!! Kanako Miyamae
->'''Voiced by:''' Creator/AsamiSanada (Japanese) and Creator/JessicaCalvello (English)

A second-year transferee to Ame no Kisaki, an all-female Catholic school, androphobic extraordinaire, and lesbian par excellence, who transferred in to find her destined girl... and has the misfortune of getting stuck with a crossdressing jerk.
* AccidentalPervert: While she's a real pervert, she has her moments where it's this instead such as the first time she met Shizu.
* ButtMonkey: She gets mistreated by most peers (except Kiri, Sachi, Yuzuru and Ryuuken), mocked constantly by Mariya, insulted by Matsurika, developed an allergy to boys as a result to being teased by them... as some would say, she is [[Manga/GirlsBravo Yukinari's]] soulmate.
* DoesNotLikeMen: Due to a grade-school experience (losing her recorder and PE uniform), Kanako breaks out in hives if boys so much as come in contact with her.
* {{Flanderization}}: She seems to be getting more and more perverted and deranged, making it exceedingly difficult to sympathize with her poor fortune.
* FreudianExcuse: Her androphobia began when her male classmates teased her for her height, particularly in how [[HugeSchoolgirl tall girls]] are a huge turn off for many Japanese men.
* GroinAttack: How Kanako further verified the fact that Mariya's a crossdresser, by grabbing his... magic stick.
-->'''Kanako:''' "Oh you want me to spell it out?! ''(reaches under Mariya's skirt and grabs his... thing)'' There you go! ''That's'' the thing I have a problem with!"\\
'''Mariya:''' "You really ought to warn people before you do something like that."\\
[''Kanako removes her hand from beneath Mariya's skirt and groans in disgust as she waves her hand'']
* HeightAngst: Bullying from male classmates has caused her to have this.
* HopelessSuitor: To Shizu. She gets straight up turned down, and by the end of the series she ''still'' thinks she has a chance with her!
* HugeSchoolgirl: For an eleventh-grader Kanako stands at an imposing 175cm (5'9")... and she's incredibly insecure about it.
* HypocriticalHumor: She states that she hates those who "get excited by high school girls exposing a bit more skin due to the seasonal change of attire," and yet she's ''extremely'' perverted herself.
* InsistentTerminology: She prefers the term "yuri" over "lesbian."
* LargeHam: Has a tendency to overact over everything, and gets pretty hyper easily.
* LovableSexManiac: Though mostly to Mariya, she says some perverted things without a second thought, and joined the school specifically to hit on girls.
** She even spends the first chapter of the manga acting exactly like her straight male counterparts...and they react to her the same way they would to a man.
* MadeOfIron: She gets trampled by rabid Ryuuken fangirls, only to appear a few seconds later with a few little bruises.
* {{Nosebleed}}: Frequently and with such force that she rivals ''[[Manga/NagasareteAirantou Ikuto]]''. Also the name of the first season's opening theme, for that very reason.
** When she volunteers to help with the girls' physical examinations she actually ends up in the infirmary after blacking out from blood loss.
** Stains the left cheek of a statue of the Virgin Mary with her blood after seeing Ayari's WardrobeMalfunction (and consequently becoming one of their school's [[TheSevenMysteries Seven Mysteries]]).
** And she turns the whole world red from a nosebleed in season 1's final episode.
* SchoolgirlLesbians: Though she prefers not to be called that.[[note]]Probably because the word "lesbian" has different connotations in Japanese as in English, at least to judge by Kanoko's reaction.[[/note]]
-->'''Kanako:''' "[[InsistentTerminology Can't you just say 'I'm into yuri' or something cute like that?!]]"\\
'''Mariya:''' "You idiot. It's the same thing, right?! Bottom line is you're a pervert!"
* StaticCharacter: Kanako doesn't change much, if at all, over the course of the series. By the end of it, she's still the LovableSexManiac she was in the beginning.
* StupidSexyFlanders: Despite knowing full-well that Mariya is a cross-dresser, she still thinks he's gorgeous.
* TookALevelInJerkass: In ''Alive'', Kanako is becoming more of a pervert than when we first see her.

