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Characters / High School Story Choices

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A list of characters who appear in the visual novel High School Story.

For the characters from the video game, go here.

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Oliver M. Berry High

    First Trilogy Main Characters 

Jordan Lee (Main Character/You)

Grade: Sophomore->Junior
Group: Sports/Cheer/Band
A new student starting Sophomore year at Oliver M. Berry High and the protagonist of the first three books

  • The Ace: Jordan can be played this way at everything they do.
  • Author Avatar: The Player can customize gender, looks, and name.
  • Bi the Way: The player can decide if they will also pursue the male or female Love Interests.
  • Big Eater: Jordan can pick to be this. At Brian's party, one of the options at the snack table is "scarfing down all the appetizers". If Caleb is their date for homecoming, one of the options at the big pile of pancakes is "I'm basically a human garbage disposal" followed by the others being amazed at how much Jordan can actually eat.
  • Big "NO!": They can have this reaction in Book 3 Chapter 1 to the news that they'll be sharing their school with not just Hearst students, but Max, Kara, Zoe, and Brian.
  • Bishōnen: The models for Male!Jordan have boyish looking faces and a slender body that looks more delicate than the female bases.
  • Demoted to Extra: Reduced to a non-playable supporting character in Class Act.
  • Hello, [Insert Name Here]: The main character is nameable; the default name is 'Jordan Lee'. This is one of seven Choices stories which allows the player to select both a first and last name for the protagonist; the other fix are The Royal Romance, Desire And Decorum, The Senior, High School Story: Class Act, The Elementalists, and Ride Or Die A Bad Boy Romance.
  • The Leader: In Book 2 Chapter 10, a premium scene allows Jordan to find Isa's profile about them, which reveals that she fears Jordan because of their influence as the natural leader in the school and is looking for the first opportunity to expel them.
  • Mascot: A premium choice allows Jordan to put on a tiger mascot costume for the pep rally.
  • Missing Mom: Jordan's mother is never seen.
  • New Transfer Student: At the start of Book 1, Jordan arrives at school in his 2nd year and doesn't know anyone.
  • Official Couple: In Book 2 Chapter 15, they can make things official with their love interest if the player chooses.
  • The One Guy: Male!Jordan is the only male member of the cheerleading squad if he and Emma join it. It's not until Book 3 that Kieran also joins the Cheer squad, subverting the trope.
  • Pungeon Master: Some dialogue options allow Jordan to be this. Considering having Dad as parent, makes sense. Sometimes even Myra criticizes some of the jokes.
  • Second Year Protagonist: Jordan is confirmed as a Sophomore.
  • Sexy Sax Man: Or woman. Jordan gets assigned the saxophone if they choose to join the band and get Aiden's affection.
  • Shipper on Deck:
    • Jordan can choose to help Luis pursue Emma, encourage Julian to either keep trying to get Autumn or respect her and Wes, and encourage Mia to ask Sydney to dance In Book 2, they can also help Frank save his relationship with Payton.
    • In Book 2 Chapter 1, after footage of Principal Hughs and Coach Burke making out under the bleachers is broadcast, Jordan has the option to say “I ship it!”
    • Throughout Book 2, Jordan notices Michael and Maria spending a lot of time together (they're actually collaborating to try to bring Isa down). The player can choose to tease them about being in love with one another.
    • In Book 3, Jordan can agree to help Emma with getting Dad and her mother together. Also will try to convince Jade and Cameron to attend Caleb’s party so they can pair them with Caleb and Aiden respectively, if Jordan is dating neither of them.
  • The Smurfette Principle: In Book 2, Female!Jordan is the only female member of the basketball team if she joins it.
  • The Worf Effect: In Class Act, despite being the favorite for the main role, Jordan gets a broken leg in an accident during the audition, giving Bailey a chance to try for the role.

Emma Hawkins
Grade: Sophomore->Junior
Group: Sports/Cheer/Color guard (first book)->Cheer
A shy girl Jordan first meets during their first day at Berry High

  • Accidental Athlete: If Jordan joins the football team, Emma joins and becomes Coach Burke's assistant. Brian is asked to lead the tryouts for the kicker position but doesn't want to do it, so he sarcastically suggests that Emma do it instead. She does, and ends up nailing some impressive field goals in the process, and is eventually named the team's kicker.
  • All Girls Like Ponies: During Bring Your Pet To School Day in Book 2 Chapter 2, she wishes she had a horse like Mia does.
  • Better as Friends: She has a big crush on Caleb at the beginning of the story until she tries to ask him out and Caleb tells her he only sees her as a friend. It takes her a few days before they are cool around each other again.
  • Bi the Way: If Jordan is female, Emma will comment that she's had crushes on both boys and girls in the past. She starts the story with a crush on Caleb. After she gets rejected, she becomes available as love interest, regardless of Jordan's gender, or can be paired with Luis if Jordan ships them.
  • Burger Fool: In Book 2 Chapter 9, she confesses to Jordan that she has been absent because of her household economic situation forcing her to get a job at Admiral Burger, which made her afraid that her friends would think less of her or make fun of her. By Book 2 Chapter 13, providing she's not dating Luis, you can learn she made Employee of the Month.
  • The Cheerleader: She joins the Cheerleading Squad in Book 1 if Jordan does. After she is done working at Admiral Burger, she joins officially for Book 3 regardless of the activity Jordan pursues.
  • Disappeared Dad: Whereas Jordan's mother isn't seen and is barely talked about, Emma's father never appears but is frequently mentioned. He and Emma's mother are divorced; Emma has to spend most of her breaks with him but they are said to have a rather strained relationship.
  • Everything Has Rhythm: If she was brought to homecoming in Book 1, then picked to dance with in Book 2 Chapter 7, she'll mention she practiced with a broom since then.
  • First Girl Wins: She is the first Love Interest Jordan meets and becomes this if Jordan pursues her.
  • Fragile Flower: She rarely raises her voice or gets angry, and her most common reaction to conflict is to run away crying.
  • Girl Next Door: She is kind, friendly, shy and pretty, but homely and humble. Luis has a crush on her, while Jordan can pursue her as well, while Brian berates her for not being popular.
  • Gosh Dang It to Heck!: In football, when Julian asks the team for a "Hell yeah!", she starts to say "hell", then becomes embarrassed and says "heck" instead.
  • Hair of Gold, Heart of Gold: She has blonde hair and is one of the nicest characters in the story.
  • Hairpin Lockpick: She uses bobby pins to pick the lock of Hearst High's main door.
  • Hidden Depths: If Jordan chooses to join the gamers with Emma for a game of Lookout, it turns out that Emma is a natural at it, ends up saving Luis and wins for the whole team. All of that from only watching walkthroughs.
  • Hufflepuff House: Not her role in story, but in Book 2 Chapter 7, Jordan can ask what everyone's House is and she immediately says Hufflepuff.
  • Love Interest: She is one of the possible choices for Jordan; alternately, Jordan can help set her up with Luis.
  • Nice Girl: She is Jordan's first friend at school and makes adapting to school much easier.
  • Pungeon Master: If she's Jordan's girlfriend, she starts becoming this in Class Act Book 2 Chapter 14 as a consequence of hanging around Jordan's dad.
  • Shipper on Deck:
    • If Jordan takes someone other than her to homecoming, she will be thrilled to see Jordan with their love interest.
    • In Book 3 Chapter 3, she realizes that her mother and Jordan’s father are still in love with each other, so she tries to convince Jordan to set them up.
  • The Smurfette Principle: She's the only female member of the football team if she and Male!Jordan join it. (Julian at one point tells Koh that he might add her to the team on defense, but it isn't made clear if this actually happens.)
  • Spiders Are Scary: One of the questions Jordan can ask during her premium scene in Book 2, Chapter 4 reveals that spiders are her greatest fear.
  • Squee!: If Jordan chooses a date other than her, she accidentally gives away that she and the others are Date Peeping on them.
  • Yaoi Fangirl: If Male!Jordan chooses to go to Homecoming with Michael, Caleb, or Aiden, she barely contains her squee when they get too romantic at the restaurant.

Caleb Mitchell
Grade: Sophomore->Junior
Group: Sports
A prominent member of the school's sports teams, and Ezra's younger brother

  • Better as Friends:
    • Emma had a crush on him, but he didn't feel the same way as she did, insisting that they remain friends.
    • If Jordan doesn't go with him or Maria to Homecoming, they go together but don't develop any romantic feelings.
  • Bi the Way: He starts the story in a relationship with Zoe. After she cheats on him, he becomes available as love interest, regardless of Jordan's gender.
  • Heartbroken Badass: After Zoe cheats on him with Brian, his spirit is broken and even affects him during a game. It takes him a lot of time to move on thanks to Jordan and the others.
  • Heel Realization: At first Caleb joined the hall monitors because he wanted to contribute to the school, following Isa's rules blindly and playing a part in Aiden's unfair suspension. He finally realizes during the big food fight that Isa's rules are actually destroying the school, making him Rage Quit his position as hall monitor.
  • Lovable Jock: He is friends with students from all the cliques.
  • Love Interest: He is one of the possible choices for Jordan before Homecoming. The player can also set him up with Jade in Book 3 if Jordan isn't dating him.
  • Plot Allergy: In Book 2, a Premium Flashback shows what happened in "Bring your pet to school" Day. Caleb and Ezra both are allergic to fur, so the only pet they can have is a goldfish.
  • Rage Quit: In Book 2 Chapter 9, Caleb finally has enough with the strict rules, since his brother and the rest of his friends hate him despite his good intentions, and quits on the spot, throwing a plate of spaghetti on Principal Isa to signify his frustration.
  • Worthy Opponent: To "Fastball" Finn. If Caleb is convinced to pitch for the team, Finn will compliment his pitching skills after the match.

Aiden Zhou
Grade: Junior->Senior
Group: Band
A music prodigy and prominent member of the concert band

  • Adorkable: He is very serious about his music, but an awkward dork when Jordan flirts with him.
  • And Now for Someone Completely Different: A premium choice in Book 3 Chapter 7 allows an Aiden that's not dating Jordan to be hooked up with Cameron and you play as him for a bit.
  • Band Geek: He started learning to play piano when he was four, plays trumpet in the school band, and is constantly trying to learn new instruments.
  • Bi the Way: He is available as a love interest regardless of Jordan's gender. If he isn’t dating Jordan in Book 3, he takes interest in Cameron, who is non-binary.
  • Clark Kent Outfit: During the Truth or Dare game between Hearst and Berry students, Max dares him to take his shirt off, revealing his surprisingly muscular build.
  • Consummate Professional: In a premium choice, Aiden tells Jordan that he trained from an early age and music became his only love, which barely leaves him time to think about romance.
  • Guest-Star Party Member: In Class Act Book 1 Chapter 9, he can be recruited in a premium choice to compose the music for the play.
  • Hates Small Talk: In Book 1 Chapter 2, he says that one reason he doesn't like parties is because of the uninteresting small talk.
  • I Can't Believe a Guy Like You Would Notice Me: Non-binary, but in Book 3 Chapter 7, Jordan has the chance to set Aiden up with Cameron if they're not dating him and he can have this opinion about them.
  • Insufferable Genius: He often argues with Ezra over the songs, insisting they play obscure classics too complicated for the average person.
  • Love Interest: He is one of the possible choices for Jordan before Homecoming. The player can also set him up with Cameron in Book 3 if Jordan isn't dating him.
  • Pungeon Master: If he's Jordan's boyfriend, he starts becoming this in Class Act Book 2 Chapter 14 as a consequence of hanging around Jordan's dad.
  • The Scapegoat: A premium choice in Book 2 Chapter 11 has Jordan finding all the files Isa had on the students, and Aiden's reveals that she used him as a scapegoat to take the fundraiser's money with the excuse of using it for Luis' medical bills.
  • Vitriolic Best Buds: With Myra. They often bicker while still being very close friends. For Homecoming, she deliberately wears a pink dress as Aiden's date, knowing well he hates that color.
  • Writer's Block: In Book 1 Chapter 9, he comes down with a case of this trying to write a new composition.
  • You Are Grounded: His suspension in Book 2 prompts his parents to ground him without even listening to his side of the story, and instead blame Jordan and the gang for being Toxic Friend Influences.

