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Female Students
Horse Hall
Custom Female Student (Mary Sue)
The protagonist of Magical Diary: Horse Hall.
- Hello, [Insert Name Here]: Their name and appearance is chosen by the player, though the former defaults to the infamous name commonly used for a self-insert a story revolves around.
- Naïve Newcomer: As a "wildseed", AKA a witch born to non-magical parents. She can often get herself in trouble by doing things like using magic to try to cheat at a crane game or try to see the spirits at the Dark Dance, things that people born in magical families would have been taught not to try.
- Schrödinger's Player Character: She does not make an appearance in Magical Diary: Wolf Hall, which takes place during the same period of time. Hanako Games confirms that both games take place in alternate universes.
- What the Hell, Hero?: Should she continue to date Damien after his betrayal and the school finds out, everyone loses respect for her and her friendship with Virginia and Ellen will dissolve.
Virginia Danson
- Big Brother Worship: She idolizes her eldest brother William.
- Big Eater: She sure can pack it in. Ellen complains about how she can eat so much junk food without gaining a pound, and she often steals food right off Ellen's tray.
- Childhood Marriage Promise: Has one of these with Jacob, though they've both forgotten about it.
- Out of Focus: In Wolf Hall, though she's still Ellen's roommate, you mainly know her as Donald's somewhat rude younger sister. She warms up to you a little if you're dating Ellen; more if you join the Sports Club, though she tries to turn you away initially because she assumes you're trying to sabotage her club at Donald's request.
- Properly Paranoid: While her dislike of Damien is largely due to Fantastic Racism, she's completely right that Damien is evil and can't be trusted.
- Tomboy: Definitely the more "boyish" one between her and Ellen, and one of the first things she does is to start a sports club.
Ellen Middleton
- Disappeared Dad: Ellen's parents divorced when she was younger, and her father eventually stopped writing to her. The Wolf Hall protagonist wonders if she would even know if her father were magical or inhuman, since he's not around.
- Honesty Is the Best Policy: In Wolf Hall, intercepting Damien's gift to her and never coming clean will drive her back to him—and if on her route, this happens after the route lock-in point. Notably, when Gary hears about what happened to her outside her route, he will immediately surmise that this must have happened because he never told her the truth. Subverted in that it's possible to tell her the truth and still have Damien win, if you pursue another route. Breaking up Ellen and Damien without pursuing Ellen's route requires distracting Damien instead.
- Insistent Terminology: Science is not technology, Science is a method. Becomes a Running Gag with Gary on her route in Wolf Hall, due to the collision of this trope and his Never Say That Again reaction to mixing magic and technology.
- Parental Neglect: Due to The Masquerade's affect on their memories, her mother and stepfather think they've sent her off to boarding school due to bad behavior and are cold and aloof towards her as a result. How this is handled depends on the game. In Horse Hall, Ellen asks Potsdam to erase her family's memories of her completely. However, in Wolf Hall, she resolves at the end to try to mend her relationships with her parents and the rest of her family, even if she's unable to tell them about magic.
- Settle for Sibling: Develops an ill-fated crush on William in Horse Hall, but can eventually end up dating his younger brother Donald. This is actually foreshadowed as early as club signups, where they bond over annoying little sisters.
- Uptight Loves Wild: If her route isn't taken, she can start up a relationship with Donald in both games. This is also her dynamic with the Wolf Hall protagonist, if his personality is flirty.
Liz (freshman)
A fellow freshman on Horse Hall.
- The Unseen: She's mentioned in dialogue, but never seen and has no sprite. Her greatest impact on the plot is that Virginia offhandedly mentions she refused to join the Sports Club after Virginia says equestrianism isn't a real sport.
Anisha (freshman)
A fellow freshman on Horse Hall, possibly Liz's roommate. She joins the Sports Club.
- The Unseen: She's mentioned in dialogue, but never seen and has no sprite. Virginia mentions that she signed up for Sports Club.
Isobel
Her original Horse Hall artwork
A senior who tries to avoid letting her peers outright haze the freshmen during school initiation ceremonies. She's also seen a few times comforting distressed freshman girls, including Ellen and, potentially, Mary Sue. Does not appear in Wolf Hall.- Cool Big Sis: She gives off this vibe for the younger Horse Hall girls, intervening when Angela is harassing Ellen during Initiation week and offering words of comfort to the romantically distressed.
Butterfly Hall
Minnie Cochran
- A Friend in Need: As below, if left to her own devices, she won't separate herself from Kyo. However, in Barbara's route, when Gary points out that Barbara confronted Kyo about the fire in Jacob's room, she agrees that he's unlikely to let that go, and she goes to Grabiner about his behavior.