!! Mariya Shidou
->'''Voiced by:''' Creator/YuuKobayashi (Japanese) and Creator/MonicaRial (English)

An incoming freshman at Ame no Kisaki who catches Kanako's attention... only to turn out to be a boy.
* BitchInSheepsClothing: By all appearances, he's a kind and sweet kid who everyone at Ame no Kisaki respects and looks up to, but beneath it all is a brutal sadist Kanako, Matsurika, and Shizu are only privy about.
* CainAndAbel: The Cain to Shizu's Abel.
* CreepyCrossdresser: He makes for a pretty fetching girl. His attitude, however, leaves a lot to be desired.
* DomesticAbuse: He has no problems abusing Kanako to a point that he sometimes used [[WouldHitAGirl physical violence on her]] like stepping on her face.
* EvenBadMenLoveTheirMamas: Mariya deeply respects his late grandmother Irene, who was chairman for both Ame no Kisaki and its all-male counterpart Mihoshi no Mori, so much so he honors her last will for him to compete in the chairmanship test, though he doesn't care so much for winning as much as he simply needs to honor her memory.
* EvenEvilHasStandards: When even ''Mariya'' cringes at the prospects of Kanako's perversions getting out of control, you know the latter is a real piece of work.
* ExactWords: Shizu claims victory in her chairmanship competition against Mariya by virtue of Kanako already blowing the latter's cover before she did hers. According to Mariya, however, the conditions for defeat set by their grandmother does ''not'' include the time before they formally enter their respective high schools -- Kanako discovered his identity ''one day'' before he formally enters Ame no Kisaki (and is currently blackmailing her into keeping her trap shut), while did Shizu's while the latter is ''already'' in Mori no Mihoshi, meaning Mariya wins by a technicality. Nevertheless, he's willing to overlook it and allow Shizu to claim her prize... by asking her to kiss his bare feet.
* {{Expy}}: He can best described as a {{Jerkass}} version of [[VisualNovel/OtomeWaBokuNiKoishiteru Mizuho]] in pretty much every aspect aside from his aforementioned personality. It's possible he was made as a TakeThat towards the series and its subsequent [[FollowTheLeader imitators]].
* HalfIdenticalTwins: With Shizu. His distinguishing mark is the mole under his left eye.
* JerkWithAHeartOfGold: With a '''strong''' emphasis on the {{Jerk|ass}} aspect. As sadistic as he can be, Mariya has at least some decency not to abuse his position, and is even shown to have his own code of morals (which usually comes out whenever Kanako is being perverted again).
* ManipulativeBastard: He's able to control Kanako solely through blackmail.
* OOCIsSeriousBusiness: Throughout Chapters 20-21 Mariya suddenly lost his cruel streak ever since she received a letter, and even showed ''genuine'' anger at Kanako stalking into the Shidou mansion. [[spoiler:Turns out it was the first death anniversary of his, Shizu and Ayari's grandmother Irene (who Mariya genuinely looks up to), while the letter was from Ayari, informing him and Shizu that with Irene dead for a year now, it was time for them to release the Shinoujis from their service, which explains why he's so glum all of a sudden.]]
* PetitePride: His female persona holds this opinion, and hates women with large breasts anyway.
* RedOniBlueOni: The red to his twin sister Shizu's blue.
* {{Sadist}}: He really loves putting Kanako down, though to be fair, more often that not she is pretty much asking for it.
* SiblingRivalry: With Shizu, which extends from way before they switched each other's names and entered one-gender schools opposite theirs.
* SiblingYinYang: Is an arrogant sadist while his sister Shizu's a FragileFlower. In addition, to them passing as the opposite gender at their respective schools.
* StraightMan: For an out-and-out jerk like him, Mariya is, surprisingly, the only person who can rein in Kanako.
* TakingTheHeat: For many years Mariya quietly bore the wrath of Ayari ever since Shizu (then posing as him) accidentally gave her a WardrobeMalfunction when they were kids.
* TookALevelInKindness: As Kanako becomes more and more of a pervert, Mariya is, surprisingly, also starting to show more of his good side, especially considering how he has to play the MoralityPet to Kanako.
* {{Tsundere}}: A full tsun-side-up male version. Try as he might, there's no denying that deep down Mariya isn't such a bad guy after all, if his willingness to bear with Kanako is any indication. Of course, he'll be quick to excuse away such acts of kindness as just another facade-maintaining measure.
* VitriolicBestBuds: His current relationship with Ayari, which is actually a step down from when they were kids.
* WouldHitAGirl: He had stepped on Kanako’s face a few times. Kanako doesn’t seem to mind this at all [[UnsettlingGenderReveal until she realizes that Mariya is actually a boy]].