Michael Harrison
Grade: Sophomore->Junior
Group: Rebel
A rebellious slacker Jordan often hangs out with

  • All Girls Want Bad Boys: Romancing Michael has shades of this regardless of Jordan's gender.
  • Anti-Hero: Michael would be considered one of the protagonists of this series, but does not possess the typical qualities of an Anti-Hero.
  • Bi the Way: He is available as a love interest regardless of Jordan's gender.
  • Brilliant, but Lazy: Despite the fact that he hangs out with the rebels and skips classes, Michael is a talented football player and an expert in electronics. He explains to Jordan that he stopped Brian from bullying him by threatening to hack his devices. In Book 2, he becomes Maria's cameraman as punishment for skipping a lot of classes.
  • Childhood Friend Romance: His childhood friend Giselle was a former love interest, and he had his first kiss with her, but they decided to remain just friends after things got 'awkward'.
  • Cool Bike: The only reason he helps with the Pep Rally is because Jordan promised Koh and him that they would be allowed to make an entrance to the football court on motorbikes.
  • Deadpan Snarker: Most of his lines are witty comebacks or teasing.
  • Everyone Has Standards: Despite not knowing Caleb well at that point, he agrees to join Jordan and the others in looking for him after hearing what Zoe and Brian did to Caleb.
  • Former Friend of Alpha Bitch: Brian became his first friend at Berry High, but once he became the Quarterback, he started to reject Michael.
  • Good Is Not Nice: Some would initially consider Michael's personality unpleasant, especially those that are direct opposites such as Maria, but he always reveals himself to be a good person at heart.
  • He Cleans Up Nicely: Everyone is surprised to see him in a nice suit and vest for Homecoming.
  • Hollywood Hacking: In Book 3 Chapter 9, he helps Maria and Jordan trace the fake email sent to Jade, Cameron or Kieran.
  • Hope Spot: After being expelled from both Statton and Hearst, Michael started to warm up to Berry High, hoping he finally found a place for him. That was until Brian gave him another reason to separate himself from others.
  • It's Personal: The only reason he agrees to join the football team is to defeat Hearst and get revenge for them vandalizing Ollie the Tiger.
  • Jerk with a Heart of Gold: He is one of the rebels, is sarcastic and likes to piss off people, but deep down he's a guy who won't tolerate injustice, helps people in need and genuinely loves his school.
  • Jerkass Façade: Michael pretends to be obnoxious and full of himself when really he isn't.
  • Lovable Rogue: Breaks the rules for everyone's benefit and willing to help others.
  • Love Interest: He is one of the possible choices for Jordan before Homecoming.
  • Misunderstood Loner with a Heart of Gold: Michael was a lone wolf for the majority of his high school life, especially at Statton and Hearst. Even after coming to Berry, he feels lonely because no one truly understands him, at least before he meets Jordan.
  • Odd Friendship: In Book 2, he develops this relationship with Maria after the incident at the school broadcast, being one of the few people who supported her after Isa made her quit the leadership of all her activities.
  • Platonic Life-Partners: He and Maria become oddly closer during their investigation, and they keep insisting they are not a couple whenever Jordan tries to tease them. During a game of Truth or Dare, if Jordan makes them kiss, they both do it without any chemistry, demonstrating that they are Just Friends.
  • Properly Paranoid: He is the first one, along with Wes, to suspect Isa's true motivations, taking into account the timing of the leaked footage of Principal Hughs, her strange behavior at the fundraiser and the fact that she has two cellphones. He turns out to be right when the gang discovers she has a lot of fake identities, has been an employee at ClickIt, Mansingh, and Hartfeld, has been blackmailed by Bruce Faris (AKA Coach Isa) into getting the job, and stole the money from the fundraiser and the clubs for herself.
  • The Quarterback: To avenge the vandalism on Ollie the Tiger, he agrees to step in as temporary Quarterback to defeat Hearst.
  • Rebellious Spirit: He has a huge problem with authority.
  • Reluctant Warrior: Despite having talent for sports, Michael refuses to join any of the teams until the conflict with Hearst crosses the line. Once football season is over, he rejects Caleb's offer to play basketball.
  • Spiders Are Scary: In Book 2 Chapter 12, he has a nightmare of spiders crawling in the ceiling.
  • Stepford Snarker: Michael puts on a snarky and sarcastic attitude, pretending to be a jaded and bitter person, in order to hide that he is truly kind and caring at heart. He does this because he is emotionally vulnerable, hates to disappoint others, and after being hurt many times at other schools after opening himself up emotionally, he comes to Berry as a Stepford Snarker.
  • Tragic Dropout: This might have been his fate after being expelled from both Statton and Hearst just because he got onto the Jerk Jocks' bad sides. Oliver M. Berry High is the first school that promised him a brand new start.
  • We Used to Be Friends: In Book 1 Chapter 9, his premium backstory reveals that he made friends with Brian when he transferred. Once Brian became a quarterback, he turned into a real jerkass and burned his bridge with Michael.

Maria Flores
Grade: Junior->Senior
Group: School President
The School President of Berry High and the organizer of the school's end-of-the-semester events

  • Bi the Way: She is available as a love interest regardless of Jordan's gender.
  • Break the Cutie: Isa recognizes that Maria can't be controlled or manipulated, so she deals with her by breaking her spirit instead.
  • Cuteness Proximity: A premium scene in Book 3 Chapter 9 has her and Jordan go to a pet shop to look at the animals. One black kitten gets her into baby talking mode, enough so that she adopts it.
  • Embarrassing Nickname: Pumpkin, given to her by one of her fathers.
  • Get Out!: She says this to a male Jordan in Book 1 consoling Emna in a premium choice since he's a boy in the girl's room.
  • Go-Getter Girl: She's Student Council President, in charge of Homecoming, and cares the most about School Spirit. In Book 2 she adds the School Newscast to her resume, and before Book 3, she agrees to co-organize Prom with Payton.
  • Happily Adopted: Going with her to the pet store in Book 3 Chapter 9 reveals that she's adopted.
  • Has Two Daddies: She is raised by two fathers. You get to meet them, Stephen and Jose, in Book 2 Chapter 7.
  • Hidden Depths: The student profiles Principle Isa keeps in the basement reveal that Isa considers her to be too smart and strong willed to be manipulated.
  • Huge Schoolgirl: If Jordan goes to Homecoming with Michael, Emma, or Aiden, she goes with Caleb, and apparently she's taller than him with high heels. Caleb doesn't mind, while she nearly freaks out about this.
  • I Warned You: A premium date with her in Book 1 Chapter 8 has her and Jordan go to the beach. She says not to go in the water and if Jordan does, it turns out it's cold because the bay's connected to a river that's almost entirely melted snow.
  • Love Interest: She is one of the possible choices for Jordan before Homecoming.
  • Odd Friendship: In Book 2, she develops this relationship with Michael after the incident at the school broadcast, since he was one of the few people who supported her after Isa made her quit the leadership of all her activities.
  • The Perfectionist: She is obsessed with organizing Homecoming and everything about School Spirit and will get hysterical if something is out of place.
  • Platonic Life-Partners: She and Michael become oddly closer during their investigation and they keep insisting they are not a couple whenever Jordan tries to tease them. During a game of Truth or Dare, if Jordan makes them kiss, they both do it without any chemistry, demonstrating that they are Just Friends.
  • Student Council President: She is President of the Student Council and in charge of the Homecoming committee. By Class Act Book 2 Chapter 14, she steps down and hands the reins over to Rory or Casey.
  • Sugar-and-Ice Personality: She is very bossy and has a no-nonsense attitude toward her friends, but she does care for them and can't hide her desire to have a love life, especially whenever Jordan flirts with her.
  • Take Up My Sword: A premium scene with her in Class Act Book 2 Chapter 15 has her pass down her clipboard to Rory or Casey as the new class president.
  • Trademark Favorite Food: Book 2 Chapter 7 reveals for her birthday, it's red velvet cake.

    Football/Basketball/Baseball Team 

Caleb Mitchell

See Main Characters folder.

Brian Crandall

See Hearst High folder.

Julian Castillo
Grade: Senior->GRADUATED
Group: Sports
The captain of the Berry High sports teams

  • All Love Is Unrequited: He has a crush on Autumn, but he respects her decision to date Wes, and is fine being friends with her. Averted if Jordan encourages Autumn to pursue him.
  • Betty and Veronica: He is the Betty to Wes's Veronica and Autumn's Archie.
  • Lovable Jock: He is friends with students from all the cliques.
  • Here We Go Again!: Book 3 Chapter 16 reveals he's going to the University of Ohio, only to groan when he finds out Max is going to University of Michigan, meaning they'll still be football rivals.
  • Reformed Bully: If the player is familiar with the original High School Story, Julian is no longer the bully from Hearst.

Frank Walter
Grade: Junior->Senior
Group: Sports
A stout jock with a crush on Payton

  • Adorkable: In a premium choice, he can reconcile with Payton, and one of his memories with her is when he met her parents for a family dinner wearing a suit.
  • All Guys Want Cheerleaders: In Book 2, he and Payton start dating. Unfortunately, the divisive situation of the cheerleaders and the band vs. the basketball team and the hall monitors prompts Payton to break up with him. Jordan can help him get Payton back via premium option.
  • The Bartender: He makes mocktails at the party in Book 2 Chapter 14.
  • Big Fun: Has energy, is upbeat, and is the largest member of the football and basketball teams.
  • The Big Guy: He is defensive end on the football team and appointed as Homecoming's bouncer.
  • Death Glare: If you pick a theme for Payton's party, he gives one to Morgan when she tries to topple a stack of cupcakes by taking one from the bottom.
  • Gentle Giant: Though he can be quite fearsome when he needs to be, he says he'd rather participate in a hug-of-war than a tug-of-war.
  • Gonk: Rather "average looking" with a rough face, but clearly stands out compared to the rest of the male characters.
  • In-Series Nickname: Also known as "Frank the Tank".
  • Lovable Jock: Like Caleb and Julian, he is also pretty cool and part of the school team.

Max Warren

See Hearst Students folder

Jade Ali

See Hearst Students folder

Casey Jenkins/Class Act Main Character's twin
Appearance options for Casey. Casey will always be the same race, but the opposite gender, from Bailey.
Grade: Freshman
Group: Sports
Twin sibling of Bailey. They are a member of the football team, and one of the candidates for class president in Book 2.

  • Annoying Younger Sibling: Or in this case "Annoying Twin", who enjoys teasing Bailey about their crush on Rory. At one point, Bailey laments having an annoying twin rather than a dog.
  • Half-Identical Twins: Regardless of the gender chosen, Casey will always be the opposite gender of Bailey.
  • Happily Adopted: Is revealed to be adopted.
  • Hello, [Insert Name Here]: They are nameable; the default name is 'Casey Jenkins'.
  • It's All About Me: Casey keeps going on and on about meeting Amber, even talking over Bailey and completely ignoring them.
  • Lipstick Lesbian: No matter the gender, Casey will get a girlfriend on the very first day of school. According to Bailey, Female!Casey was out of the closet at six years old, gushing about wanting a girlfriend since.
  • Red Oni, Blue Oni: The red to Bailey's blue.
  • Tomboy: If Casey is a girl, she joins the football team and greets one of her friends with a fist bump.
  • What the Hell, Hero?: Casey receives this from Skye for refusing to compromise and ally with Rory because of their stubborness.

Lorenzo Toro
Casey's best friend and member of the football team. He begins dating Amber after she and Casey break up. In Class Act Book 2, he is one of the students running for class president.

  • Big Damn Heroes: His popularity skyrockets in Class Act Book 2 Chapter 9 when he rescues a kitten from being trampled by Mia's horse, causing his campaign for class president to receive a huge boost when Amber's cell phone video of the incident becomes an Instant Web Hit. Subverted the next chapter when the incident is revealed to have been staged by Amber.
  • Dumb Jock: He doesn't have much of a talent for complex thought.
  • Graceful Loser: Once Rory/Casey wins the election, he goes onstage to do a defeat speech, congratulate them, and later accept that they were better suited than himself.
  • Heterosexual Life-Partners / Platonic Life-Partners: He is Casey's best friend on the team, always greeting them with fist bumps. However, they are not seen together anymore after Lorenzo starts dating Amber.
  • Karma Houdini: The school never finds out that the cat scheme was staged, and he and Amber get no comeuppance for their dirty campaign.
  • Skewed Priorities: As candidate for the student council presidential elections, he campaigns to divert all school resources to throwing parties at the expense of school programs, including arts and athletics.