- Domestic Abuse: Her relationship with Kyo is very clearly not a healthy one, and she ends up staying with him in the long term unless the player successfully intervenes.
- Exhaustion-Induced Idiocy: Most of her energy comes from determination and magic, not sleep. In Wolf Hall, she manages to get to Gary's room before collapsing against his door when she misjudges it, and her half-awake sleep talking pushes Gary to start investigating her secrets.
- Go-Getter Girl: Extremely driven; she becomes class president by an overwhelming margin and runs weekly tutoring sessions for freshmen.
- Hidden Depths: She can behave like a teacher's pet and a naive idealist, but if Gary claims that Potsdam pushed him into running for president, Minnie immediately begin suspecting that Potsdam did so to set him up as her rival, expressing strong mistrust toward her that isn't often evident. She can also interpret the teachers' action with cynicism and paranoia. Minnie can be deeply mistrustful of figures of authority despite her perky attitude.
- Hopeless Boss Fight: In a social sense. Minnie will always win the Student Council election. The only way to win against her in Wolf Hall is to do well enough that she decides to hedge her bets by offering a co-presidency.
- Insecure Love Interest: In Wolf Hall. If Gary chooses to pursue her, she initially claims that she's not cut out to be anyone's girlfriend.
- Karmic Misfire: Being a Nice Girl, Minnie apologises to Mary in Horse Hall for having let a piece of information slip that led to a snowball rumor with negative consequences for Mary. Because of this apology, Mary, and much of the fandom, assumes that Minnie personally went around spreading the rumor, and that she did it on purpose to distract attention from herself by ruining Mary's life. But it's clear from the progression of events that Minnie never told anyone about Mary Sue marrying Grabiner. Pastel believed Grabiner had just gotten married over Spring Break and went around gossiping with everyone at school to try and figure out who. So because she chose to apologise for playing an unwitting part in the eventual disaster, many people hate her.
- Mirror Character: With Barbara in Wolf Hall. Because you can only become friend with one of them, this will not be evident in one playthrough, but despite Barbara's animosity and mistrust toward Minnie, both share a deep sense of dissatisfaction toward the status quo due to personal experiences with being failed by the system in the past. The difference is that Barbara chooses to disengage and distant herself from figures of authority while Minnie chooses to work and ingratiate herself into the system in order to fix it from the inside.
- Mutually Exclusive Party Members:
- In Wolf Hall, you can only become her friend or boyfriend if you join the Student Council, and if you join the Student Council, Barbara won't talk to you. Lampshaded in Barbara's ending, where she writes at the end that she regrets not getting to know you better.
- In a sense, Gary and Kyo are this for Minnie as well, as, if you become co-presidents, Kyo assumes she is in love with Gary and backs off. Unless you dump Minnie for Pastel, in which case Kyo catches her on the rebound.
- Properly Paranoid: Her mother is a former social agitator, now bound by oath to never again organize against the government. Minnie is very aware that if she doesn't prepare properly before trying to change things, the Power That Be will do the same to her—or worse.
- Improperly Paranoid: That said, the above leads her to worry that Gary is a member of some Secret Police organization, come to investigate Iris on behalf of a European organization.
- Soapbox Sadie: Deeply motivated to help Wildseeds and to improve their situation, in large part because of what happened to her Wildseed mother.
- "Well Done, Daughter!" Girl: She is partially motivated by a desire to make her mother proud, throwing herself into making connections and earning trust of the school in order to pave the way to making changes and improving magical society later in her life, something her mother is no longer able to accomplish.
Pastel Rao
- Ascended Extra: During the fundraising campaign for Wolf Hall, she was given a guaranteed side route.
- Blackmail: Realizes Gary's true identity on Minnie's route, and force him to act like her boyfriend (even though he's dating Minnie) or else she'll reveal his true identity to the entire school. This allows you to enter her side route.
- Extreme Omnisexual: At least joked about:Virginia: Really, Pastel flirts with everything.Mary Sue: Don't you mean 'everyone'?Virginia: You don't know her well enough!
- In Horse Hall, she responds with enthusiastic physical affection when she finds out someone (you) is giving out free hugs, or if you send her a valentine card.
- If you suggest to Virginia that she and Pastel should date, Virginia takes it for granted that Pastel would be up for it.
- In Wolf Hall, tries to seduce Damien in the second part of the year. She succeeds if you're successfully separated him from Ellen. In Horse Hall, they have a similar scene together if you gave Damien the brushoff earlier in the year.