!! Matsurika Shinouji
->'''Voiced by:''' Creator/MarinaInoue (Japanese) and Creator/CaitlynnFrench (English)

Mariya's maid and one of the few people legitimately in the know regarding his true gender.
* TheComicallySerious: She can wisecrack or make fun of people (Kanako in particular), and she still keeps her poker face on.
* DeadpanSnarker: She loves making cracks over Kanako's perversion and her own master's habits.
-->''(While fitting Mariya into a corset)'' Quit your whining. A broken rib or could not possibly kill you.
* ServileSnarker: Is much of a snarker to Mariya as much to everyone else.
* GamerChick: When not servicing Mariya, Matsurika can be seen playing [[BlatantLies not-]]''VideoGame/MonsterHunter'' on a [[BlandNameProduct not-]]UsefulNotes/{{P|layStationPortable}}SP.
* {{Meido}}: She never goes around without her maid costume on, even when attending classes.
* TheNicknamer: She has given Kanako three different nicknames a few times: "Ms. Pig", "Eiffel Tower" and "Tokyo Tower", the latter two being an obvious dig at her stature.
* SecretKeeper: She's one of the few people who know of Mariya and Shizu's crossdressing.
* [[HeWasRightThereAllAlong She Was Right There All Along]]: She attends the same class as Mariya, but manages to get right under her classmates' radar for some reason.

!! Nanami Kiri
->'''Voiced by:''' Creator/AkemiKanda (Japanese) and Creator/CarliMosier (English)

A bespectacled girl who served as Kanako's guide to adjusting to life in Ame no Kisaki.
* AmbiguousDisorder
* MistakenForGay: Her schoolmates assume she is Kanako's girlfriend; this is a deliberate setup on her part, in order to allow Kanako to safely interact with Ryuuken without bringing down the wrath of her fangirls upon her.
* RedOniBlueOni: The blue to Sachi's red.
* SmartPeopleWearGlasses: She is never seen without one, and is known among her classmates for her intellect and reliability.
* StoicSpectacles
* SugarAndIcePersonality: Outwardly she's cold and dedicated to her studies, but she also makes for a pretty good friend.

!! Sachi Momoi
->'''Voiced by:''' Creator/RyokoShintani (Japanese) and Creator/MargaretMcDonald (English)

A bright and cheerful second-year and one of Kanako's first friends in Ame no Kisaki.
* {{Hammerspace}}: She apparently can store any kind of weapon from her skirt pockets.
* LittleSisterHeroine: Isn't anyone's little sister ,but Kanako refers to her as this when comparing DatingSim archetypes.
* {{Nice G|uy}}irl: She's sweet, thoughtful, and one of the first few girls to approach newcomer Kanako.
* RedOniBlueOni: The red to Nanami and Yuzuru's blue.

!! Yuzuru Inamori
->'''Voiced by:''' Creator/SaoriGoto (Japanese) and Creator/ShannonEmerick (English)

Sachi's demure long-time friend and a member of the school's Archery Club.
* CustomUniform: Wears her archery uniform every day, much to the dismay of her teachers.
* RedOniBlueOni: The blue to Sachi's red.
* ShrinkingViolet: In contrast to the more forward Sachi, Yuzuru is rather socially awkward.