    Cheerleading Squad 

Mia Warren
Grade: Junior->Senior
Group: Cheer
The captain of the Berry High cheerleading squad and also the daughter of Hearst High's principal and younger sister to Max

  • All Girls Like Ponies: In Book 2 Chapter 2, she brings her pet horse Buttercup to Bring Your Pet To School Day on the condition she doesn't give any rides. Of course people end up wanting free rides, causing her to get yelled at by Vice Principal Isa. In Book 3 Chapter 5, she works at the country club giving riding lessons.
  • Always Someone Better: According to Payton, Mia got frustrated by the fact that Sydney had a lot of energy and couldn't catch up, which frustrated her in addition to her break up.
  • The Cheerleader: She's appointed as captain of the squad.
  • Game-Breaking Injury: Her attempt at the Berry Bomb goes wrong and she breaks her leg, which forces her to step aside and support from afar.
  • Lipstick Lesbian: It's only evident that she is a lesbian when Payton tells Jordan about Mia's breakup with Katherine.
  • Lovable Alpha Bitch: She is haughty and temperamental, but overall a likable girl who loves Berry High.
  • School Girl Lesbians: She can become this with Sydney if Jordan helps them get together.
  • Sibling Yin-Yang: She is good, lovable and selfless, while her brother Max is the Jerk Jock at Hearst.
  • Sugar-and-Ice Personality: She is tough and very irritable after breaking up with Katherine, taking out her bad temper on Sydney. By the end of Book 1, Jordan notices that Mia values Sydney as more than just a good friend.
  • White Sheep: From the Warren family. Max is the Jerk Jock at Hearst and her father is the rival school's Principal.

Payton Saunders
Grade: Senior->GRADUATED
Group: Cheer
An energetic cheerleader who organizes parties for the school

  • A Dog Named "Dog": Her puppy is named Puppy.
  • Beta Couple: In Book 2, she agrees to date Frank.
  • Cool House: In Book 2 she throws a big party after Winter Formal gets cancelled because Isa stole the funds for the party, and the money recovered was only enough for the clubs. All the school is able to attend the party and are in awe at how big the place is.
  • The Cheerleader: She's part of the squad.
  • Genki Girl: She's always perky and cheerful. If Jordan chooses "90s Rave" as the Homecoming theme, she will squee at the suggestion of having glowsticks.
  • Gratuitous French: In Class Act Book 1 Chapter 4 in a premium scene with Skye, she's currently having dinner in Paris and says "Bonjour" when Bailey calls her.
  • Life of the Party: She loves organizing parties. She joins the Homecoming committee in Book 1 and becomes the coordinator of the Winter Formal in Book 2 because Maria switched to the school news.
  • Single Woman Seeks Good Man: She starts dating Frank, who is both Big Fun and Lovable Jock. Unfortunately, the divisive situation of the cheerleaders and the band vs. the basketball team and the hall monitors prompts Payton to break up with him because Frank obeyed Isa instead of defending Aiden. You can use a premium option to help keep them together.
  • That Came Out Wrong: After the whole school has its morale down because of the first game, Payton accidentally blurts out to Maria that they don't want to deal with her. She braces herself for a blow up, then feels bad when Maria storms out of the gym.
  • Walking the Earth: Book 3 Chapter 16 reveals her plans after graduation are to backpack across Europe for a year.

Sydney Kym
Grade: Sophomore->Junior
Group: Cheer
A close friend of Jordan who develops feelings for the cheer captain Mia

  • Attention Deficit... Ooh, Shiny!: Principal Isa's file on her reveals she's actually been diagnosed with ADHD. Reality Ensues as it's not an over-exaggeration of the trait.
  • The Cheerleader: She is one of the most energetic members of the squad.
  • Genki Girl: A requirement as a cheerleader. According to Payton, Mia can't catch up to her speed.
  • Lipstick Lesbian: She is girly and accepts dating Mia. In Book 3 Chapter 4, she bluntly rejects Brian because... It’s Brian and then she tells him straight out that she’s only into girls.
  • Love Interest: She turns out to be Mia's during Homecoming.
  • Plucky Girl: She is the perkiest member of the cheerleaders.
  • School Girl Lesbians: She can become this with Mia if Jordan helps them get together.
  • You Are in Command Now: In Book 1, Sydney is appointed replacement captain after Mia breaks her leg.

Emma Hawkins

See Main Characters folder

Kieran Hale

See Hearst Students folder

Kara Sinclair

See Hearst Students folder

Zoe Leon

See Hearst Students folder

Amber Hutchinson
Grade: Freshman
Group: Cheer
Casey's girlfriend, whom they meet the first day of high school

  • All Women Love Shoes: She takes numerous selfies of her homecoming outfit, including several shots of just her shoes.
  • Bi the Way: She is very smitten with Casey whether the latter is a boy or a girl. She dates Lorenzo after Casey breaks up with her.
  • Clingy Jealous Girl: While the jealous part is yet to be seen, Amber has shown to be intense in all of her interactions with Casey.
    • During the party, both Casey and Bailey get intimidated when Amber shows proudly a giant ice sculpture of her and Casey kissing, then keeps making out with Casey the entire party, only leaving briefly for a bathroom break, and when asking Casey out in front of everyone, she immediately says “I love you” after only dating for a few weeks. Bailey and Erin can tell from the distance that Casey is trying to hide the awkwardness.
    • Things start getting worse, as Casey tells Bailey in a Premium flashback that Amber bought Casey a very expensive pearl bracelet after a joke about oysters, had a Pictagram post of them, expecting Casey to have a more upbeat reaction, and then tried to get them matching tattoos, only narrowly saved because Koh, who was working there, noticed the situation and argued that they were still underage. Casey is very freaked out after that. It eventually reaches a breaking point, and Casey breaks up with her in the middle of the Homecoming dance.
  • Crash-Into Hello: How she meets Casey.
  • Genki Girl: She is very intense in everything, to the point Bailey can be impressed or wary about her.
  • Karma Houdini: The school never finds out that the cat scheme was staged, and she and Lorenzo get no comeuppance for their dirty campaign.
  • The Man Behind the Man: Bailey finds out that she's this to Lorenzo's campaign by setting up his kitten rescue moment well ahead of schedule.
  • Pink Means Feminine: Her casual outfit consists of a pink blouse with a magenta ribbon and a pair of sunglasses with pink frames. Her Homecoming outfit is also pink, to such a degree that Bailey can comment "So... much... pink".
  • Spoiled Sweet: As soon as she meets Bailey, she agrees to invite the entire theatre club to the after game party. Clint later tells the others that Amber lives in a mansion with two pools and a pond.
  • Your Answer to Everything: Her standard way of showing appreciation is by having a giant ice sculpture made.

    The Band 

Aiden Zhou

See Main Characters folder

Ezra Mitchell
Grade: Senior->GRADUATED
Group: Band
The student director of the band

  • Aloof Big Brother: Averted. He and Caleb don't share many common interests, but they get along well with one another.
  • Band Geek: He is the student director and often butts heads with Aiden over what to play.
  • Game-Breaking Injury: Downplayed. During the football tryouts, he gets the best throw from all the candidates, but he sprains a finger, which makes him opt to focus just on music and avoid worse injuries that could disable him from playing instruments.
  • Plot Allergy: In Book 2, a premium flashback shows what happened in "Bring your pet to school" Day. Caleb and Ezra both are allergic to fur, so the only pet they can have is a goldfish. According to Ezra, he only has a mild case, while Caleb is fully allergic.
  • Relationship Upgrade: He has been friends with Bethany since middle school, until they went to different schools. In Book 3 Chapter 4, Ezra asks Bethany to Prom and they kiss.
  • What Happened to the Mouse?: Subverted, since it’s not him exactly. The only record file not shown from Isa’s stash in the basement is his.

Myra Khandaar
Grade: Sophomore->Junior
Group: Band/Gamer
The cousin of Nishan from the original High School Story video game, she often hangs out with Jordan and cracks jokes with puns

  • Adorkable: She’s quirky, is a Band Geek, fond of puns, and takes offense when her penguin skirt gets stained.
  • An Offer You Can't Refuse: She's on the other end when she is blackmailed by Hearst into vandalizing Ollie The Tiger in exchange for them not hurting Luis. Once Jordan and Maria find out, they understand her situation and can either keep this a secret or make her turn herself in, resulting in the whole school hating her.
  • Band Geek: Aside from being one of the gamers, her other clique is the band.
  • Deadpan Snarker: She calls Brian a "joker" after his failed attempt to hit on her, which she laughed off.
  • Gamer Chick: One of the two only female members of the Gamers clique, along with Sakura.
  • Hypocritical Humor: If Jordan chooses the dialogue options to make some puns, she sometimes makes fun of how lame they are.
  • Irony: For someone playing The Matchmaker for other people, Myra isn't interested in entering a relationship herself.
  • Like Brother and Sister: She and Luis are very close, but strictly in a platonic sense.
  • Mundane Made Awesome: She can get a premium dress for prom in Book 3 Chapter 12. One thing she loves about it besides being pretty is that her dress has pockets.
  • Pungeon Master: There's not a single scene in Book 2 where she doesn't crack a joke.
  • Punny Name: Her pet lobster is named Santa Claws.
  • Shipper on Deck: Like the others, she is also rooting for Luis to get Emma. In Book 2, she encourages Jordan to become official with their love interest, and becomes extremely excited if they do. If Aiden and Caleb are single in Book 3, she ships them with Cameron and Jade, respectively.
  • Stepford Smiler: After Brian humiliates her with his promposal in Book 3 Chapter 11, she turns into this at the end of the chapter as well as into the next one.
  • Vitriolic Best Buds: She and Aiden constantly bicker while also being very close friends. For Homecoming, she deliberately wears a pink dress as Aiden's date, knowing well he hates that color.


See Hearst Students folder

Cameron Levy

See Hearst Students folder

Bethany Fox

See Hearst Students folder

    Theatre Club 

Bailey Jenkins (Main Character/You)

Grade: Freshman
Group: Theater
A new student starting Freshman year at Oliver M. Berry High and the protagonist of the Class Act arc

  • Adorkable: Unlike Jordan, Bailey tends to act shy and awkward towards their love interests.
  • Bi the Way: The player can decide if they will pursue the male or female Love Interests, or both.
  • Contrasting Sequel Main Character: While Jordan is an assertive sophomore who quickly becomes a leader in their social circle and even the problem solver of Berry High, Bailey is a shy, soft spoken freshman who prefers to take a supporting role in the theatre club.
  • First Kiss: Bailey is very nervous about kissing Rory on stage, partially because they haven't even had their first real kiss yet. If the player chooses, they can have their first real kiss with their chosen love interest in the last chapter of Book 1.
  • Half-Identical Twins: Regardless of the gender chosen, Casey will always be the opposite gender.
  • Happily Adopted: Reveals to Skye that they and their twin are adopted.
  • Hello, [Insert Name Here]: The main character is nameable; the default name is 'Bailey Jenkins'. This is one of nine Choices stories which allows the player to select both a first and last name for the protagonist; the other seven are The Royal Romance, the original High School Story trilogy, Desire And Decorum, The Senior, The Elementalists, Ride Or Die A Bad Boy Romance, Open Heart, and Wishful Thinking.
  • Hero of Another Story: Right after Jordan finishes Sophomore year, the story shifts to Bailey’s point of view to showcase the theatre club.
  • I Need to Go Iron My Dog: In Class Act Book 1 Chapter 15, they have this reaction to Natalie and Clint hoping they get to kiss Rory next.
  • Love Interest: The player can choose between Rory, Ajay, and Skye.
  • My God, What Have I Done?: Played for laughs in Class Act Book 2 Chapter 6 when they try to top Casey's peanut butter on leftover pizza with mayonnaise and ketchup on pancakes.
  • Official Couple: In Class Act Book 2 Chapter 14, they can make things official with their love interest if the player chooses.
  • Oh, Crap!: Played for laughs in Class Act Book 2 Chapter 6 if they have this reaction to being splashed by Daisy the Dolphin in a premium scene.
  • Red Oni, Blue Oni: The blue to Casey's red.
  • Shipper on Deck: The player can spend diamonds to hook up Casey and Erin, and Graham and Clint.