- Donald tells Gary in December that she tried to seduce first William, then him during Thanksgiving break. In Horse Hall, when Mary asks how the holiday was, Virginia will mention that after failing with William and Donald, Pastel turned her attention to flirting with Ellen; Ellen, though flustered, doesn't seem to take her seriously.
- Gary can witness a suggestive interaction between her and Ellen in the library, though it most likely isn't what it looks like.
- Fairy Sexy: Being a beautiful half-sylph with a healthy sexual appetite. If she attempts to seduce Damien, she'll specifically pose to show off her wings.
- Forgotten First Meeting: Met Gary (in his true identity) when they were both young, as their parents move in the same circles. She realizes who he is on Minnie's route.
- Good Bad Girl: Despite not having much luck finding a long term beau, she does enjoy what encounters she does have.
- Looking for Love in All the Wrong Places: Pastel's side route suggests she has many casual encounters but has trouble finding anyone who'll stick around afterwards.
- Parental Abandonment: Pastel's mother leaves her behind at short notice and doesn't pay attention to her. Pastel's father doesn't seem to be in the picture anymore.
- Winged Humanoid: As said in the opening ceremony, when pictured in Horse Hall:One girl has glittering wings.
Laurel Aster (junior)
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One-Scene Wonder: Her one major scene is at the May Day Ball, where she's named Princess of the May. If you went to the dance by yourself and revealed your true identity, you can dance with her.
Angela Kirsch
- Ascended Extra: Polls following the Wolf Hall crowdfunding campaign chose her as an additional romance option.
- Jerkass: Nearly every encounter with her involves her insulting, baiting, or otherwise being cruel to the protagonist.
- On the Rebound: She hooked up with William after he was dumped by Damien, and can do the same for Gary if he's dumped by William.
Blaise Beshli
Blaise's male form
An Otherworlder with variable gender. In Wolf Hall, Blaise is the leader of Chorale club, as well as the senior who chooses the Phifer twins during initiation.- Sex Shifter: Blaise can change eir sex at will and describes "male" or "female" as being more like the outfit e's wearing at any given time. However, as students have to be divided into male and female for ritual (and, presumably, housing) purposes, and Blaise is a resident of Butterfly Hall, e is "officially" female; e implies that that's only for this year, though.
- Pronoun Trouble: If you choose to stay and talk with Blaise and the twins during the post-Initiation party, e tells you that it's fine to call em "he" or "she," or to use the gender-neutral "e/em" pronouns, but that e doesn't like being referred to as "they" because that makes em sound like e is two different people; regardless of sex, e is still Blaise.
Snake Hall
Suki Sato
- Ascended Extra: During the fundraising campaign for Wolf Hall, she was given a guaranteed side route.
- Cloud Cuckoolander: Suki rarely makes much sense.
- Cool Mask: The Wolf Hall version wears purple glasses that resemble a superhero mask.
- Pstandard Psychic Pstance: Does this in Wolf Hall sometimes, such as right before picking a winning bingo card.
- Secret Character: Her side route requires very specific and unlikely actions in order to unlock.
- Telepathy: In her side route in Wolf Hall, she will make statements that suggest she somehow knows more than she reasonably should under normal circumstances, much to the player character's astonishment and denial. It becomes nearly impossible for the PC to deny the possible supernatural/magical nature behind Suki's words when she talks to him about secrets she could only possibly otherwise know by talking to him directly, such as asking him at the May Day Ball if he got what he wanted throughout the year and had people treat him more honestly during his stay by going under an alias. Grabiner chalks it up to a mixture of coincidences, cold reading, and an innate talent toward White Magic. And by that point, the player character has given up trying to reason it out.
- Tulpa: Her route involves something that the PC thought he simply made up suddenly becoming real. Maybe.
Raven Darkstar
- Ascended Extra: During the fundraising campaign for Wolf Hall, she was given a guaranteed side route.
- "Darkness von Gothick" Name: She wasn't actually named Raven Darkstar by her parents, but chose that name for herself when she became a witch.
- Eerie Pale-Skinned Brunette: More purple than brown, because anime, but definitely invoking this trope, which is why Mary wonders if she's a vampire. Gary immediately pegs her as a Goth.
- Flourish Cape in Front of Face: She has a pose for this in Wolf Hall when she wants to look cool and mysterious or make a dramatic exit.
Barbara Solmoro
- Crazy-Prepared: Runs the halls at night and frequently goes down in the school practice dungeons to ensure that she's prepared for the worst. It pays off—when a frightening monster illusion appears during group dueling practice, she's the only one not to freeze, and she uses the final Red Magic spell available to the player during her route.
- Elective Mute: She generally chooses not to speak, until she warms up to the PC. Even then, she often prefers to communicate by gesture.