!! Ryuuken Ishima
->'''Voiced by:''' Creator/YukoKaida (Japanese) and Beth Lazarou (English)

The most popular girl in Ame no Kisaki, on account of her masculine looks and overall good personality, as well as one of the brightest stars in the school's Drama Club. She was also Kanako's original dormmate until Mariya chased her out, presumably to keep her mum about his gender.
* {{Bifauxnen}}: Unlike Shizu though, she's not a crossdresser. Either way, she's earned a lot of fan girls.
* CoolBigSis[=/=]OneeSama: How the rest of the school sees her.
* EvenTheGirlsWantHer: Her masculine looks has won her many fangirls... some of which [[LoonyFan react poorly to Kanako making a casual acquaintance of her]].
* HugeSchoolgirl: Like Kanako, Ryuuken also stands at 175 cm (5'9"), though she's not as self-conscious about it as the former.
* LadyLooksLikeADude: Her short hairstyle and imposing height has made her suitable for male roles in school plays.
* SchoolIdol

!! The Dorm Leader and Yonakuni-san
->'''The Dorm Leader is voiced by:''' Creator/MiyukiSawashiro (Japanese) and Creator/BrittneyKarbowski (English)\\
'''Yonakuni-san is voiced by:''' Creator/MiyuMatsuki (Japanese) and Creator/TiffanyGrant (English)

The unusually short girl in charge of Dorm No. 2, where Kanako, Mariya and Matsurika live. She is accompanied by Yonakuni-san, her pet dog.
* CatGirl: Her motif, subtly implied by the ears.
* TheDreaded: She's so prescient none in the dorms dare disobey her, lest something terrible happens to them... [[NoodleIncident supposedly]].
* AGodAmI: Once referred to herself as "God" before Kanako.
* LyricalDissonance: Seemingly taking cues from [[Manga/SayonaraZetsubouSensei Kafuka Fuura]], every scene featuring her has her singing sweet songs... which revolve around the bizarre, such as disturbing ways to eat meat.
* OlderThanTheyLook: Some hints abound that she may be far older than the preteen she looks like.
* UnflappableGuardian: No violation of the dorm rules escapes her attention, no matter how good one is at hiding it away, though she also has a soft spot to those who at least put a lot of effort trying to elude her.
* VerbalTic: Adds "desu yo" at the end of her speeches.

!! Ayari Shiki
->'''Voiced by:''' Creator/MiyuMatsuki (Japanese) and Creator/NancyNovotny (English)

The Student Council President of Ame no Kisaki and cousin to both Mariya and Shizu, the former with which she shares a bitter rivalry.
* EmbarrassingNickname: "Panda-Chang", after her panda-print panties which were accidentally exposed by Shizu (then posing as Mariya) when they were kids, and all other variations which include "panda", as well as "Fat Ass" from Mariya.
* OjouRinglets
* StudentCouncilPresident: The current one by the time Kanako and Mariya enroll.
* VitriolicBestBuds: With Mariya, ever since Shizu (then posing as him) caused her a WardrobeMalfunction.
* WardrobeMalfunction: As kids, Shizu once accidentally exposed Ayari's panda-print panties, causing her much embarrassment. As a teenager her top comes undone during a festival after Mariya has to save her from falling off a float.

!! Maki Natsuru
->'''Voiced by:''' Erino Hazuki (Japanese) and Tiffany Terrell (English)

The Student Council Vice-President of Ame no Kisaki and the object of Father Kanae's lust.
* NumberTwo: To Ayari.
* SatelliteCharacter: She almost always appears exclusively beside Ayari.
* SecretKeeper: As Ayari's long-time friend, she is also privy to the strain in Ayari and Mariya's relationship.

!! Shizu Shidou
->'''Voiced by:''' Creator/AyaHirano (Japanese) and Creator/MonicaRial (English)

Mariya's twin sister, who's also disguised as a boy for Ame no Kisaki's all-male counterpart Mori no Mihoshi.
* {{Bifauxnen}}: A given considering how she's essentially Mariya's DistaffCounterpart.
* BirdsOfAFeather: With Kanako, on acoount of both of them being androphobics.
* CainAndAbel: The Abel to Mariya's Cain.
* DoesNotLikeMen: Like Kanako, she fears men, though this is mostly due to growing up with a jackass of a twin brother.
* FragileFlower: In contrast to her brother, Shizu is quick to get emotionally hurt.
* FreudianExcuse: As a kid, her PE uniform and recorder were stolen by her male schoolmates, triggering her androphobia.
* HalfIdenticalTwins: With Mariya. Her distinguishing trait is the mole under her right eye, in contrast to left for Mariya.
* {{Nice G|uy}}irl: In contrast to [[BitchInSheepsClothing her brother]], Shizu seems to be the genuinely sweet, if fragile, girl Mariya makes himself look like.
* SiblingRivalry: With Mariya, which extends from way before they switched each other's names and entered one-gender schools opposite theirs.
* SiblingYinYang: Is extremely timid and cowardly in contrast to Mariya's sadism and arrogance.
* SecretTestOfCharacter: Mariya's allowing Shizu to have chairmanship ,but he's not telling her because she wants her to get stronger by conquering her fear of boys so she'll be properly ready for the position.