Rory Silva
Appearance options for Rory
Grade: Sophomore
Group: Theater
Bailey's childhood friend who is a year above Bailey

  • Bi the Way: Regardless of their chosen gender, he/she is one of Bailey's love interests and will go to Homecoming with Danielle. However, it's later revealed that Rory sees only Bailey romantically, regardless of their gender.
  • Character Customization: The player can select his/her gender and design between three races (black, white, and Ambiguously Brown).
  • Childhood Friends: Rory and Bailey have been neighbors and friends since they were little.
  • Childhood Friend Romance: If Bailey ends up dating them.
  • Cool Car: They drive one. A premium scene in Class Act Book 1 Chapter 2 allows Bailey to name it either Barracuda, Carly, or Ember of the Road. If the player doesn't choose a name, Rory eventually reveals in Book 2 that its name is Carly.
  • Even the Girls Want Her: If Rory is female.
  • Even the Guys Want Him: If Rory is male.
  • Girl Next Door: Girl or Boy, depending on the gender chosen. Rory has been Bailey's neighbor and childhood friend since they were little, with Rory watching Pixar movies with Bailey while their parents were out. Rory is very popular in the theatre club, and has a legion of fans, including Bailey.
  • Heroic BSoD: Class Act Book 1 Chapter 12 has them unresponsive to Bailey in text or in person until they confess their mother has breast cancer.
  • Pubescent Braces: In Class Act Book 1 Chapter 1, their worst thing about middle school was this trope. They've had them removed before the story starts, since Bailey comments they have such a great smile.
  • Sexy Man, Instant Harem: It's said that the Theatre club has a lot of auditions because of Rory, who regardless of their gender, attracts both boys and girls.
  • What the Hell, Hero?: Rory receives this from Skye for refusing to compromise and ally with Casey because of their stubborness, and for even considering Danielle's suggestion of kidnapping Lorenzo's kitten to blackmail him into quitting the election.
    Skye: And Rory, how did giving back to the community turn into considering sabotage? Are you serious?

Ajay Bhandari
Grade: Junior
Group: Theater
The student director of the theatre club

  • The Ace: He is a passionate theatre director, and a gifted pool player, winning a match with extreme ease.
  • Achilles' Heel: He is so bad at math that failing a test almost costs him his place as director.
  • Amazingly Embarrassing Parents: How he feels about his parents constantly fighting and arguing with each other, even in public over buying his little brother a cupcake.
  • Big Brother Instinct: He worries that his little brother is going to be constantly caught up in his parents' fighting with each other.
  • Bi the Way: He is one of Bailey's love interests regardless of gender.
  • Bollywood Nerd: Class Act Book 2 Chapter 4 confirms that he comes from an Indian family.
  • Cool Car: Class Act Book 2 Chapter 6 shows he has a brand new car given to him by his dad as part of his parents' war with each other.
  • Every Scar Has a Story: In Class Act Book 1 Chapter 9 in a premium date, he has one on the back of his hand that's mostly invisible unless you feel it. He got it as a kid in theater camp, acting out a scene where he dueled another boy with plastic swords.
  • Fatal Flaw: Pride and stubbornness. He lets his own bad experiences alienate his cast members, and his reluctance to admit a problem and ask for help almost made him lose his lifetime goal of being a director.
  • Good with Numbers: Subverted. It's him being bad with them that's got him failing math and forms the crisis he has in Class Act Book 1 Chapter 9.
  • Hoist by His Own Petard: In Chapter 5, Ajay bans cell phones from the auditorium after Danielle causes a costume rack to fall on Bailey, claiming that she got distracted while taking a selfie. At the end of the chapter, Ajay and Bailey find themselves locked in the auditorium with no way to call for help, and end up having to spend the night there.
  • I Call It "Vera": Inverted. Unlike Rory, who likes for cars to have names, he wants to keep his car nameless.
  • Jerk with a Heart of Gold: Despite his blunt attitude towards other students and overt focus on the play, he also values actor safety while not expressing it outwardly. Like the other members of the theatre club, he doesn't make a big deal out of Skye being Brian's sister.
  • No Social Skills: Because of his focus on the director role, Ajay acts distant and blunt towards other students, like refusing to greet Bailey the first time they meet, or worrying more about the play than Jordan's leg injury.
  • Serious Business: He considers The Enchanted Kingdom play to be one of the most ambitious projects he has undertaken and expects everything to go according to plan. When Jordan breaks their leg, he's more concerned for the play's outcome than the injury.
  • Skewed Priorities: Ajay freaks out about losing his leading actor, forgetting briefly that it was because Jordan broke their leg. Bailey can call him out on this.
  • Suspiciously Similar Substitute: To Aiden, as the student who takes his club too seriously, Terrence, who has a condescending view of other people, and as a young version of Thomas Hunt, for being a perfectionist aspiring director with little social skills.
  • Took a Level in Cynic: At a summer program, he once had to direct a play starring the girl he had a crush on, Kelly. Despite Ajay's meddling, Kelly started dating her co-star Marvin only to end up angrily quitting the play after they fought, causing it to be a failure. Due to this incident, Ajay started acting more coldly toward his actors and to strongly oppose relationships between co-stars.

Skye Crandall
Grade: Freshman
Group: Theater
A goth girl Bailey meets in the school bus, and member of the theatre club as tech support

  • Bi the Way: She is one of Bailey's love interests regardless of the latter's gender.
  • Dark Is Not Evil: Despite being a goth, Skye is the most generous and helpful member of the theatre club.
  • Dating Catwoman: In the scene where the group watches the DVD of their play, if Bailey and Skye are dating one another, Bailey suggests that the play be rewritten so that the prince/princess gets together with the witch instead of the knight.
  • Disproportionate Retribution: She's on the receiving end by her Abusive Parents, who left her at school for sitting with her schoolmates and not cheering for her brother Brian.
  • Emotionless Girl: She has a bored look on her face and a brooding attitude, which intimidates Bailey a little the first time they meet. Bailey later sees her completely distraught after her parents scold her and ditch her at school for not cheering for her brother Brian.
  • Everybody Knew Already: If Bailey encourages Skye to tell the theatre club she’s Brian’s sister, they reveal they already knew, pointing out their red hair, same last name, and her strong negative reaction whenever Brian is brought up. And they reveal that it doesn’t matter to them.
  • Foil: To Mia. Despite Mia being a cheerleader with an outgoing personality, while Skye is a goth loner, both girls have in common the curse of having an older sibling who is a Hearst Jerk Jock, and being the unfavorites of their parents. During Homecoming, Mia actually talks to and comforts Skye about this.
  • Goth: She dresses in black and red, sits alone, and always acts cold and aloof.
  • Hidden Depths: Lampshaded when she goes to an arcade with Bailey, Rory, and Ajay. The others assume she must be going so she can play violent, gory games, but Skye tells them, "Not everything I like has to match my aesthetic".
  • Just Like Robin Hood: During Amber's party, Skye secretly gives money she took from her own father to Emma.
  • Mean Character, Nice Actor: In universe. Mrs. Silva marvels at how convincing Skye is at playing the evil witch when Skye herself is so sweet.
  • Nightmare Fetishist:
    • In Class Act Book 2 Chapter 5, Bailey, Rory, Ajay and Erin throw her a surprise birthday party in a cemetery, with a black cake filled with raspberry jelly to make it look like it's bleeding. Skye is overjoyed by how well her friends know her.
    • In Class Act Book 2 Chapter 6, she's excited to see jellyfish and sharks at the aquarium.
  • No Good Deed Goes Unpunished: She unintentionally skips a family event because she is busy tutoring Ajay in math. As a result, her parents arrive at the library, humiliate her in front of her friends, and punish her. This makes Skye almost run away from home.
  • Oh, Crap!: Class Act Book 1 Chapter 9 has her give this reaction when she realizes she missed her family's dinner date helping Ajay study for a math test.
  • Parental Substitute: At the play, Skye meets and becomes friends with Rory's mother, and it's implied that Mrs. Silva will become this to her.
  • The Runaway: In Class Act Book 1 Chapter 10 (which is literally titled "The Runaway"), she plans to become a rock star groupie to get away from her abusive parents before Bailey, Rory, Ajay and Erin find her and talk her out of it. She realizes that it would have been a stupid decision without a backup plan or money to survive on her own.
  • Shout-Out: If Bailey asks her name the first time they meet, she'll introduce herself as Melisandre.
  • Sibling Yin-Yang: Unlike her brother Brian, Skye has a good heart, and enjoys performing secret acts of kindness for others.
  • Sour Outside, Sad Inside: She tries to push people away for fear everyone will judge her for not being normal and because she doesn't want people to define her by her relationship to Brian.
  • Strong Family Resemblance: She has bright red hair, which is a clue to her relation with Brian.
  • Team Switzerland: She refuses to take sides in the election, fearful of how it could potentially divide the group.
  • Tears of Joy: She lets these out in Class Act Book 2 Chapter 5 when her friends throw her a birthday party in a cemetery, saying that nobody’s ever done anything like this for her.
  • Troll: She pranks Bailey when they first meet.
    Bailey: What is your name? / I like your outfit.
    Skye: Melisandre / Thanks, I stole it.
    Bailey: Really?
    Skye: No
  • True Companions: She eventually decides that the theatre kids are her family.
  • Tsundere: Whenever romantic options are chosen on her, she can be rather embarrassed about it, but then act sweet about it after getting over it.
  • The Unfavorite: Bailey discovers accidentally that Skye is Brian's younger sister. When she sat on the Berry side and didn't support Brian in the game, her parents refused to take her home, and ditched her at school. They are also said to attend every one of Brian's athletic events, but then can't be bothered to come watch Skye perform in the play.
  • When She Smiles: If the player spends diamonds to help Skye feel better after the football game, Bailey can comment that she has a beautiful smile.
  • White Sheep: Unlike the rest of her family, who are portrayed as selfish and cruel, she is kind-hearted and generous.

Grade: Sophomore
Group: Theater
Rory's friend since middle school and one of the most promising members of the theatre club. She is the primary antagonist of Book 1 of Class Act.

  • The Atoner: She feels so much guilt about unintentionally sabotaging the play that she quits the role, and later manages to convince most of the school to attend, even getting Amber to donate $10,000.
  • Bi the Way: She is attracted to Rory, who can be either male or female.
  • Bitch in Sheep's Clothing: As one of the best members of the theatre club, she appears sweet and charming to everyone, even while making passive-aggressive remarks to Bailey.
  • Clingy Jealous Girl: Her motivation for trying to get the role of the princess in The Enchanted Kingdom play is so she can kiss Rory on-stage. She tries to get every excuse available to have Rory for herself, like getting lunch together alone to “practice their scripts”, or claiming that she needs Rory’s help with her character, despite being in the middle of a casual party, with Ajay (the director, therefore the most knowledgeable on the subject) attending as well.
  • Easily Forgiven: In Class Act Book 2 she gets into therapy to be a better person, and volunteers to help Rory’s campaign. Bailey can choose to also forgive her or refuse.
  • Jerk with a Heart of Jerk: In Class Act Book 2, she states that she is going to therapy and trying to become a better person. However, she later suggests sabotaging Lorenzo so Rory can win, and when Bailey brings up the possibility of Rory getting caught, she replies without missing a beat that she would have gotten away with sabotaging Jordan if she hadn’t confessed.
  • Morton's Fork: In Class Act Book 2 she suggests sabotaging Lorenzo's campaign by kidnapping his kitten, which would result in two scenarios: Lorenzo can either agree to quit and save his pet, or refuse and get the disapproval of the rest of the school for neglecting to save the cat. If Bailey brings up that Rory might get caught, Danielle discards the possibility by claiming that all her plans are foolproof.
  • My God, What Have I Done?: Once she finds out that the play is actually a fundraiser for Rory’s mom, she feels genuine regret for sabotaging the play with her selfishness.
  • Never My Fault: If Bailey claims that they don’t like Rory romantically, Erin and Skye rationalize that Danielle won’t believe it, because she has convinced herself that Rory likes Bailey, and therefore that can be the only reason why Rory isn’t dating her.
  • Stepford Smiler: While reading her lines correctly, she visibly struggles to keep her cool when she's told to change from the princess role to the evil witch.