- Forceful Kiss: Before Iris, and very non-consensual. The reaction of school authorities at the time has a great deal to do with her particular issues. If romanced, strongly averted.
- Mirror Character: With Minnie in Wolf Hall. Because you can only become friends with one of them, this will not be evident in one playthrough, but despite Barbara's animosity and mistrust toward Minnie, both share a deep sense of dissatisfaction toward the status quo due to personal experiences with being failed by the system in the past. The difference is that Barbara chooses to disengage and distant herself from figures of authority while Minnie chooses to work and ingratiate herself into the system in order to fix it from the inside.
- Mutually Exclusive Party Members: Won't talk to Student Council members, making friendship with both her and Minnie impossible.
- Pay Evil unto Evil: In Wolf Hall, all but stated to be a member of the Rose And Wasp secret society.
- The Unseen: She does not appear in Horse Hall, she is only referred to by name during the fire incident. Averted in Wolf Hall, where she's not only given an appearance, but a romantic route as well.
- Unwitting Pawn: In Wolf Hall, she's called by the Rose and Wasp to cast Spark at a certain door one night, which should be all but harmless...Except that it sets the door on fire. In most routes, nothing comes of it, but on her own route, she and Gary discover that it was almost certainly Kyo.
Musette
A Wildseed girl mentioned in passing as having left the school the year before the game begins. Though stories about her vary, she may have dated Damien, dropped out because she didn't like Iris Academy, been tempted into using forbidden magic and expelled, and/or attempted to combine technology with magic. In Wolf Hall, you learn that she was Damien's girlfriend, but that's a comparatively minor detail in her story. The real reveal is that she died as a result of how the magical world deals with Wildseed students who break the rules.
- A Day in the Limelight: Becomes a major character in Ellen's Wolf Hall path. This is the only way to find out what really happened to her.
- Dead All Along: She had a heart condition which was being managed with magic while she was at Iris Academy. When she was expelled, her memory was wiped, causing her to forget that she was sick. Because her medical records (and the memories of her family) had been tampered with while she was attending Iris, no one remembered that she needed ongoing care until it was too late, and she died.
- Death by Depower: Gary and Ellen have to send Musette's spirit to the Otherworld to prevent this.
- Haunted Technology: Musette's audio diary. This is deliberate, a result of her experimentation with magic and technology.
- Posthumous Character: Musette leaves the school the year before the one that the game is set in, so she's gone before the PC even arrives. And dead.
- Virtual Ghost: The version of Musette that you encounter in Wolf Hall is a magically-created entity that arose from Musette's experiments mixing magic with technology. She eventually achieves independent sentience as a spirit through her friendship with Ellen.
- Walking Spoiler: Even knowing that this character appears is a spoiler, though you can catch a glimpse of her in the Wolf Hall trailer video. Which depicts a scene with her that never occurs in the game.
Corrinna Lee
- Ascended Extra: Polls following the Wolf Hall crowdfunding campaign chose her as an additional romance option.
- Dhampir: Gary realizes she is one at the end of her side route, from both her special diet and the way her shadow behaves in the sunlight.
- One-Scene Wonder: In Horse Hall, she appears once, as the girl passing out the blindfolds on the last day of Initiation. If you refuse to take part in Initiation, she becomes The Unseen, only mentioned during the May Day Ball. You can see her a few more times in Wolf Hall if you become part of the Midnight Poets Society.
- Secret Character: While she has a side route, it takes very specific steps to unlock, and many players will never hear her say a single word until the May Day Ball.
Male Students
Wolf Hall
Custom Male Student (Gary Stu)
The protagonist of Magical Diary: Wolf Hall.
- The Charmer: If his personality is flirty. Potsdam, Ellen and Angela can all remark on his tendency to turn up the charm whenever he's dealing with people.
- Contrasting Sequel Main Character: While Mary was a female "wildseed" native to America, Gary is more familiar with magic but less familiar with local customs. Their social classes differ dramatically too, with Mary being a commoner while Gary is prince.
- Face–Heel Turn: The only way to get an ending with Damien is to become as bad as he is.
- Fisher King: The Mantle of the Woods, his family's hereditary tie to his lands.
- Foreign Exchange Student: Gary hails from Illyria, which lies somewhere in Europe. It's not quite clear if the story is using a fictionalized version of it as a country or if he is indicating the actual region of classical antiquity, which lies in the western part of the Balkan peninsula. Given that one of the options when asked about your country of origin is to lie that you're from Latvia—with the narration mentioning that at least it's a place you've actually been to—it's most likely some combination of the two.