!! Touichirou Kanae
->'''Voiced by:''' Creator/TomokazuSugita (Japanese) and Creator/IllichGuardiola (English)

Resident priest of Ame no Kisaki as well as its Modern Japanese Language instructor, who happens to be very popular with the girls.
* ButNotTooForeign: He's half-French, which may explain his handsome looks.
* ChickMagnet: For someone who has made a vow of celibacy, Father Kanae is pretty popular with the girls.
* DirtyOldMonk: Granted he's at least a young adult... which may explain his openness about being "in love" with every beautiful girl he sees.
* EveryoneIsJesusInPurgatory: He's a regular InUniverse invoker of this trope. In fact, much of his InternalMonologue consists of this.
* InternalMonologue: He dabbles in this a lot.
* LargeHam: And he has [[Creator/TomokazuSugita the right voice]] to speak his mind in the most bombastic way possible.
* SexyPriest: No wonder he has so many fangirls.

!! Honoka Tsutsui
->'''Voiced by:''' Hatsumi Takada (Japanese) and Creator/AllisonSumrall (English)

The leader of Ryuuken's fan club, who have been terrorizing any girl out of sharing dorms with Ryuuken, with the latest target being Kanako.
* AlphaBitch: She tries to be one, even if her idol doesn't encourage such behavior.
* TheLeader: Of Ryuuken's fangirls.
* SingleTargetSexuality: Seems to have this for Ryuuken.
* VitriolicBestBuds: Develops this kind of relationship with Kanako after buying into Nanami's white lie about her and Kanako being an item.

!! Fumi Kumagai
->'''Voiced by:''' Creator/MegumiToyoguchi (Japanese) and Molly Searcy (English)

Homeroom teacher of Kanako, Nanami, Sachi and Yuzuru, as well as an alumna of Ame no Kisaki, who has already met Kanako as a child and her mother, a professor at the school, during her student days.
* EmbarrassingNickname: "Ms. Teddy Bear," on account of an AlternateCharacterReading of her name.
* MeaningfulName: Part of her surname contains the word for "bear", thus her nickname "Ms. Teddy Bear".

!! Rindou Shinouji
->'''Voiced by:''' Creator/NobuhikoOkamoto (Japanese) and Creator/ClintBickham (English)

Matsurika's twin brother and Shizu's butler.
* BattleButler: Like his sister, Rindo serves the other half of the Shidou twins, and he's shown to be quite competent in survival games, such as that one time he caught Kanako snooping in on the goings-on in the Shidou residence.
* DeadpanSnarker: Much like Matsurika, except he is slightly more expressive.
* DistaffCounterpart: To his twin sister Matsurika, who, like him, also serves one half of the Shidou twins.
* HalfIdenticalTwins: Subverted. Rindo is black-haired, while Matsurika has silver hair. The only thing common between them are their golden eyes and their sharp tongues.
* TrapMaster: He has prepared several traps in the Shidou residence in case some unwanted guests come barging in... such as Kanako, who's intrigued by Mariya's sudden change of attitude during Chapter 20.

!! Miki Miyamae
->'''Voiced by''': Creator/EmiriKatou (Japanese) and Creator/EmilyNeves (English)

Kanako's younger sister and also a freshman at Ame no Kisaki, as well as a member of its ''kyuudou'' (Japanese archery) club.
* AlliterativeName: '''M'''iki '''M'''iyamae.
* BiTheWay: She's had a crush on Mariya since they were children, and the reveal of his true gender doesn't change things.
* HairDecorations: Wears two star barrettes in her hair.
* RapunzelHair: Her hair is waist-length.