Erin Ward
Grade: Junior
Group: Theater
A junior in the theatre club

  • Bi the Way: Her dating preference changes depending on whether Bailey is male or female. If Bailey is male, Erin tells him that her first Homecoming dance date was with her girl friend, but everything turned awkward when they tried to kiss; if Bailey is female, her date partner that night was a guy. She is later shown to have good chemistry with Casey (who will always be the opposite gender from Bailey) regardless of Casey's gender. If the player spends diamonds, she and Casey end up dating by the end of the book.
  • Corpsing: During auditions, Erin can’t get through a romantic scene without bursting into laughter.
  • Huge School Girl: She's described as being tall and having long legs.
  • Only Sane Woman: She is the voice of reason in most situations.
  • She Is the King: She plays the role of king in The Enchanted Kingdom.
  • Ship Tease: Just from a brief conversation before Amber arrives, Erin and Casey are shown to have great chemistry, like common favorite bands or basketball team.
  • This Is Gonna Suck: She gets this reaction when Amber says “I love you” to Casey in front of everyone at the party, being one of the few who can tell Casey is forcing themselves to respond nicely, and explains to Bailey that things are going to get ugly for Casey.
  • Wise Beyond Their Years: She tells Bailey about her experiences from Freshman year, like learning to just have fun at a school dance, or why having a first date on Homecoming is a bad idea. She turns out to be right when Casey and Amber’s date goes sour.

Clint and Natalie

Grade: Freshman
Group: Theater
Two students who have massive crushes on Rory

  • Abhorrent Admirer: During Amber’s party, both keep insisting to Rory that they play “Seven Minutes in Heaven”, completely unaware of how uncomfortable Rory is. Bailey has to rescue Rory from them.
  • The Beard: To each other during Homecoming. When Bailey, Skye and Erin spot them dancing to a slow song, it appears that they are an item... only to notice that they are stalking Rory.
  • Bi the Way: They have crushes on Rory regardless of Rory's gender.
    • In Class Act Book 2, Clint discovers that a student named Graham has a crush on him and is both awkward and flattered.
  • Flat Character: The only personality trait they show is that they are obsessed with Rory.
  • I Want My Beloved to Be Happy: If Bailey and Rory are dating in Class Act Book 2, Clint and Natalie keep admiring Rory while wishing the best for both Rory and Bailey.
  • Instant Fan Club: They both follow Rory everywhere.
  • Large Ham: When Natalie is told to "project", she literally shouts all her lines during the audition.
  • Those Two Guys: They appear together to follow Rory everywhere, even auditioning for the theatre club because Rory is there. They even get cast as “Peasants 1 and 2”.
  • What the Hell Is That Accent?: Clint chooses to give his character an indistinguishable accent. When Ajay questions him about this choice, Clint says it was inspired by Alice In Wonderland, surprising Bailey.
    Bailey: (thinking) That was supposed to be British?!
    • In Book 2, if the Theatre Club decides to invite Graham to their table, Bailey can mention Clint’s talent with accents, and to everyone else’s surprise, Graham actually finds it cute.
  • Yaoi Fangirl: Natalie ships Clint and Graham.
  • Youthful Freckles: Clint

Head of the tech support

  • Accuser of the Brethren: Because he set up the props before auditions and is convinced that nobody could have misplaced anything, he is the first person to suspect Bailey has sabotaged Jordan, spreading the rumor between the theatre club members and isolating Bailey.
  • Berserk Button: Don't let him hear you refer to the tech crew as "techies".
  • Nice Hat: Sports a black beanie

    Other Students 

Autumn Brooks
Grade: Senior->GRADUATED
Group: Yearbook
A senior student in charge of yearbook photos

  • Camera Fiend: Since Surviving High School, she has been aiming to be a photographer. This was less emphasized in High School Story in favor of her being an all-around artist, but it is once again in focus now that she's in charge of the yearbook photos.
  • Not So Above It All: While her intentions to join the hall monitors are good, Wes accuses her of doing it to get Isa's recommendation for her dream Art College. While she does get angry with him, she doesn't deny it either, and even calls Wes' rightful suspicions "silly teenage drama".
  • Official Couple: She and Wes are dating until they break up in Book 2 Chapter 6. They can rekindle their relationship if the player so chooses. Alternatively, Jordan can encourage her to pursue Julian or focus on herself instead.
  • Wide-Eyed Idealist: She joins the hall monitors because she wants to help the school, and gets very offended when Wes implies that she was doing it to get into Isa's good graces.

Wes Porter
Grade: Senior->GRADUATED
Group: Rebel
A rebellious student with a vast knowledge of practically everything in Berry High

  • Betty and Veronica: He is the Veronica to Julian's Betty and Autumn's Archie.
  • Conspiracy Theorist: He is the first one to suspect Principal Isa has a hidden agenda after she suddenly takes over the school, to the point he and Autumn have a big fight over this. He turns out to be right when it's proven that Isa hid a room from the school's blueprints, kept files on the students, and took away money from the clubs.
  • Hidden Depths: Near his Graduation, he tells Jordan that he's planning to go to Law School, because he wants to help other people, based on what his brother has been through.
  • High School Hustler: He can get everything people need (information and even the very first original playbook), everything at a price.
  • Knowledge Broker: He knows absolutely everything that happens in school, which he has made into his business.
  • Limited Wardrobe: He is seen using the same hoodie everywhere, even for Homecoming, Maria’s birthday party and a wedding he attended with Autumn before the main story.
  • Official Couple: He and Autumn are dating until they break up in Book 2 Chapter 6. They can rekindle their relationship if the player so chooses.

Koh Sunya
Grade: Senior->GRADUATED
Group: Rebel
A rebellious student whom Michael often hangs out with alongside Wes and Morgan

  • Book Burning: In Book 3 Chapter 4, she burns her old textbook along with her old homework.
  • Character Development: In Class Act, Koh appears in Casey's flashback, working at a tattoo parlor in the mall while studying for nursing school. She saves Casey from getting a matching tattoo with Amber, pointing out that it's illegal to give tattoos to minors. It's a big show of growth for her compared to the irresponsible rebel she was at the beginning of the game.
  • Cool Bike: The only reason she helps with the Pep Rally is because Jordan promised her and Michael that they would be allowed to make an entrance to the football court on motorbikes.
  • Dark Is Not Evil: She is tough and dressed full in black, but not a mean person.
  • Everyone Has Standards: In Class Act Book 1 Chapter 5, it's revealed she's working at a tattoo parlor in the mall since graduation. She utterly refuses to give Casey and Amber a tattoo since they're underage and she'd like to not be arrested for it. It's also likely she could tell Amber was crazy girlfriend material as well.
  • Hidden Depths: In Book 2, Jordan finds out that she's the only relative taking care of her sick grandmother and pleads with Jordan to not tell anyone. When Graduation is near, she tells Jordan that she's getting into Nursing School, inspired by how she took care of her grandmother.
  • Stronger Than They Look: Despite her size and build, she is capable of successfully tackling Julian during the tryouts. He and Caleb consider taking her to play defense.
  • Trademark Favorite Food: Chicken Wings. She even manages to order them in the fancy restaurant which hosts Maria's birthday party.
  • Undying Loyalty: In Book 2, she becomes completely loyal to Jordan only if the secret of her grandmother is kept from Isa, granting her help throughout the book.

Morgan Jennings
Grade: Sophomore->Junior
Group: Rebel
A punk classmate of Jordan who regularly skips classes

  • Dark Is Not Evil: She has a punk look, skips classes, and paints graffiti in the park, but is also willing to help Berry High when needed.
  • Delinquent Hair: She has half her hair shaved and dyed purple.
  • Dirty Cop: Of the hall monitor kind. She agrees to join the monitors as long as Isa erases her records and lets her skip classes.
  • Feather Boa Constrictor: She brings a yellow python to Bring Your Pet To School Day. It gets loose and it's up to Jordan to get it back.
  • Hypocrite: In Class Act Book 2, she runs for Class President, basing her campaign on anarchy and taking down the oppression of the Student Council. Rory calls her out for supporting Isa the previous year by joining her hall monitor group, making her drop out of the race when she’s out of words.
  • Karma Houdini: She is the only monitor who signs up for selfish reasons (erasing her suspensions and getting freebies to skip classes whenever she wants). While the other hall monitors help with Isa’s arrest, Morgan only participates because everyone is doing it already, and is the only one who doesn’t apologize afterwards.
  • The Quincy Punk: Subverted. She looks the part, but the most illegal thing she does is spray painting the park's sidewalk.
  • Smug Snake: Despite the fact that Wes tells her not to, and Jordan has helped the school many times, she considers voting for Max and Kara just because they bribe her.
  • Token Evil Teammate: She's the closest Berry High has to one since Brian's transfer to Hearst. This is evident in Book 2, when she abuses her powers as hall monitor in order to keep skipping classes rather than helping other people and apologizing to other students when they learned Isa was manipulating them all along like the other hall monitors. She even has no regrets reporting a distraught Ms. Maddox to Isa. In Book 3, she considers voting for Max and Kara because she finds their bribe tempting.
  • Took a Level in Jerkass: After joining the hall monitors in Book 2, all her negative traits get amplified, since she is more interested in the perks of the position and shows little remorse at handing over her friends.

Luis Marino
Grade: Junior->Senior
Group: Gamer
A shy gamer with a crush on Emma and often plays video games with Myra, Nishan, and Sakura

  • Adorkable: Nerdy, socially awkward, and an overall nice person.
  • Butt-Monkey: Book 2 made him this by getting into unfortunate accidents.
  • Cannot Keep a Secret: Maria refuses to tell him and the others the surprise for the winter term. To disprove his boasting as a discreet guy, Myra reminded him that he once asked her what she wanted "for her surprise party". To be fair, he was six years old at the time.
  • Dogged Nice Guy: He has a very notorious crush on Emma, and she will only react to him if Jordan helps.
  • Hollywood Nerd: He is one of the Gamers, has glasses and is socially awkward.
  • The Klutz: In Book 2, he breaks his wrist after mistakenly taking off in the sled (which gets Aiden suspended), and he slipped on the cafeteria in the middle of Caleb and Ezra's fight, indirectly causing its escalation into a full-blown foodfight.
  • Like Brother and Sister: He and Myra are very close; he describes her as being like a sister to him.
  • Literal-Minded: When Myra sarcastically called Brian a "joker", he thought she was comparing him to the Batman villain.
  • Nice Job Breaking It, Hero!: His accidents are the sparks of the two big conflicts between the hall monitors and the rest of the school. Breaking his wrist at the carnival gets Aiden suspended, which takes a good part of the club funds, while slipping on ketchup and staining Ezra's jacket starts the food fight. He later laments that Isa used him as an excuse to shut the carnival down.
  • Romantic Runner-Up: He becomes this if Jordan dates Emma.

Nishan Khandaar
Grade: Senior->GRADUATED
Group: Gamer
One of the gamers, he and his cousin Myra often play video games with Luis and Sakura

  • "Be Quiet!" Nudge: He has to nudge Sakura with his elbow to remind her that they are trying to set up Emma and Luis.
  • Lovable Nerd: He is one of the Gamers and one of the nicest students at Berry High.
  • Relationship Upgrade: Book 2 reveals he and Sakura are dating.
  • Shipper on Deck: Like the others, he is also rooting for Luis to get Emma.
  • Wacky Marriage Proposal: More of "Wacky PROM-posal" for Sakura. He sets up a speaker with the soundtrack of The Crown & the Flame, gives her a prop sword, and asks her "Do you want to be my Player Number 2 at Prom?".
  • What Happened to the Mouse?: A literal example with his pet rat. It hasn't been seen since Morgan's snake got loose at school.

Sakura Watanabe
Grade: Senior->GRADUATED
Group: Gamer
A very competitive gamer with pink hair who often plays video games with Myra, Luis, and Nishan

  • Cherry Blossom Girl: Subverted. She has pink hair and her name is "Cherry Blossom" in Japanese, but her personality goes more with the Fiery Redhead trope.
  • Competition Freak: She has a very aggressive drive whenever gaming is involved.
  • Expy: Pink hair, explosive temperament and tough attitude, and obviously named after Sakura Haruno.
  • Gamer Chick: One of the two only female members of the Gamers clique. She is so good that, to make their plan work, Jordan has to kill her in Lookout or it would be pretty obvious she is throwing the game.
  • Geeky Turn-On: Nishan's PROM-posalnote is so exciting for her that she says "Yes" right on the spot and kisses him in front of all the students in the cafeteria.
  • Relationship Upgrade: Book 2 reveals that she and Nishan are dating.
  • Shipper on Deck: Like the others, she is also rooting for Luis to get Emma. She has to be reminded of this to let Jordan and Emma join their Lookout team, despite her "no noobs" rule.
  • You Gotta Have Blue Hair: Her hair is dyed pink.