- Hello, [Insert Name Here]: As with the previous protagonist, his name and appearance can be adjusted. The twist is that what you're determining is the alias he uses throughout the school year rather than his real name back home, which remains hidden even in endings where he chooses to reveal his true identity to everyone at the May Day Ball (the narration merely states that his real name was given). While Pastel and Suki address him as Bej at certain points, it's unclear if it's his first name in its entirety, a nickname, or a title/form of royal address in his homeland.
- King Incognito: Gary's family is magic royalty, but he would rather blend in with the other students.
- Magical Barefooter: The post credits scene shows that he forgoes shoes when in his homeland, most likely to have a closer connection to his woods.
- Manipulative Bastard: He is very manipulative if his personality is set as scheming; his reasoning for choosing Wolf Hall (as opposed to Falcon Hall which better matches his traits) is so that he comes across as a 'jock' to the rest of the student body, as his research indicates that Americans respect their sportsmen. The 'bastard' part rears its head in Damien's route: the route begins with him agreeing to be a Honey Trap so that Damien doesn't turn his attention to other, more innocent, targets, and ends with him deliberately engineering events so that Damien has another chance at stealing a wizard's soul.
- Never Say That Again: Deeply uncomfortable with talk of mixing magic and science, due to a taboo on the topic following the Aquarian Incident. This becomes an ongoing issue in his relationship with Ellen on her path.
- Perpetual Poverty: Students at Iris Academy are only allowed to use the weekly allowance for spending. If he runs for Student Council, victory is only possible if he accepts an advance that will deny him that allowance for most of the year... And since victory requires that you use the entire advance (unless you know exactly what to do), this will usually empty your wallet. As a result, Minnie's route has a number of special events related to Gary having no money to spend.
- Royal Blood: The blood oaths those of his lineage have sworn protect his soul from being stolen. However their presence also let Damien know from the start that he's much more than he appears to be.
- Schrödinger's Player Character: No mention of anyone with his background was made in Horse Hall.
Hanako confirms that the two games take place in alternate universes. - Separated by a Common Language: Being from Europe, he occasionally gets confused by the American slang and colloquialisms uttered by his fellow students.
- Star-Crossed Lovers: In default in most of his routes, as the nature of his title prevents him from ever living in America long-term.
- Supernatural Elite: Is magical royalty, a fact which he plays very close to the vest most of the time. On the rare occasion that he does give hints about his true identity, he tends to just let the other party know that he's a noble.
- Too Dumb to Live: Gary can choose to attack Damien in a crowded street. It goes as well as you expect.
Donald Danson
- Infant Sibling Jealousy: Easily missed, but a conversation between him and William implies that this was the start of the antagonistic relationship between him and Virginia. Donald was too young to understand how Virginia's premature birth affected her health, and has grown up believing her to be spoiled and himself to be The Unfavorite.
- I Will Wait for You: If the Horse Hall protagonist is forced to get married to Grabiner while on his romance path, Donald refuses to give up on her, promising to wait out the marriage's year-and-a-day duration.
- Lovable Rogue: He's quite the prankster. To romance him successfully, Mary has to be willing to spend a decent amount of time in detention with him.
- Middle Child Syndrome: Donald's problem, and the driving reason why he's such a trickster. William is The Ace and Virginia is the youngest, so his pranks are the only way he can think of to stand out.
Luke Phifer
- Ascended Extra: During the fundraising campaign for Wolf Hall, he was given a guaranteed side route.
- Cute Clumsy Boy: Luke often trips over or bangs into things, never quite causing disasters or injuring himself seriously, but generally making him seem more Moe.
- Foolish Sibling, Responsible Sibling: Seems to see himself as the foolish sibling to Logan's responsible one, referring to himself disparagingly as "the dumb twin" in at least conversation.
- Magic Misfire: Happens to Luke during the first exam; he accidentally blows up a wall. As this allowed him to escape the dungeon (the goal of the exam), he still passes, but seems unhappy about it.
- The Prankster: Has a juvenile sense of humor and loves practical jokes even more than Donald.
- Theme Twin Naming: Luke and Logan.
Jamal Meer (freshman)
A freshman on Wolf Hall. Mentioned in narration, but never shown onscreen.
Kyo Katsura
- Domestic Abuse: Towards Minnie. You can help her, but only under specific circumstances.
- Forbidden Love: Kyo's parents forbade him to have anything to do with Minnie. This only deepened his obsession. Possibly they know about Minnie's mother's past and consider her 'unsuitable'.
- Forgotten First Meeting: He apparently fell for Minnie after seeing her at a piano recital years before the game takes place. She never noticed him.
