthorityFigure: He will always listen and offer supportive words. [[spoiler: He even helps Leon get away with his belligerent strategies for the Alzer Commonwealth, when assigned an ambassador there.]]

* TheHighKing: [[spoiler: When the Alzer Commonwealth [[VoluntaryVassal swears fealty]] to him for protection, after the Sacred Tree’s destruction, he retains his title as King. Alzer is made up of six kingdoms.]]

* ThisIsUnforgivable: Leon's antics in the Alzer Commonwealth, in part because the Palace always overreacts to them.

* TookALevelInBadass: [[spoiler: Spearheads the assault on the Commonwealth’s capitol temple to rescue his mother, borrowing Arroganz.]]