A robotics fan who has a crush on Clint

  • Hollywood Nerd: He is from the Nerd clique and loves making battle robots.
  • I Call It "Vera": He named his battle robot "Nightmare Doom Fang from Hell". Or "Fang" for short.
  • The Rival: In a premium date with Clint, he is this to Brad during robot battles.
  • Satellite Love Interest: His only role is to provide Clint with an alternative love interest to Rory.
  • Single-Target Sexuality: He ignores Bailey, Rory and Skye, who played the leads in The Enchanted Kingdom, in favor of Clint's role as Peasant 2.
  • Smart People Build Robots: He tells Clint that his hobby is to build robots for battles.
  • Straight Gay: He is smitten with Clint.


    High School Staff 

Principal Angela Hughs
The principal of Oliver M. Berry High who transferred from an elementary school, she uses methods more suited for young children when disciplining students

  • Black Boss Lady: Despite lacking traits associated with bosses, she still qualifies because of her ethnicity, gender, and position.
  • The Ditz: While being a kindhearted woman, she's still clueless on how to deal with teenagers, often applying kindergarten logic to their conflicts or quoting children's fables.
  • Misplaced Kindergarten Teacher: Since she just transferred from an elementary School, she still treats her teenage students like small children.
  • Official Couple: She and Coach Burke get outed by security footage leaked on the school newscast. She tells Ms. Maddox that she feels the risk worth it since she is truly in love with him.
  • Put on a Bus: By the end of Book 1, it's said that she resigned. Book 2 Chapter 1 reveals that it's because she got caught making out with Coach Burke.
    • The Bus Came Back: A premium choice in Book 2 Chapter 12 shows that she and Mr. Burke are working in a sports bar and are engaged. Michael and Jordan talk her into coming back to help bust Isa. Book 2 Chapter 13 has a premium choice to have her take up the position once more.
  • Putting the "Pal" in Principal: She's very friendly towards students and teachers to the point where they show genuine sadness when she resigns.
  • Reasonable Authority Figure: She is laid-back and motherly towards her students, and if she punishes people, it's usually soft chores like helping in an extracurricular club.
  • Relationship Upgrade: After her relationship with Burke is revealed to the public, they get engaged by the time Jordan sees them again.
  • Unishment: In the first book, she punishes rule violators by making them join Homecoming committee. Played with, in that the more rebellious students such as Michael and Morgan consider it a legitimate punishment.

Principal Amanda Isa (formerly Vice Principal)/ Ashley Faris
The principal of Oliver M. Berry High after Principal Hughs's resignation at the beginning of Book 2

  • Big Bad: Of Book 2.
  • Corrupt Corporate Executive: Of the High School Principal kind. The gang discovers that Isa's real name is "Ashley Faris", and she has been changing identities for different jobs to get money to pay debts from a pyramidal scam accumulated since her first job at ClickIt. Her plan to take over the school and get the money for herself consists of forcing Principal Hughs to resign and take over her job, creating the hall monitors group to gain loyalty from a portion of the school, cutting the funding of all clubs except the basketball team (while allowing her brother Bruce Faris to pose as the coach), closing down the clubs by using Aiden as a scapegoat, forging a fake receipt of Luis's medical bills and keeping most of the money for herself, and looking for the first opportunity to get rid of Jordan since she sees them as a threat.
  • Dean Bitterman: She is already strict in Book 1, but gets worse in Book 2. At the beginning of Book 2, she tries to give Jordan detention for arriving late (because the bell rings while she is lecturing them), only to be overruled by Principal Hughs. After Hughs resigns, Isa quickly takes the wheel of Berry High and announces that she will implement changes.
  • Disproportionate Retribution: The punishments she gives to the students are excessively harsh compared to the mistakes they make, such as giving Sydney lunchtime detention for a week for parking in a senior-only spot, suspending Aiden from school because his unintentional negligence led to Luis's injury, and disbanding the band and cheerleading squad for rooting for Hearst during the basketball game.
  • Foil: To Principal Hughs. Hughs was a former elementary school principal who treats high school students as if they're little children and gives them free rein on how they handle their problems as long as nobody gets hurt. Principal Isa, on the other hand, is very strict with the students, such as scolding some students for riding motorcycles on campus grounds. Moreover, Hughs had resigned as principal because she made out with Coach Burke on campus, which is considered indecent but not illegal. Isa, on the other hand, is arrested for embezzling funds from various workplaces, including Berry High.
  • Highly Visible Password: In Book 2 Chapter 11, her password is on display in her office. It’s BestPrincipalEver007.
  • Hope Crusher: The student profiles she keeps in the basement reveal that revoking all of Maria's leadership positions in school is her strategy to break her spirit, since she is too smart and strong willed to be manipulated. She also makes a demonstration of her power by using Aiden as The Scapegoat and suspending him to shut down the fundraiser.
  • Hypocrite: She imposes harsh rules on Berry High in the name of discipline and order, yet she breaks the law by embezzling funds and lets Morgan skip classes as long as she reports rule violations to Isa, who doesn't care if she abuses her powers as hall monitor.
  • I Have Many Names: She has worked four different jobs under different aliases. At ClickIt, she used her real name of Ashley Faris. At Mansingh, she was known as Lana Harel. At Hartfeld, she was known as Alexia Safar.
  • Manipulative Bitch: She intentionally favors the basketball team in order to foment discord among the band and cheerleading squad. She even keeps files of students to keep track of their personalities and her plans with them.
  • Nepotism: She diverts all funding from the cheerleading squad and concert band to the basketball team because her brother is the new basketball coach.
  • Stern Teacher: Since Principal Hughs is clearly out of her element, Isa is the one who has to impose discipline. Subverted when she finally becomes principal. She lets Morgan skip classes as long as she reports to Isa.
  • Tyrant Takes the Helm: Upon replacing Principal Hughs as principal, she imposes excessively harsh rules on Berry High.

Coach Richard “Ricky” Burke
The Berry High coach until his resignation at the beginning of Book 2

  • Bald, Black Leader Guy: He's the team coach, he's bald, and he's black.
  • Official Couple: He and Principal Hughs get outed by security footage leaked on the school newscast.
  • Relationship Upgrade: After his relationship with Hughs is revealed to the public, they are engaged by the time Jordan sees them again.
  • Put on a Bus: He's forced to resign after the scandal with Principal Hughs. He is later revealed to be working as a bartender at the local sports bar. While Ms. Hughs is able to return as a Principal as a premium, he stays at his current job.

Ms. Diana Maddox

The home room teacher of Sophomore class

  • Cool Car: Drives a red convertible during Homecoming parade.
  • Reasonable Authority Figure: Her special scene in Book 2 reveals that she finds Isa's reforms extreme and devoid of empathy towards the students, to the point she admits to Jordan that she misses Principal Hughs.

Coach Andrew Isa/Bruce Faris
Principal Isa's brother and the Berry High coach after Coach Burke's resignation

  • Beware the Silly Ones: He is an inept basketball coach who takes all his inspiration from sports movies, but it turns out that he blackmailed Isa into hiring him as a coach to keep quiet about her shady money dealings.
  • The Ditz: Julian describes him as an amateur, implying his lack of skill in basketball. For PE class, he chooses to screen Space Jam rather than doing any actual PE activities.
  • Keet: He often acts highly excited whenever he coaches the basketball team and when Berry High wins against Hearst. It gets to the point that he doesn't pay attention to his surroundings.
  • Nepotism: He is hired as replacement for Coach Burke because he is Principal Isa's brother, despite his lack of experience. He actually blackmailed her into hiring him to keep him from leaking her dirty secrets.

Principal Rivera

The principal of Berry High in Book 3 if Ms. Hughs isn't reinstated

  • Reasonable Authority Figure: Like Hughs, she launches Unity Week in order to foster friendship between students of Berry High and Hearst High.
  • Suspiciously Similar Substitute: She never displays any unique personality traits; she's simply a placeholder in case the player doesn't spend diamonds to bring Hughs back.

Coach Shaw

The Berry High coach since Book 3

  • Ambiguously Brown: Her ethnicity is never stated aside from her brown skin.
  • Reasonable Authority Figure: When Frank starts getting too tired to continue pitching, she refuses to consider bringing Brian back an option after he threw a ball at Myra and ran off.

Mr. Olson

The theatre teacher from the original app who first appears in Class Act, Book 1
  • Age Lift: Looks visibly younger than he did in the original app.
  • Reasonable Authority Figure: After Bailey is accused of sabotaging Jordan's audition, Mr. Olson reminds everyone that it's "innocent until proven guilty".

Hearst High


In General

  • Arch-Enemy: Hearst is the school with the fiercest rivalry with Berry High.
  • Jerkass: A common stereotype of them. Book 3 introduces some students who avert this trope.
  • New Transfer Student: In Book 3, all the students have to transfer to nearby schools after the Hearst campus burns down. A group of them that includes Max, Kara, Zoe and Brian end up in Berry High.
  • Shrinking Violet: With the exception of Bethany, all the good natured students from Hearst are afraid of Max and Kara, having to oblige to their hatred towards Berry students, even if they don’t agree.

Brian Crandall
Grade: Sophomore->Junior
Group: Sports
A mean Berry High student who transferred to Hearst High early in Book 1

  • Abhorrent Admirer: He’s this to Myra in Book 3.
  • Bastard Boyfriend: To Zoe when they were dating. She complained to him that the time with him was the worst moment of her life because of his selfishness and misogyny.
  • Big Brother Bully: Towards his sister Skye, whom he scolded for sitting with Berry High during a football game. He and his parents even deliberately abandoned her at school while they drove home. In Class Act Book 2, Skye tells Bailey that she used to be afraid of water because Brian used to push her into the pool when they were kids.
  • The Bully: He freely bullied the other students at Berry High... unless they all team up to take him down.
  • Casanova Wannabe: He tries to flirt with Sydney and Myra just to get back at Zoe and Terrence. Both flat out reject him.
  • Demoted to Extra: The only time he and anyone from Hearst appears in Book 2 is during the basketball game since Principal Isa is the main source of conflict. His only appearance in Class Act is during and after the football game in Book 1 Chapter 3.
  • Dumb Jock: He thinks "Alibi" is pronounced "Albibi".
  • Easily Forgiven: Subverted. It can be played straight if Jordan feels sympathetic towards him and talks to Caleb, but averted if neither Jordan nor Caleb accept his apology.
    • This, however, is not the case by the end of Book 3. His actions cross a line that not even Hearst students approve, making him a social pariah by the end of school year.
    • In Class Act, he is allowed to return to the football team after giving an apology about his behaviour to Myra. None of the Berry students buy it for a second, and Skye makes a comment on how fake his apology really is.
  • Evil Redhead: He has bright red hair and is a general sociopath.
  • The Friend Nobody Likes: Implied to be this in Hearst. None of the nice students want anything to do with him because of his behavior. Zoe hates him for his selfishness and misogyny when they were dating. Terrence looks down on him for his stupidity and failed attempts to one-up him and Zoe. Kara is sick of his and Terrence's bickering. Even Max, the closest person he has to a "friend", for lack of a better term, is barely seen with him; in Class Act, when Max's name is brought up, Skye comments that he and Brian "used to be friends", confirming that Max no longer likes him.
  • Girlfriend in Canada: He has been claiming that he moved on from Zoe and started dating a girl from Athena Academy, who is a Freshman and nobody has ever met her. Terrence doesn't buy it for a second. It’s confirmed he made it up in Book 3 Chapter 4 when he tries to hook up with Sydney and Myra just to spite Zoe.
  • Green-Eyed Monster: While attempting to "apologize" to Caleb, one of his reasons is the inferiority complex he had by being Caleb's "Sidekick", so he considered that getting his girlfriend and the QB position was winning.
    • It’s implied that this is his motivation behind his harassment of Myra.
  • Hate Sink: He's an outright jerk who belittles and bullies everyone, steals his best friend's girlfriend, and still expects Caleb to be cool with him. He also blows the first football game of the season by refusing to pass to Caleb, then transfers to Hearst High. Even after his "apology" at the end of Book 1, he goes back to being a jerk to Berry High Students when he reappears in Book 2 Chapter 8. By Book 3, he is at his worst.
  • Incompatible Orientation:
    • If male!Jordan flirts with him, he tells him he's only into girls.
    • He comes onto Sydney, who informs him that she's into girls. He keeps hitting on her anyway.
  • Jerkass: He is an overall jerk to everybody, doesn't feel remorse even after stealing his best friend's girlfriend, and refuses to acknowledge that he did anything wrong... and expects people to be cool with him, on top of everything.
  • Jerk Jock: Aside from all the reasons mentioned above, his teamwork is terrible and he refuses to collaborate with his teammates, especially Caleb. He then switches schools as soon as they lose their first game.
  • Kick the Dog:
    • In his first scene, he wastes no time in establishing himself as a major asshole when he goes out of his way to tell Emma that she isn't invited to his party, and when she runs off crying, he laughs about it.
    • In Book 3, after humiliating Myra at the band concert, he refuses to accept the weight of his actions, even blaming Myra, and trying to attack her with a baseball.
  • Laser-Guided Karma: After several chapters of not getting any retribution for his bad behaviour, his team loses the game against Berry High, and Zoe, the main reason he destroyed his friendship with Caleb and transferred schools, ends up dumping him.
    • This hits him even harder by the end of Book 3. Zoe exposes his horrible behavior from when they were dating to a full audience, getting him booed out of the game, to the point neither Max nor Coach Shaw want him as a pitcher anymore. By the end of school year, he becomes a social pariah.
  • Never My Fault:
    • He refuses to recognize that what he did to Caleb was horrible and genuinely doesn't understand why he doesn't want to be friends anymore. During the game against Statton High, he blames everyone else for the loss despite the fact that it was clearly his own fault for refusing to cooperate with his teammates. When he finally "apologizes", he basically says that Caleb made him jealous, so stealing his girlfriend was just natural to win. Jordan and Caleb can accept this or not buy it at all.
    • After he humiliates Myra at the band concert, he claims that it’s all Myra’s fault for rejecting him, and also blames Jordan for either not delivering the rose he ordered (if the player chooses not to deliver it) or for somehow screwing up the delivery (if the player chooses to deliver it).
  • Operation: Jealousy: If the Premium "The Reason You Suck" Speech is chosen, Jordan can guess correctly that Brian’s harassment of Myra was only to try to spite Zoe, which explains why he chose to do a public promposal at the band concert, where he knew Terrence and Zoe would be present.
  • The Quarterback: Becoming this went straight to his head and made him a full Jerk Jock by the time Jordan arrives at Berry High.
  • Sibling Yin-Yang: While Brian delights in the misery of others, his sister Skye is much nicer than him, and enjoys performing secret acts of kindness.
  • Token Evil Teammate: He is the only jackass seen at Berry High until he transfers to Hearst, where everyone seems to be jerkasses as well.
  • Would Hit a Girl: In Book 3 Chapter 13, he throws a baseball at Myra.