- I Want My Beloved to Be Happy: A weird example. He does seem to have some genuine care for Minnie, in that if you become co-President with her in Wolf Hall, he will make a speech that basically amounts to telling you that if you're what Minnie wants, he won't stand in your way. Given that this occurs well before you've had a chance to actually get to know Minnie, let alone date her, and that Kyo and Minnie have probably never even spoken at this point, it may be a sign of how delusional he is.
- Proof Dare: In Barbara's route in Wolf Hall, when she confronts him to accuse him of responsibility for tricking her into setting Jacob's door on fire.
- Self-Harm: In Barbara's route in Wolf Hall, sets himself on fire during the Thunder Dance and blames it on Minnie upsetting him.
- Spurned into Suicide: Invoked—threatening to kill himself is one of the ways he manipulates Minnie to stay with him/take him back.
William Danson
- Age-Gap Romance: If you take his route. He takes both the age difference and the fact that he's supposed to be mentoring the protagonist very seriously, so the player has to tread cautiously to successfully complete his route.
- Cool Big Bro: How he treats Virginia.
- Desperately Looking for a Purpose in Life: In his route, he reveals that he's a bit concerned about the fact that he has no idea what to do once he graduates Iris Academy.
- The First Cut Is the Deepest: His failed relationship with Damien in his freshman year has left him with some serious emotional scars, causing him to avoid dating for most of his stint in Iris Academy.
- Mr. Fanservice: Very good looking, and has more than a few admirers in the academy. This can be lampshaded by the Wolf Hall protagonist.
- On the Rebound: Highly implied that his disastrous relationship with Angela was due to getting together with her shortly after the whole disaster with Damien.
- Playing with Fire: Has an affinity for Red magic, especially conjuring flame. His ability to manipulate fire is outstanding even among his fellow seniors (as seen in the Thunder Call) and he attacks Damien with flame whips should they come to blows.
- Second Love: You can be this for him in Wolf Hall. In a way, he can also be this for you if you were previously on Damien's path but cut ties with him after the incident in the gym. If you have a good relationship with William, he comforts you over falling for Damien, opens up a bit more about their breakup, and asks you to be his date for the May Day Ball. You have the option to steal a kiss at the Ball, and when he asks why, you tell him "You weren't the one I chose, but you should have been."
- Sexy Mentor: In Wolf Hall, he's tasked with showing the protagonist the ropes when they first come to Iris Academy. He can also be romanced. Because of the age gap and his past with Damien, however, the relationship remains pretty chaste while you're both at school.
Falcon Hall
Jacob Blaising
- Childhood Friends: With Minnie (and Virginia, to some extent).
- Childhood Friend Romance: Subverted. In Wolf Hall, Gary assumes this trope between Jacob and Minnie. However, neither of them seem to have any romantic feelings for the other.
- Childhood Marriage Promise: Has one of these with Virginia, though they've both forgotten about it by the time of the game.
- The Matchmaker: In Minnie's route, he'll step forward and encourage Gary to pursue her at Valentine's Day, including covering the cost of a Valentine delivery if you're broke.
- Mistaken for Romance: With Minnie. He's very motivated to protect her from Kyo, but only because they're friends. Unless he's on the Student Council enough to get to know them, Gary assumes Jacob wants to date her himself. In Horse Hall Mary also assumed that Minnie broke up with Kyo to date Jacob, despite Minnie's insistence that the two were Just Friends.
- Shipper on Deck: In Wolf Hall, if you are on Minnie's route, he recognizes Gary's and Minnie's attraction to each other and encourages Gary to get with her.
Logan Phifer (freshman)
- Betting Mini-Game: He runs the Bingo games, with Luke and Donald to assist him.
- Theme Twin Naming: Luke and Logan.
- What Could Have Been: He was one of the options up for vote as a side romance, and received the most votes out of any male character, but was beat out by Angela and Raven. There are a few plot threads that look like they were meant to connect to his path, but at this time don't really go anywhere.
Damien Ramsey (senior)
- Big Bad: He's the closest thing both games have to a main antagonist. He's certainly the most evil of the characters. This is most apparent in Wolf Hall, where there's no ending where Gary can redeem him.
- The Casanova: The protagonist of Wolf Hall can call him one during their first meeting, after hearing of his exploits from William. Though this is downplayed as, while he does enjoy his conquests, his true motivation is to steal a soul rather that sate his lust.
- Changeling Tale: Claims to have been replaced at birth with a human child, and wasn't aware of it until his Otherworlder traits suddenly appeared on his 13th birthday. It's left ambiguous if he's telling the truth or not.
- Child by Rape: Potsdam and Grabiner are convinced that he's a cambion, a halfling born through an incubus having his way with a human woman. Events in Wolf Hall throw this fact into suspicion, as he's able to pass through the wards surrounding the school when they're strengthened specifically to keep cambions out.
- Consummate Liar: Lying comes as easily as breathing to him. His lies completely fool William, Ellen, both games protagonists and numerous other NPCs into believing that he's in love with them, even as tales of his duplicity start to spread throughout the school like wildfire. This is especially noticeable for the Wolf Hall protagonist, as they started up a relationship with Damien in the first place not because they had feelings for him, but to make sure he won't have a chance to dupe any more innocent students.
- Deconstructed Character Archetype: He's one for the Not Evil, Just Misunderstood Troubled, but Cute bad boy. Unlike other bad boys, Damien's not a misunderstood Jerk with a Heart of Gold. While the game does acknowledge that part of Damien's reputation is due to Fantastic Racism, it also shows that he's distrusted because he has a history of being a terrible boyfriend who constantly breaks hearts. And that's before getting into the fact that the soft side he shows during most of the early part of the game is faked, and that he really wants to steal a soul. The game further deconstructs the Love Redeems nature of the archetype. In Horse Hall should the school learn of Mary continuing to see Damien, everyone will call her out on it and it's implied that Damien is conning her again. The only ending in which he does anything selfless for her is his worst ending. Wolf Hall takes it even further, by refusing to redeem Damien at all and by having the only way Gary can get his ending is to become as evil as Damien is.
- Depraved Bisexual: Is a love interest for both Mary and Gary and will not hesitate to use either of them to further his goal of stealing a soul.
- Evil All Along: The charming persona is just a façade. Wolf Hall makes this clear from the start.
- False Soulmate: Wolf Hall makes it blatantly clear that he was this for William and the protagonist.
- Foreign Fanservice: His blue skin and wings are a major charm point.
- Hazy-Feel Turn: In Horse Hall, it's left ambiguous during his endings if he's truly been redeemed, or if he just suckered Mary again. The sole exception is his worst ending, as it's the only ending that shows that he loves Mary as a person, as without her magic, there's nothing he could gain from using her anymore. Defied in Wolf Hall, in which he's evil through and through.
- Ladykiller in Love: Falls for Mary in Horse Hall, though this is only explicitly confirmed in his worst ending. His other Horse Hall endings, as well as all his endings in Wolf Hall, make it very ambiguous if he genuinely loves Mary/Gary at all.
- Late-Arrival Spoiler: Wolf Hall makes it clear upfront that Damien is manipulative and cannot be trusted, while that was a plot twist in Horse Hall.
- Looking for Love in All the Wrong Places: He implies that most people are attracted to him for his looks and bloodline, and rarely want more than a roll in the hay with him. It's yet another one of his lies to get the protagonist to fall in love with him.
- Love Redeems: In Horse Hall, it's possible for him to Become The Mask and genuinely fall in love with Mary. Defied in Wolf Hall, as even on his route Damien remains evil through and through.
- Manipulative Bastard: He'll use everyone and anyone to achieve his goal of stealing a soul, mainly by using his silver tongue and pulling on heartstrings.
- Mr. Fanservice: His good looks attract people to him like moth to a flame, even with his reputation.
- Not Me This Time: Wolf Hall reveals that he is completely innocent of Musette's expulsion and death.
- The Sociopath: Lacks empathy and willing to kill via stealing souls without remorse? Check. Tricking you into doing so with a well-crafted sob story? Check. Fakes emotional connections for his own self-gain? Check and check.
- Succubi and Incubi: Is widely considered to be the offspring of an incubus. In Wolf Hall he implies that many people have propositioned him due to believing he's one.
- Walking Spoiler: It's hard to discuss Damien without mentioning that he's Evil All Along.
Toad Hall
Manuel Arias
- Ambiguously Brown: Probably Latino, given his name and a passing mention that he has an accent, but it's never made explicit.
- Ascended Extra: During the fundraising campaign for Wolf Hall, he was given a guaranteed side route.
- Big Guy, Little Guy: With Alberus, from the Mushroom Club. Potentially also with Gary, if his path is pursued.
- Deadpan Snarker: Has his moments, such as when talking about his upbringing. He says that he was raised in an artist collective by his mother, who prefers that he call her by her first name, and notes that "artists aren't so good with schedules."
- Guide Dang It!: A few moments. You can accidentally end his romance by not buying him a Valentine, and can get locked out of his dance achievement (and the romantic ending to his path) by not hugging him during the Thunder Call event.
- Little Bit Beastly: He has animal ears and a tail.
- Moe: Comes across this way, from his furry ears and big eyes to his shy yet earnest demeanor.
- Permanently Missable Content: Borderline. He still appears here and there, but the only way to get to know him is to join Mushroom Club and the only way to trigger his romance is not to run for student council, because if you win, Jacob always becomes treasurer.
Taranis Lenshe (freshman)
- Hidden Depths: He's a member of the Midnight Poets Society in Wolf Hall.
- Names to Run Away from Really Fast: According to Gary's description of him in the Codex, "his family name is a warning of the magic that runs in his line." Upon first seeing him, Gary resolves to keep his distance. However, he does not elaborate at any point what kind of magic Taranis wields that gives Gary good reason to be wary of him.
"Big" Steve Kenyon
- Ascended Extra: In the final version of Horse Hall, he was given a secret romance path.
- Consulting Mister Puppet: If given the bunny doll in Horse Hall, he talks to and for it, even writing Mary Sue notes from "Mr. Hoppity."
- Guide Dang It!: Without consulting a guide, you would probably never even know he HAD a path, let alone complete the arcane requirements to get the achievement for it.
- Must Have Caffeine: He tends to be very irritable if he hasn't had his coffee.
Balthasar Brundrick
- Abhorrent Admirer: Played with. Virginia worries, when he joins Sports Club, that it's because he likes her. This doesn't seem to be the case, however.
- Bunny-Ears Lawyer: His interests are very specific and often come across as strange, but he's very knowledgeable about plants and wildlife, and does his best to teach club members about them.
- Mellow Fellow: He's pretty easygoing, even treating Damien with friendliness. He can show annoyance if you interrupt his nature lectures, but it's fleeting.
Adults
Instructors and Staff
Petunia Potsdam
- Adults Are Useless: Largely as a result of her hands-off education policies.
- Refuses to educate Wildseeds on many of the dangers of the magical world unless they think to ask.
- Minnie previously went to her with reports of Kyo's behavior, and she did nothing.
- In a minor aversion, she'll gladly assist with romantic matters if asked.
- Beware the Nice Ones: Potsdam presents herself as friendly and approachable, and for the most part, she is. But if you cross her, she will show you exactly why she's the headmistress of Iris Academy.
- Deadpan Snarker: Often inserts snarky asides into her class lectures. She also shows more of this side of her to the Wolf Hall protagonist than to Mary Sue.
- Shipper on Deck: For Mary Sue and Grabiner in the first game; arguably, she engineers the marriage, and she's certainly enthusiastic about conducting the wedding. Possibly for Gary and Minnie or Gary and William in the second game, though how you interpret her encouragement is up to you.
- Sink or Swim Mentor: She prefers to take a hands-off approach to education, thinking it's better for the students to learn for themselves why they shouldn't do things instead of just being told "Don't do this." This often puts her at odds with Grabiner.
Hieronymus Grabiner
- Accidental Marriage: His route kicks off when the player accidentally winds up in a situation that forces her to marry him or lose her magic.
- The Atoner: Feels responsible for the death of a wildseed girl when he was a student in England.
- Blue Blood: Is some kind of noble in both the mortal and magical worlds. As with the Wolf Hall protagonist, his noble bloodline protected him when traveling through the Otherworld before reaching adulthood.
- Late-Arrival Spoiler: Grabiner's noble parentage and tragic past are major reveals on his route in Horse Hall. The Wolf Hall protagonist, due to his family background, knows all that already, so it's told to the player right from the beginning of the game.
- The Lost Lenore/My Greatest Failure: A large part of his attitude stems from the loss of his childhood sweetheart Violet, who died right in front of him because of his mistakes. Just to make this even worse, rumor says that he murdered her.
- Reasonable Authority Figure: If you're treasurer or on his route, you go to him with your concerns about Kyo and Minnie; he takes you seriously and immediately makes sure that Kyo won't bother Minnie anymore.
- Scare 'Em Straight: His preferred method of dealing with students, on the basis that having them all terrified of him is preferable to letting them get themselves killed by being careless with their magic.
- Stern Teacher: Professor Grabiner is a firm believer in scaring 'em straight. He comes down very hard on students in order to protect them by making sure they understand how dangerous magic can be, or - if that fails - by making them too scared of him to try anything too stupid on his watch.
Isabella Van Brun
- Gym Class Hell: Averted. Professor Van Brun appears to have very little knowledge or interest in gym activities, and leaves the students alone to do whatever they want. The only exception to this is a class right before Halloween, where she teaches the students to line-dance.
Trinity Darden
- Rummage Sale Reject: Her outfit consists of patches and pockets.