Zoe Leon
Grade: Sophomore->Junior
Group: Cheer
Caleb's ex-girlfriend who cheated on him with Brian

  • Beta Bitch: She is this for Kara. She is also popular, but not as much as Kara, and only goes to Caleb's party to dissuade Hearst students from voting for Jordan as Prom King/Queen, and vote for Kara instead. In Book 3 Chapter 13, she starts defying Kara by approving of Kieran's invitation of the Berry students to a Truth or Dare.
  • Break His Heart to Save Him: In Book 3, the Premium Scene of Truth or Dare with the Hearst kids reveals that Zoe felt Caleb was too good for her, so she couldn't bring herself to break up with him. Her solution? She felt cheating on him was easier, and he would eventually break up with her instead.
  • Establishing Character Moment: In her introductory scene, she jumps out of her car, kisses Caleb, calls Jordan and Emma "losers" to their faces, and demands that Caleb take her to Brian's party at her schedule. It's evident from the get-go that she's a terrible and controlling girlfriend.
  • Everyone Has Standards: In Book 3 Chapter 13, she stands up to Brian when he throws a baseball at Myra, giving him a "Reason You Suck" Speech saying how much of a selfish prick he is to girls.
  • Heel–Face Turn: She finally turns on Brian after he tries to hit Myra with a baseball, and after that spends the rest of the book trying to genuinely become a better person.
  • Hypocrite:
    • She keeps reminding the other Hearst students about “school loyalty”, when in Book 1 she had cheered on Caleb during the game in an attempt to get him back even though said game was against her own school, without even bothering to break up with Brian first. She's hardly the most qualified person to talk about being loyal.
    • She calls Maria a control freak, yet she had Caleb follow her every whim when they were dating.
  • Jerkass: She cheats on Caleb with Brian and doesn't even try to go after him to explain herself or apologize, and continues to antagonize Caleb in subsequent chapters. In Book 1 Chapters 12 and 13, she asks Caleb to get back together with her right before the game against Hearst, claiming that she's done with Brian. Brian, of course, only finds out about this by overhearing her, meaning that she had lied about dumping him.
  • Make-Out Kids: She tends to make out with her boyfriends anywhere and anytime, even if it isn't an appropriate time for it.
  • Really Gets Around: She cheats on Caleb with Brian, then tries to get back together with Caleb while still dating Brian. And then three months later, she begins dating Terrence and makes a habit of making out with him in public at every opportunity, even in front of Brian.
  • Single Girl Seeks Most Popular Guy: She has a tendency to date the most popular guy of the moment. She first dates Caleb, the school's star wide receiver, then cheats on him with Brian, the quarterback of Berry High prior to his transfer to Hearst, then tries to win back Caleb's affection during the Homecoming game. She eventually begins dating Terrence, whom she claims is nationally renowned.
  • Took a Level in Kindness: In Class Act she is shown to be less antagonistic to Berry High, to the point that she briefly cheers when Casey defeats Brian, before remembering that she is supposed to be cheering for Hearst.
  • Your Cheating Heart: She cheats on Caleb with Brian. According to both Brian and Wes, she has been cheating on him for three months. By the end of Book 1, she tries to get back together with Caleb without breaking up with Brian first. She later explains to Caleb in Book 3, during a Premium scene, that she intentionally cheated on him so he could have a reason to dump her, since she couldn’t bring herself to do it first.

Max Warren
Grade: Senior->GRADUATED
Group: Sports
Mia Warren's older brother, the son of Hearst High's principal, and the captain of the sports teams at Hearst

  • Bi the Way: He flirts with Jordan regardless of gender if the latter wears the Hearst High jacket Mia gave them.
  • Big Brother Bully: According to Mia, he'll never stop pestering her if Hearst wins the game against Berry High.
  • The Bully: He and Kara have the other students controlled by fear, with threats as common reinforcement.
  • Even Evil Has Standards: Despite his more evident character flaws, he has a strict rule of not swearing in front of the freshmen.
  • Jerk Jock: He is captain of the Hearst Bulldogs and, like many of his schoolmates, a complete jerk towards Berry students.
  • Official Couple: He is dating Kara until Book 3 Chapter 15, when they break up after losing the prom election.
  • Sibling Yin-Yang: Mia is good, lovable and selfless, while Max is the Jerk Jock at Hearst.

Kara Sinclair
Grade: Senior->GRADUATED
Group: Cheer
Max's girlfriend and the cheer captain of Hearst High

  • Alpha Bitch: She's mean and haughty like the other students at Hearst, and the cheerleader captain.
  • Arch-Enemy: Of Mia. Both of them are set to clash once cheerleading practice has both of them under the same roof.
  • Big Bad: The primary antagonist of Book 3.
  • The Bully: She and Max have the other students controlled by fear, with threats as common reinforcement.
  • It's All About Me: In Book 3 Chapter 5, she does everything to make sure the preparations for prom are done her way.
  • Meaningful Name: Her name means black (as a metaphor for darkness and negative attributes, not the color) in Turkish, befitting her jerkassery.
  • Official Couple: She is dating Max until Book 3 Chapter 15, when they break up after losing the prom election.
  • Serious Business: She is determined to keep being Prom Queen even after temporarily transferring from Hearst, to the point of making threats at Jordan if they ruin her strike.

Jade Ali
Grade: Freshman->Sophomore
Group: Sports
An athletic girl a year below Jordan, she temporarily transferred to Berry High in Book 3

  • Locked Out of the Loop: In Class Act Book 1 Chapter 12, she can be the only one of the original trilogy group of friends who hasn't met Bailey if all premium choices were used.
  • Lovable Jock: Unlike Brian and Max, she acts nice towards other people and respects Jordan's skills as an athlete.
  • Love Interest: Becomes Caleb’s if Jordan isn’t dating him.
  • One of the Guys: Admits to Caleb that this has caused her problems when she has had feelings for her friends who consider her just another “bro”.
  • Passionate Sports Girl: A rather athletic girl who joins the baseball team.
  • The Smurfette Principle: She is the only female member of the baseball team unless Female!Jordan joins.
  • White Sheep: She, Bethany, Tucker, Kieran, and Cameron are proof that not every Hearst student is bad, and the stereotype makes her nervous about the quarter in Berry High.

Tucker Smith
The resident comedian of Hearst High, he temporarily transferred to Berry High in Book 3

  • An Offer You Can't Refuse: Jordan, Maria and Michael find out that he sent Jade, Cameron or Kieran a fake email from Sydney’s login because Max and Kara threatened one of his friends, just like what happened with Myra in the Fall quarter. He is clearly remorseful and willingly helps them to find evidence on Max and Kara.
  • Class Clown: He is the funniest guy at Hearst and always has a joke under his sleeve. Except for puns. He considers them the lowest form of comedy.
  • Foil: He becomes Maria's co-host of Tiger and Bulldog News, making jokes during announcements, while Maria tries to not react to them. On the other hand, both know well when to cut away when Ms. Hughs starts to be too goofy.
  • The Host: He expresses interest in being an MC for Prom, and later co-hosts Tiger and Bulldog News with Maria.
  • I Just Want to Be Special: When he was a freshman, he used to want to be popular and was bullied for it. Once he joined improv club and found his audience, he began ignoring the bullies.
  • Straight Gay: He never gives any hint of being gay until he asks out Kieran to prom in Book 3 Chapter 7.
  • White Sheep: He, Bethany, Jade, Kieran, and Cameron are proof that not every Hearst student is bad, and the stereotype makes him nervous about the quarter in Berry High.

Grade: Senior->GRADUATED
Group: Band
A music prodigy who plays the clarinet in the band and was temporarily transferred to Berry High in Book 3

  • Band Geek: Joins the band as first chair and clarinet player.
  • In the Blood: He claims that being a musician is this to him, as he’s born into a family of professional musicians.
  • Insufferable Genius: Even more so than Aiden, who complained about his tendency to talk over him during music theory class.
  • Jerkass Has a Point: Despite being smug and condescending towards Aiden, he did have a point when it’s suggested that Cameron should get a formal audition for a saxophone solo, instead of giving it to Jordan as favoritism.
  • Make-Out Kids: He and Zoe start making out in the middle of the tour.
  • Serious Business: He is even more obsessed with practicing than Aiden. The very first thing he asks Jordan is for the music room, so he can do his daily practice and skip the tour.
  • Shadow Archetype: He is what Aiden could be if he didn't have friends at Berry High.
  • Smart People Wear Glasses: He wears glasses and has a vast knowledge of music.
  • The Stoic: He doesn't have other emotions aside from apathy.
  • Suspiciously Similar Substitute: Since Max and Brian are jocks and Kara and Zoe are cheerleaders, he was created to be the Hearst jerk for band. Still, he isn't nearly as antagonistic as the other four, and even puts Brian in his place a couple of times.

Bethany Fox
Group: Basketball (Book 2), Band (Book 3)
Ezra's friend since middle school and one of the Hearst High students who temporarily transferred to Berry High in Book 3

  • The Charmer: Ezra has known her since middle school, and according to him, she has always been a heartthrob. In her very first scene, she manages to make Julian blush by lightly flirting with him.
  • Early-Bird Cameo: If Jordan joins the basketball team, she first appears in Book 2 Chapter 8 as a Hearst High basketball player whose jersey number is 5.
  • No Badass to His Valet: She’s on the other side, since she is the only student from Hearst who isn’t afraid of Max and Kara, and openly befriends students from Berry despite Kara’s threats.
  • Relationship Upgrade: In Book 3 Chapter 4, she excitedly accepts Ezra’s Prom-posal with a big Yes and a kiss.
  • White Sheep: She, Jade, Tucker, Kieran, and Cameron are proof that not every Hearst student is bad, as shown with her friendly attitude towards Berry High students, especially Ezra, whom she was middle school friends with. In Book 3 Chapter 9, she's the only person from Hearst who doesn't buy entirely that Jordan sabotaged the tryouts for the Hearst students.

Kieran Hale
Grade: Freshman->Sophomore
Group: Cheer
A male cheerleader who temporarily transferred to Berry High in Book 3

  • Ambiguously Brown: Nothing is known about his ethnicity aside from his dark skin.
  • Extreme Doormat: He never dares oppose Zoe and Kara's opinion out of intimidation, even if he doesn't condone their behavior. He gets better since Book 3 Chapter 10, when he suggests a campfire night to bury the hatchet between Berry and Hearst students without intimidation from Kara, and again in Chapter 13, when he invites the Berry students to a truth or dare with the Hearst students despite Kara's objections.
  • Height Angst: When lamenting him being a frequent target of bullying, he mentions his five-foot height as one of his insecurities.
  • The One Guy: Only if Male!Jordan doesn't join the Cheerleader Squad.
  • Pubescent Braces: He wears them and is a Freshman.
  • Took a Level in Jerkass: In Book 3 Chapter 9, he acts rude towards Jordan and believes they sabotaged tryouts. He gets better, however, as he apologizes after he finds out Jordan was framed if the latter is in the cheerleading squad.
  • White Sheep: He, Jade, Tucker, Bethany, and Cameron are proof that not every Hearst student is bad, as shown when he apologizes for being forced by Kara and Zoe into competing for Jordan’s solo if Jordan has chosen cheerleading for their spring activity.

Cameron Levy
Grade: Junior->Senior
Group: Band
A non-binary saxophone player who temporarily transferred to Berry High in Book 3

  • Ambiguous Gender: The characters refer to Cameron by the neutral pronoun “they”, with Word of God confirming Cameron is non-binary.
  • Band Geek: Their main interest is music, was First Sax Seat at Hearst's band, and the only thing they enjoy from games are the marching band presentations, particularly Aiden's arrangement.
  • Eating Solves Everything: They can talk about how they want to get an ice cream cone for a tattoo about how they came out as genderqueer to their parents. Their mom just said "Okay, let's go out for ice cream" to show she accepted their decision.
  • Friendly Rival: When they're seen at the Berry-Hearst football game in Class Act Book 1 Chapter 3, they greet Myra like an old friend than a bitter rival.
  • Informed Judaism: Going to the campfire with the band in Book 3 Chapter 10 reveals that they celebrate Hanukkah when they mention receiving a biography of Adolphe Sax from their uncle.
  • Love Interest: They are Aiden’s love interest if he isn’t dating Jordan.
  • Sexy Sax Man: Or “Sexy Sax Person”. Cameron is a very talented saxophonist, and gets Aiden's interest if he’s not dating Jordan.
  • White Sheep: They, Jade, Tucker, Kieran, and Bethany are proof that not every Hearst student is bad and are nervous about going to Caleb’s party because it would anger Max and Kara.


Other Characters


Dad/Scott Lee
Jordan's father

  • A Day in the Limelight: Book 3 Chapter 3 allows Jordan and Emma to learn about how he and Emma’s mother used to be friends in high school in a premium choice.
  • Amazingly Embarrassing Parents: Jordan often scoffs or rolls their eyes at all his Dad Jokes. Emma still thinks he is funny. At the winter carnival in Class Act Book 2 Chapter 9, he jokingly tells Jordan that their hot chocolate booth has terrible service because his marshmallows don't look like dancing snowmen, to Jordan's annoyance. Bailey can take him seriously or play along.
  • Bumbling Dad: Played for Laughs. When Jordan tells him they're going to a party, he jokingly replies that he's going to be in the garage playing with his trains and trying to not electrocute himself.
  • Foregone Conclusion: He didn't stay together with Julia, since she had Emma with Mr. Hawkins, and he had Jordan.
  • Good Parents: He is very supportive of Jordan, knowing when to give space when needed and constantly making embarrassing dad jokes to cheer Jordan up.
  • Hello, [Insert Name Here]: He is only known as "Dad" or "Mr. Lee". Book 3 Chapter 3 eventually revealed that his name is Scott.
  • High-School Sweethearts: After many distractions and Romantic False Leads, Julia and him got together in their senior year, but had to part ways when Scott got accepted into Hartfeld University.
  • Just for Pun: He has to make a Dad Joke every time he appears.
  • Mood Killer: When the Love Interest goes to Jordan's house to ask them out to Homecoming and if Jordan accepts, their kiss will be interrupted by him.
  • Parent with New Paramour: Subverted. According to Jordan, he hasn't dated anyone in a long time, implying that he is still in love with Julia. It only depends on Emma and Jordan setting their parents up.
  • Phrase-Catcher: Everything he says gets followed by a "Daaaad!" from Jordan (mostly in an annoyed tone and sometimes touched). He notices if Jordan is sad whenever he doesn't get this response.
  • Pungeon Master: As he says "It's in his contract" to be this to Jordan.
  • You Have Waited Long Enough: When he and Julia and him ended up attending different colleges, they eventually drifted apart because they couldn't keep contact.

Glen and Bridget Zhou
Left to right: Glen and Bridget
Aiden's strict parents. Bridget works as an elementary school teacher

  • Education Mama: They are very focused on Aiden getting a good school record, to the point they accuse Jordan of being a Toxic Friend Influence for him.
  • Last-Name Basis: They get upset when Jordan calls them by their names, making emphasis on "Mr. and Mrs. Zhou". They reverse this after the arrest of the Faris siblings.
  • Stern Teacher: Aiden explains to his friends that Bridget is an Elementary School Teacher, which gives Aiden a bit of insight into what disciplinary tactics Isa is trying to enforce.
  • You Are Grounded: Despite the fact that Aiden didn't have any control over the accident at the carnival, they ground him because he was suspended from school.

Jose and Stephen Flores
Left to right: Jose and Stephen
Maria's fathers. Stephen works as a police inspector

  • Amazingly Embarrassing Parents: They crack some jokes to cheer Maria up, much to her dismay.
  • Badass Gay: Stephen, who works as a police detective and arrests the Faris siblings at the climax of Book 2.
  • Doting Parent: Both adore Maria, to the point they throw her a very fancy birthday party and feel bad when they can't get her another Red Velvet cake to keep tradition.
  • Good Parents: They are nice and doting on Maria, even convincing Aiden's parents to let him attend her birthday party (even if it was with a curfew).
  • Inspector Lestrade: Stephen is a detective in the police force. After Jordan and the gang gather evidence about Isa, Maria tells him everything so they can arrest her.
  • Has Two Daddies: They raised Maria together and go by "Dad J" and "Dad S".
  • Straight Gay: Both of them are in a happy relationship and don't have any mannerisms. Worth noting that Stephen works as a police detective.

Julia Mason
Emma's mother who used to date Jordan's father when they were in high school

  • Birds of a Feather: To Emma and Jordan's surprise, she finds Dad's model trains fascinating.
  • Foregone Conclusion: She didn't stay together with Scott, since she had Emma with Mr. Hawkins, and Scott had Jordan.
  • High-School Sweethearts: After many distractions and Romantic False Leads, she and Scott got together in their senior year, but had to part ways when Scott was accepted into Hartfeld University.
  • Parent with New Paramour: Subverted. According to Emma, she hasn't dated anyone in a long time, implied that she is still in love with Scott. It's up to Emma and Jordan to set their parents up.
  • You Have Waited Long Enough: When she and Scott ended up attending different colleges, they eventually drifted apart because they couldn't keep contact.

Greg and Rita Jenkins

The parents of twins Bailey and Casey, and the owners of the Golden Griddle.

  • Bumbling Dad: Greg sometimes tries to serve leftover pancakes from the restaurant for the family's dinner. If Bailey questions how healthy this is, he concedes and starts making vegetables.
  • Good Parents: They're a ray of sunlight next to the Crandalls.
  • Happily Adopted: They are the adoptive parents of Bailey and Casey, and by all indications have a happy and harmonious family life with them.
  • Oh, Crap!: Greg has this reaction when he hears about Jordan breaking their leg in the audition for the play.
  • Supreme Chef: Greg is this as the head chef of the Golden Griddle. In Class Act Book 2 Chapter 4, you get a premium choice to have him make some homemade cupcakes for Casey's school president campaign instead of relying on store bought ones.

Mr. and Brenda Silva

The parents of Rory Silva

  • Boyish Short Hair: She has her hair in this style.
  • The Ghost: Mr. Silva is completely absent from Book 1, and only appears in Book 2 if you pay diamonds to see a highlight reel of the play.
  • Parental Substitute: Brenda offers to be this to Skye since her own parents didn't show up to the play.
  • The Topic of Cancer: She has breast cancer which has come back stronger.

Rodger and Mrs. Crandall

The parents of Brian and Skye.

  • Abusive Parents: Because Skye sat in the Berry section instead of supporting her brother, they said she could walk home from the game.
  • Disproportionate Retribution:
    • After Skye sits on Berry's side of the field, her parents take this as not supporting her brother, despite the fact that Skye is a Berry student. As punishment, they ditch her at school without any means to get back home on her own.
    • Mrs. Crandall hates Skye's goth clothes and for Homecoming makes her wear a silver dress she ordered for her or she would be grounded for a month.
    • Their response to Skye unintentionally missing the business party they were hosting? Humiliate her in front of her friends, call her "selfish", and ground her. This is the last straw before Skye almost runs away from home.
  • Evil Redhead: Mrs. Crandall is a redhead and an unfair parent to her children, often favoring Brian and undermining Skye.
  • Hate Sink: Their role in the story is to show Skye's miserable home life as a victim of child abuse.
  • Hypocrite: They accuse Skye of being selfish for skipping a social event that only mattered to them, completely ignoring that she was helping a friend in need.
  • It's All About Me: They abuse Skye emotionally because she doesn't fit their image of what a daughter should be. When Skye ends up missing the business party, they are more upset that her absence embarrassed them at the party, unconcerned about how they are embarrassing Skye in front of her own friends.
  • Parental Favoritism: It's quite clear they favor Brian over Skye.
  • Unnamed Parent: Mrs. Crandall's first name hasn't been revealed yet.

Samir and Shruti Bhandari

The parents of Ajay.

  • Awful Wedded Life: The two of them constantly bicker and fight with one another even in public. Eventually, they get divorced.


Paquito/Jordan's hamster

Jordan's pet hamster

  • Hello, [Insert Name Here]: The default name is "Paquito"
  • Optional Party Member: Paquito only appears in the story if the Premium flashback of "Bring your pet to school" Day is purchased. After that, Paquito frequently appears nodding at Jordan's casual conversations.

Biscuit/Bailey and Casey's dog

A stray dog that Bailey can adopt for a Premium Option.

  • Behavioral Conditioning: In Class Act Book 2, Bailey and Casey tell Erin that the alarm sound on her cellphone sounds like the timer they use for feeding time. Biscuit keeps reacting every time the timer sounds while they are baking.
  • Canine Companion: Bailey and Casey can adopt him as a premium option
  • Hello, [Insert Name Here]: The default name is "Biscuit"
  • Optional Party Member: Bailey and Casey notice that the stray dog has been following them from school, and can purchase the premium option to adopt it. After that, Biscuit appears often.


Mia's pet horse

  • All Girls Like Ponies: Mia is girly and loves horses. Emma and many others wanted to ride Buttercup during "Bring your pet to school" Day, and Buttercup loved the attention.
  • Cool Horse: After "Bring your pet to school" Day, Mia offers to set up a horse carriage stand with Buttercup at the Winter Festival, which turns out to be very popular, leading her to offer rides again the next year.


Maria's pet kitten, a Domestic Short-haired cat

  • Cute Kitten: Kibble is a beloved cat who is friendly with Jordan who appears in Book 2 during a premium flashback, and is also mentioned in Book 3 Chapter 9 during the premius scene in the pet shop.
  • My Beloved Smother: Maria is overprotective of Kibble, to the point she calls one of her dads to pick her up because “it looked scared” (it wasn’t)


A kitten that Maria can adopt, believed to be a black Maine Coon


Example of: