Characters / Class of '09

Main Characters

Nicole

Nicole

Voiced by: Elsie Lovelock

"Bitch, please give me a fry!"

The Protagonist. Also a self-admitted sociopath who's given up on pretending to be nice after she was forced to transfer schools for the umpteenth time following her father's suicide.

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• Adaptation Dye-Job:
  • Her hair is black in the game, while she's a brunette in the animated short.
  • In Re-Up, Nicole's hair is both a lighter shade in the CG's and Jecka mentions that Nicole is a brunette, so this is specific to the first game and likely just a minor example of Early-Installment Weirdness.
• Aesop Amnesia:
  • Played humorously. In the jail ending, Nicole reflects on the mistakes she made that got her to that point; Nicole recognizes that Jecka was trying to explain to her that her Evil Is Petty attitude wasn't doing her any favors, for example, and Nicole comes to understand that she had a major issue with never being able to admit that she was wrong about something. For one of the first times in the series, she even sounds happy about the idea she can make friends! She then ends the reflection by cheerily stating that the first thing she'll do once her sentence is up is buy a gun and then torture and kill Principal Lynn for snitching on her, demonstrating that while she might have learned about the joy of making friends, she's ultimately still as impulsive as ever.
  • Broadly speaking, she outright invokes this. She doesn't want to learn anything from her actions because that would mean having less ways to entertain herself and more chances to feel even worse about herself.
    Nicole: "Lessons are for fat bitches who think pilates will make their husbands wanna have sex again."
• All Men Are Perverts: Nicole's main philosophy: She doesn't call it feminism though, but rather "Nicoleism". Unfortunately, her belief is proven correct more often than not.
• Aloof Dark-Haired Girl: How dark her hair is depends on the medium, but it's always either a very deep brown or outright black. Nicole is also not interested in any interaction with men whatsoever outside of situations where she can get something out of them and only ever tolerates women who interest her or can get her drugs, making her rather distant from people.
• Alpha Bitch: Although she is the New Transfer Student, Nicole is able to get a lot of attention due to her good looks. She does mention that she used to hang out with the popular crowds at her previous schools, and is currently the biggest Dude Magnet among the students. Of course, she is a manipulative sociopath who will ruin someone's life for the pettiest of reasons.
• Ambiguous Start of Darkness: Seeing the aftermath of her father's suicide and being blamed in the note he left behind is what began Nicole's downwards spiral into the person she is by the start of the game although there are some hints that there was something wrong with her well before then, most notably with her mother claiming she's been aware of the concept of sexual assault since at least the age of 12.
• Ambiguously Gay: Though which gender she flirts with is mostly down to personal convenience, there are hints that she legitimately swings towards girls:
  • Unlike Jecka, she pretty much Does Not Like Men and isn't willing to even compliment their looks unless it's to specifically manipulate them. On the other hand, she's a lot more willing to compliment the looks of other girls (including Principle Lynn's when not at odds with her over how useless Lynn is as an authority figure) and doesn't sound averse to the idea of trying out being "sexed up abusive lesbians" with Jecka.
  • Near the end of Emily's route, Nicole is openly flustered by the compliments Emily gives her during a sleepover, the two share Nicole's bed and Nicole even gives Emily a kiss goodnight upon her request (although draws the line at saying "I love you" back at Emily).
  • At the end of Ari's route where they date, through Nicole's final monologue and Ari's text, it is confirmed that Nicole did have sex with Ari, whereas in most other routes Nicole does not intend to go all the way with the guys she could date and has to be constantly drugged up to do "upper" favors for men just to survive during the expulsion ending because she doesn't want to be sober enough to realize how much she's debasing herself.
  • In a Twitter Q&A, she specifies that her ideal crush would be a girl she could abuse out of boredom. Unlike Ari, however, she doesn't seem to explicitly like girls so much as she hates men far more.
  • Rather humorously, Nicole herself isn't entirely sure where she stands. In the animated short, she has to ask Jecka for help figuring out if it's gayer for wanting to date Emily or wanting her to have sex with Nicole's dead body. When Jecka says that dating a girl is gayer, Nicole bemoans that she's "still straight".
  Nicole: What is gayer, dating a girl or wanting a girl to have sex with your dead body?
  Jecka: (A little disturbed and takes a second to think) Dating a girl?
  Nicole: Still straight. (sighs)
• Angst? What Angst?: A lot of characters in-universe show concern towards her ability to easily brush off incredibly traumatic events such as getting shot by a mall cop and nearly dying from blood loss and being accepted back into school after spending over a month of being homeless and forced to do sexual favors for men for money and drugs.
• Anti-Hero: At her best. She's a jackass, but Nicole is willing to confront people over being white nationalists and will use platforms to call out her school for being legitimately terrible with no real expectation of reward, even if she'll act caustic and openly bully Jeffery the whole time. Nicole also cares enough about Ari to save Ari from a group of homophobes, even if most of her reasoning comes down to 'if I don't save Ari's life, I'll be blamed for a hate crime I had nothing to do with.' It's severely downplayed though given that it's unlikely she does any of this out of having any actual moral principles rather than just knowing what is the most effective way to ruin the lives of people she dislikes.
• Asshole Victim: She is both on the receiving end of this trope as well as the person who often dishes it out to the other, more terrible characters in the game.
• Aw, Look! They Really Do Love Each Other: Zig-zagged with her mom. Nicole mostly hates her for being overbearing and being the reason she had to keep transferring schools, but she sounds legitimately horrified when her mom collapses from a heart attack and scrambles to call 911. However, post-funeral, Nicole doesn't seem particularly sad that her mom's dead and is more frustrated that she can't immediately use the trust fund to move to LA.
• Beauty Breeds Laziness: Nicole believes this in the Adulthood Ending.
  Nicole: And that's when I learned the grand irony of being pretty, it destroys your dopamine levels, you don't wanna do shit.
• Because You Were Nice to Me: As absurd as it sounds, this is why Ari asks her out during her route. Despite Nicole being, well, Nicole, she ended up helping Ari by shutting down the Counselor's advances towards both of them and telling Ari that she shouldn't worry about being rejected for her sexuality. Of course, regardless of how Nicole chooses to respond to Ari, Ari pretty quickly figures out that Nicole is not a good person despite this though this ends up turning her on more in the ending where Nicole rejects Ari.
• Being Good Sucks: This is the conclusion she comes to in many of the routes where she decides to be nice to certain people or otherwise tries to remain neutral on matters instead of reacting with spite, on account of No Good Deed Goes Unpunished being in full effect and constantly screwing her over in the end.
• Big "SHUT UP!": During the Megan route, Nicole just finally unloads on Jeffery while the latter tries to get her as a lab partner. She screams at him to shut up, and it actually works.
• Brilliant, but Lazy: Most of the time, Nicole can't be bothered to do anything that doesn't give her instant gratification. But the few times she actually does apply herself, Nicole has proven to be surprisingly charismatic, a devious schemer, and can get her grades up when motivated by her petty revenge plans. Several routes end with her achieving fame and fortune such as when she became a YouTube star or won a major lawsuit against her school.
• Brutal Honesty: To an unnecessary degree of brutality. She does not mince her words when it comes to her opinions of anyone, regardless of what their current mental state is. She arguably holds back a tad with Jecka, though she still openly insults several of her interests like Smallville.
• Card-Carrying Jerkass: How else would you describe someone who willingly identifies as a sociopath? She's given up on life and is completely open about how little she cares about anyone else's opinion on the matter.
• Closet Geek:
  • She is secretly a big fan of the science entertainment show, MythBusters, and was a Gamer Chick due to her brother's influence growing up before losing interest in the medium as she got older.
  • It gets played with when Jeffrey mentions that Nicole looked like someone who "liked anime" in one dialogue, though Nicole categorically rejects his assumption and denies this, making no mention of any anime at all outside of basic familiarity, even if she goes through the option to pretend to be nice to Jeffrey.
• Closet Key: Unintentionally to Emily during their route in Re-Up as revealed in the text message received after the ending.
• Comedic Sociopathy: Deals with this in spades. The overall joke of the visual novel series is that the protagonist role wasn't given to the Naïve Newcomer or The Everyman, but the Alpha Bitch sociopath borderline nihilist who would rather burn out than fade away. Unless she knows the action will come back to bite her or, to a lesser extent, Jecka, Nicole will do whatever she wants - often impulsively - to ride the high of seeing others suffer. This reaches its logical conclusion during the Dating Ari route, where Nicole is given a punching bag that will take her abuse repeatedly, but at some point it stops being so 'comedic' there.
• Covert Pervert: Despite her snarky and aloof personality, and that she constantly mocks people for their sexual interests, Nicole is Not So Above It All, particularly in regards to other girls. She express interest in seeing nude pictures of both Principal Lynn and Ari in different routes throughout the games. In Re-Up, Nicole doesn't deny that she wants to do "weird shit" to Jecka, such as putting a cigarette out on Jecka's neck and licking the burn mark afterwards, when Jecka calls Nicole out on it after Nicole propose they give being Friends with Benefits a try.
• Cynicism Catalyst: As Nicole admits in the graduation ending, walking in on her father just as he committed suicide and finding his suicide note where he explicitly blamed her for it really screwed her up. Though she had lived with negative thoughts for most of her life up until that point, she only started consistently acting on them and forgoing even pretending to be nice after that.
• Deadpan Snarker: Yes. Unless she's shaken up over her (to put it mildly) dysfunctional life, everything out of Nicole's mouth is either disaffected sarcasm or acidic sass throughout the game.
• Deconstructive Parody: Of the Otome Game heroine. Like most Otome Game heroines, Nicole is a Dude Magnet who must learn to navigate in a new environment. In Nicole's case, she is the classical New Transfer Student. However, being the center of attention to a lot guys, including adult men, for most of her teenage life has made Nicole develop a strong belief that All Men Are Perverts. She also spent most of her life continuously moving across coastal America due to her mother's failed marriages, and thus has been the "new girl" for years. As a result, Nicole Does Not Like Men as she is wise to the guys' attempts to get in her good graces early before she becomes accustom to her new surroundings, sees no reason to form lasting attachments, and is tired of pretending to be nice.
• Disproportionate Retribution: This trope is one of Nicole's weaknesses. She will remember any minor slight against her and hit back far, far harder if she has the option without consideration for any consequences. Though it's Played for Laughs in the Megan route, where Nicole takes a Control Freak down to size, it sees Nicole kicked out of school and forced to do sexual favors to survive on the Explusion route when Nicole draws a picture of Mr. Lorre hanging himself while his wife cheats on him because Mr. Lorre asked Nicole to draw in an art class.
• Does Not Like Men: She has no problems using men for her own benefit, but she otherwise can't stand being around them due to her belief that All Men Are Perverts.
• Don't You Dare Pity Me!: She gets incredibly offended when her mother suggests that she's "acting out" over her father's suicide.
• The Dreaded: She becomes this to all the guys at school in the route where Kylar jumps off the roof either to prove his love for her or out of spite if she rejects him there. As Kylar had barely known her before pulling off the stunt, all of the other guys immediately assume she has some kind of supernatural power to brainwash guys into killing themselves for her. However, according to Nicole in the Valedictorian ending, she only had this reputation for a month, with the exception of Jeffery, who she manages to intimidate into doing her homework all the way until graduation.
• Dreary Half-Lidded Eyes: Her default expression, showing just how done with life she is.
• Dude Magnet: Being a satire of a Dating Sim heroine, almost all of her male classmates are attracted to her on some level as well as some of the teachers. Being a Deconstructive Parody, she can't stand any of the male attention she gets. There's also the fact that the number of male faculty who try to proposition her highlights the school's major problem with housing sexual predators.
• Easily Forgiven: After Megan's route, Hunter sends Nicole a text saying he doesn't hold anything against her for using the dick pics he sent to her to publicly humiliate Megan and even asks if Nicole is free to ask out now that Megan's broken up with him.
• Establishing Character Moment: The intro to both games is told from Nicole's perspective, and illustrates how she can flip out when properly agitated, her deep levels of introspection when she's alone with her thoughts, and how thoroughly acerbic, crude, and sociopathic she is.
• Even the Girls Want Her: Both Ari and Emily can attest to that. Nicole can mention that it is a huge boost to her self-esteem knowing that she is "universally hot" since even girls are attracted to her.
• Even Evil Has Standards:
  • Downplayed in that she makes note of serious issues but is too indifferent and cynical most of the time to bother doing anything about them. Though Nicole does personally voice distaste for racism, homophobia, and especially pedophilia, she has options where she either plays into them for her own benefit or just lets them happen:
    • In regards to her views on pedophilia, while she can out the various teachers of the school for being pedophiles, one route has her willingly go to Coach Colby's house to have sex with him for money. In the expulsion route, she also willingly does sexual favors for grown men for money and drugs and finds it preferable to working retail (though only because said drugs numb her to the sheer despair she'd otherwise feel from having to constantly debase herself). The closest she comes to actually acting on this principle consistently is in regards to getting other students away from the counselor, and even then, she has the option in one instance to let him basically ask her out just to get out of school early.
    • In regards to her views on racism and homophobia, she doesn't personally hold any racist or homophobic beliefs, but choices often have her either let it continue to happen in her school out of sheer indifference or exploit it outright. She never gets formally indoctrinated into Mr. White's white nationalist cult in his route but only has a single option where she decides to take it down, and she only rushes to save Ari from being killed in a firebombing in Ari's rejection route because she personally doesn't want to be blamed for a hate crime.
    • To a minor extent, she has a brief expression of horror as Jecka has Jeffery executed if he tries to skip out on being a part of the White Nationalist Party.
  • That being said, she plays this a bit straighter in certain instances. She sounds legitimately concerned for Jecka after finding out that Jecka's mother threatens her with "disciplinary tattoos" over poor school performance and refuses to do hard drugs like cocaine because she doesn't want to accidentally murder someone while high, indicating she actually draws the line at actually killing people even though she has no problems peddling the stuff to other people.
• Evil Cannot Comprehend Good: In the route where she dates Ari, she doesn't see any problem with being an abusive partner because she thinks Ari can just break up with her at any time if she has a problem with it. Jecka tries to spell it out for Nicole that Ari sticks with her because there aren't any other lesbians in the school, but Nicole completely fails to see how it's her problem.
• Evil Is Petty: If someone so much as annoys her, and she finds out some compromising personal information about them, she will use it to either publicly humiliate them or completely destroy their life.
• Evil vs. Evil: Make no mistake - at her saintliest, Nicole is an Anti-Hero who often ends up suffering for her own cruel actions, and can easily be an outright Villain Protagonist or Nominal Hero depending on the scenario. However, most of the school faculty and students are outright worse than she is, and frequently she ends up either accidentally or intentionally screwing over neo-nazis, white nationalists, homophobic cultists, necrophiliacs, pedophiles, crazy cops, and more.
• Face of an Angel, Mind of a Demon: Nicole is a very beautiful girl, but is extremely cruel, petty, and manipulative.
• Fatal Flaw: Her impulsiveness and desire to always take actions that personally amuse her. When she's actively trying, Nicole is incredible at manipulating others, and has the street smarts to get ahead in most situations. The main thing holding her back is that she's a sociopathic thrill junkie who often has an overinflated idea about what she can get away with. Almost any route where she dies, is sent to prison, or alienates herself from everyone comes about because she thinks entirely about what she will get out of the situation in the moment, such as trying to extort money from Coach Colby for sexual favors or selling gang-owned cocaine even after it becomes clear the principal is on to her.
• Favors for the Sexy: It's easy for her to get what she wants from guys just by flirting with them or even remotely suggesting they have the slightest chance with her. Kylar was even boneheaded enough to give her the keys to his house in the off chance of getting her interested in him.
• For the Evulz: She often encourages people to ruin their lives or otherwise do incredibly stupid stunts just because she's curious to see what it will look like.
• Freudian Excuse:
  • Her sociopathy can at least be partially attributed to just how dysfunctional her life is. Due to her mother's inability to maintain a marriage, Nicole has been forced to transfer schools multiple times, so she never had the chance to emotionally connect with anyone her age. Then, when she was able to stay at a school for more than a year and became popular due to puberty kicking in, she realized she found the popular girls annoying and that she could easily manipulate guys with her looks, only isolating her from everyone even further. Before she could even work through her thoughts on this matter, she was forced to move to another school yet again due to her dad's suicide. At that point, she decided she wasn't going to even bother trying to be a nice person.
  • Her belief that most grown men are pedophiles can be attributed to her having an adult brother who very much is into minors.
• Freudian Excuse Is No Excuse: In the route where Nicole is arrested and sent to prison for peddling hard drugs, Jecka will call her out when Nicole tries to use her family situation as an excuse, pointing out that her crappy life doesn't justify committing actual crimes.
• Friendless Background: Due to constantly having to transfer schools in the past, she never had a chance and consequently lost the motivation to make friends with any of her peers. Even after she became popular in her previous school due to puberty kicking in, she never really joined a clique with the other popular girls due to finding them dumb. The general isolation for most of her life led to her ultimately seeing no point in forming a deeper connection with anyone, though by most accounts, she does actually end up developing something resembling a friendship with Jecka and to a lesser extent Emily in her current school.
• Functional Addict: Invoked for tragedy. On its own, Nicole can function just fine with her admitted addiction to prescription pills. Much to Jecka's horror, however, during the expulsion route, Nicole ends up needing to be perpetually drugged up to stay sane while she's selling her body to afford food and showers; as Nicole tells it, she gets paid in drugs because she can't debase herself 'sober.'
• Gamer Chick: Downplayed. Her brother mentions that Nicole used to play video games with him in the past, but lost interest as she got older. In one possible scene in the original game, Nicole can offer to play the latest shooter game with her brother to get out of helping him solicit minors over chat.
• Girl on Girl Is Hot: Nicole is noticeably invested in Ari and Kelly's Slap-Slap-Kiss moment, and gives a disappointed "What the fuck..." when Kelly stops herself from making out with Ari at the last moment. Afterwards, Nicole admits that she thinks it would be fun to be an "sexed up abusive lesbian" with Jecka for about a week.
• Gold Digger: She explicitly only flirts with guys to get something out of them.
• Hate Sink: On certain scenes and Routes she becomes this, specifically the school shooter, Megan and Ari routes where she ruins someone for incredibly petty reasons or by just being straight up abusive in Ari’s case, she’s an in universe case in the Ari route given how not even Jecka stands by her after what she did.
• Harmful to Minors: Even before she encountered the pedophiles in her current school, she had walked in on her father immediately after he messily committed suicide and left a note blaming her for it, which was what made her give up on life in the first place. She also implies in her opening narration of the original game that, during her childhood, she had to watch several of her mother's marriages turn truly ugly, considering she mentions restraining orders being involved alongside an accompanying illustration of a door that was violently forced open.
• Has a Type: According to the Twitter Q&A, Nicole states that she likes girls who will let her "beat the shit out of them" when she is bored. During the Date Ari route in Re-Up, Nicole claims to start loving Ari after discovering that she is an Extreme Doormat and then proceeded to emotionally abuse her girlfriend for the next couple weeks. Nicole did seem genuinely upset when the abuse became too much for Ari, leading her to break up with Nicole, although this could have been out of hurt pride from being the one who got dumped. In another route, Nicole asks Jecka if they want to give being "sexed up abusive lesbians" a try. Jecka refuses on the grounds she knows full-well that Nicole will be the one doing all the abusing in that relationship.
• Hates Everyone Equally: Downplayed especially by Re-up due to her friendship with Jecka and Emily to a lesser extent, but Nicole's overall opinions of everyone else range from annoyance to absolute disdain.
• The Hedonist: Basically half of her character, the other half being her sociopathy. Nicole is all about getting gratification as soon as possible, and will trample over everyone short of maybe Jecka and Emily to get it. Though she can plan out elaborate revenge schemes for one enormous hit of catharsis, as with her schemes against Megan and Ms. Ames in their respective routes, more often than not Nicole will take the path of least resistance to bully nerds, steal things, and insult her teachers. This very quality is also frequently why Nicole ends up screwing herself over.
• Heel Realization: She has the option to have a small one after she exposes Jeffery's fetishes to the entire school, actually going to the trouble of pulling Jeffery out of his suicidally depressed state that otherwise would have resulted in him shooting up the school in a mass Murder-Suicide, with it explicitly being labelled an act done out of guilt due to her "girl hormones". She immediately regrets it when it results in Jeffery considering her a friend.
• The Hero Dies: During the Coach Colby route, Suicide Ending, and School Shooter Ending in the original game. Re-Up has a subversion of this during the Emily route.
• Heroic Sacrifice: Not an extreme example as she believes she can take the consequences just fine, but should Nicole temporarily ruin her friendship with Jecka by socially sacrificing her to her brother, she will intervene the following day when the Counselor starts harassing Jecka by bullying Jeffery hard enough to attract the Counselor's attention, even though that means having to be in his office every morning. Jecka is genuinely touched by this.
• His Own Worst Enemy: Whether it be her impulsiveness, her pettiness, her vengefulness, or even sometimes her willingness to back down when she really should take one of her schemes to the bank, it almost always comes down to factors within Nicole's control that lead her to her worst endings. Even outside of Nicole's negative endings, Jecka more or less demonstrates how Nicole can be in the 'popular' crowd without needlessly antagonizing people or deliberately being a poor student, as she's in AP history and rigorously studies French while still being popular and acerbic to creeps around her.
• Hidden Depths:
  • It's implied that for all her derision of the guys and the 'nerd shit' they're into, Nicole honestly, unironically enjoys watching MythBusters, even while not high. She tries to get Jecka interested by insisting every other episode accidentally teaches people a way to make crystal meth, and when Jecka confronts her on why she'd want to watch MythBusters so badly, Nicole gets defensive and swears it's just the only thing on when she skips school.
  • If she decides to write something mean in Jeffery's yearbook during the graduation route, it'll be revealed that, for as little attention as she pays in class, she actually has very neat handwriting and can in fact write a lot even if it's just to set up an insult. Compare that to the much messier single-word ill wishes of the other students who wrote in his yearbook.
  • For all of Nicole's talk of being a sociopath who hates (almost) everyone and roots for the world to end, there are heavy implications that it's a defense mechanism she developed due to childhood trauma, and that at the end of the day, she's just a lonely teenage girl who wants some friends. She's too prideful to ever truly allow herself the self reflection needed to grow as a person, but there are several moments where Nicole realizes she was too caustic or cruel and seems genuinely remorseful of her behavior, like when she first snapped at Ari or if she socially sacrifices Jecka to her brother.
• Icy Blue Eyes: It's more obvious in the animated short, but Nicole has incredibly striking deep blue eyes. True to form, she's a sociopath, and thus only ever remarks at the events around her with snark, scorn, or apathy.
• Ignored Epiphany: Played for laughs in the charity fraud route, where being forced to serve time in jail makes Nicole cognizant of how much she wants friendship and how she made a lot of mistake, only for her to remark about how great it will feel to torture Principal Lynn to death.
• Impossible Theft: Manages to pull one off in the animated short by snatching Jecka's last xanax pill from under her shirt without even being noticed.
• Informed Attractiveness: Downplayed in that Nicole is drawn to look pretty, but she doesn't particularly stand out from her female classmates despite being the biggest Dude Magnet among the cast. Nicole actually does give a few in-story explanations on why that is. As the New Transfer Student, she is aware that most of the guys are trying to use what she describes as the "new kid grace period" to get in her good graces before she starts making friends on her social level. Also, Nicole mentions that while she believes that Jecka is the prettier of the two, guys are more likely going to pursue Nicole more since she is "trashier" and supposedly more likely to put out due to a lack of a male figure after her father died.
• Insane Troll Logic:
  • In Re-Up, when she's tasked into doing a community service, she does so by selling drugs reasoning that she's actually contributing to the community by selling it for cheap. She's eventually caught and sentenced to prison for 3 years.
  • Her reasoning for why every male high school teacher is a pedophile is because there's no reason a man would want a teaching position that pays so poorly unless he wanted to prey on teenage girls. This is of course ignoring a ton of factors, including the existence of female high school teachers.
• Interclass Friendship: It's hardly ever brought up, but Jecka is actually from a fairly well-off family and gets a lot of expensive stuff for free due to her mother working for a chain of department stores. Despite this, Nicole generally gets along with her the best out of all the students. In one of their potential introductions, Nicole is even surprised by how not stuck-up Jecka is despite her preppy fashion sense.
• Irony: Played tragically. Nicole's favorite excuse to use for getting out of school work is that she suffers from depression. Not only are there several hints she actually does, two endings see Nicole actually get depressed enough to commit suicide, though she's saved by her mother and thrown into a straitjacket at some asylum in one scenario.
• Kick the Dog:
  • Pretty much everything that she does to Jeffery just because he's annoying is disproportionately harsh, but the stand out is her and Emily ruining his relationship with Karen in Emily's route just because they don't like the idea of him being happy.
  • In the route where she dates Ari, the moment Nicole finds out that her girlfriend is an Extreme Doormat, she spends the next couple days emotionally abusing Ari just to see what she can get away with. When Nicole brags about the power trips she gets from hurting Ari, Jecka is understandably horrified and points out that even for Nicole, her mistreatment of Ari is just straight up evil.
• Kick the Morality Pet: Despite Jecka being the sole character she rarely ever intentionally screws over, she can leave Jecka at the mercy of Nicole's older brother when Jecka's at her house. Jecka calls her out for this. Incidentally, it's followed up by one of Nicole's few Pet the Dog moments, where she intentionally gets in trouble with the school counselor to stop him from preying on Jecka.
• Laborious Laziness: In general, Nicole puts in a lot work just for the sake of being lazy, and tends to ignore people when told she just needs to put in the bare minimum effort into a project. Some of these assignments are as simple as drawing a picture and volunteering for a charity, only for her to turn those into a revenge plot and a drug dealing scheme respectively. The latter is especially absurd because the volunteer hours weren't being verified, meaning she should have gotten neighbors or strangers to fake the signatures. In one route, she goes through a lot of trouble just to get into remedial classes, all because she believes being surrounded by the worst students will mean she won't have to do any real work. Both Jecka and Emily even lampshades that Nicole's crazy schemes to get out of work are more trouble than just her simply doing the assignments:
  Jecka: Do you feel like you're getting to a point where the excuse for not doing homework are more effort than the homework itself?
• Lack of Empathy: Being a sociopath, Nicole seems genuinely incapable of feeling guilt over her actions, and often takes enjoyment in the misery of others. That being said, it's pretty heavily implied that this is a front Nicole puts up to hide her boundless levels of self-loathing and disdain for the world around her as she does tend to lay off when people are actually distressed as seen with Kylar and Jecka. The aftermath of her abusive relationship with Ari has her contemplating her own guilt.
• Light Feminine and Dark Feminine: The Dark Feminine to Jecka's Light Feminine. It's even reflected in their choices of wardrobe, with Nicole often gravitating towards dark colors.
• Never My Fault: Played With. She doesn't have problems admitting to being a terrible person in general, but she has significantly more issues actually owning up to the consequences of specific actions, and given how the people who screw her over tend to often be terrible themselves, she's more than willing to use confirmation bias to keep all of the blame from falling onto her. In the expulsion route, she puts all of the blame on being expelled onto Mr. Lorre, when he only expelled her because she intentionally exposed his terrible home life to the rest of the class out of spite. Subverted in the charity fraud ending, where she launches into a highly introspective self-reflection about choices and consequences, before she doubly subverts it and viciously swears revenge on Principal Lynn for landing her in jail to begin with. You know, for dealing crack cocaine.
• Nice Mean And In Between: The in-between next to Jecka and Emily, though played humorously for one gag where she's jealous of the fact Emily is somehow worse than she is. Despite everything, Nicole rarely physically threatens people and is normally too bored and uninterested to do anything truly onerous unless she's fired up. Effectively, she's only not the 'mean' because she can't be bothered to put any effort into it in most cases.
• Nightmare Fetishist: She thinks Self-Harm is hot, and the animated short implies that she wants Emily to have sex with her dead body. In Re-Up, Jecka will refuse Nicole's offer to be "sexed up abusive lesbians" because she knows exactly all the weird stuff that Nicole is into. In a twitter Q&A asking if she has a crush on anyone, her answer is any girl who will let her beat the shit out of them, not because she's mad but more like out of boredom.
• No Good Deed Goes Unpunished: Deliberately being nice or trying to take school seriously will end up screwing Nicole over. Notably, if Nicole earnestly tries to be friends with some of the male students (including talking Jeffery out of shooting up the school by talking him out of his negative feelings), she ends up exhausted by their antics and is eventually ostracized over a nasty rumor no one defends her from. She becomes so fed up with how people treat her that she hangs herself.
• Not So Above It All: Nicole likes to play herself as being above everything that happens around her, but the animated short has Nicole react with childlike wonderment at the sight of Emily having fries from McDonald's before then accosting Emily until she gives a fry over.
• Oblivious to His Own Description: Played straight for tragedy. Nicole is aware she's a terrible person, but she thinks she's the 'regular' sort of terrible, and doesn't understand how her explanation of the Counselor's character to Ari more or less matches Nicole herself at the current juncture. Her lack of empathy and her overly logical look at the situation she's in convinces her that she's not an abuser because Ari could leave the relationship any time Ari wanted, ignorant to the extenuating circumstances that would make Ari want to try to make a relationship with Nicole work. Despite everything, she ends the dating Ari route mostly confused, because she genuinely thought Ari would be better off not wanting Nicole, still oblivious to exactly what made her so terrible at that time.
• O.O.C. Is Serious Business:
  • In the route where Kylar attempts to ask her out and she harshly rejects him, she reacts with legitimate shock and actual concern when Kylar starts crying and admits he was only asking her out because he didn't want to be seen alone at the lacrosse convention. And when Kylar talks about committing suicide over it, Nicole actually apologizes and agrees to go with him to the convention (though she still makes it clear she doesn't want to be in a relationship with him). Incidentally, this is an instance of someone acting out of character in response to someone else acting out of character.
  • Her discussion with Jecka on the state of her life during the climax of the expulsion route has her quietly seething and at one point almost crying during the exchange, which illustrates just how deplorable her situation is and how even an admitted sociopath can crack under the amount of pressure Nicole is contending with. It's later followed up by sincere, venomous, all-consuming rage directed at Mr. Lorre when Nicole catches him trying to extort sexual favors from her.
• Outliving One's Offspring: Nicole can inverted this in Re-up. Her dad's been dead for years and her mom can suddenly die from a heart attack that could've been prevented had Nicole and Jecka not snorted all her medication trying to get high.
• Pragmatic Pansexuality: She doesn't seem to be explicitly attracted to anyone, but is willing to go out with both genders if it means getting something out of it.
• Properly Paranoid: If it were any other setting, Nicole's belief that most male K-12 teachers are pedophiles and that most female teachers are on crazed power trips would come off as the ravings of a drug-addled mad woman. As it turns out, at least in the school she attends, Nicole is absolutely correct. The only things she doesn't see coming are that there's also a white nationalist, a racist, and a crackhead.
• Proud Beauty: She has no problems saying that she's hot and is more than willing to use her looks to manipulate the guys.
• Self-Made Orphan: She can do this by accident if she and Jecka do lines of prescription drugs, as one of the drugs she gives Jecka to snort turns out to be her mom's last beta blocker. Shortly after, Nicole's mom comes home suffering from chest pains, and without the beta blocker, she ends up dying from a heart attack. Though actually legitimately horrified in the moment, Nicole's Lack of Empathy keeps her from being particularly broken up over her death afterwards.
• Sex God:
  • Nicole mentions giving amazing head to Ari during her ending monologue in the Dating Ari route, and Ari seemingly confirms Nicole's claim by sending a text afterwards asking if they can be Friends with Benefits because she misses the sex even though she hates Nicole as a person.
  • On a darker note, in the Expulsion route, a homeless Nicole is able find quite a bit of "success" as a MySpace escort despite only offering "upper favors." Although, Nicole's payment for the "favors" are showers, a place to sleep for the night, food, and apparently about a thousand dollars in drugs. Even after Nicole is able return back to her home, her "favors" are still highly sought after on MySpace as revealed in the text given after completing the route.
• Skipping School: She often cuts classes or school entirely out of a general lack of motivation and so she doesn't have to be around the students and teachers she hates.
• The Snark Knight: She mainly communicates through bitter sarcasm since she doesn't really care to act nice by the game's events.
• So Beautiful, It's a Curse: Although she is a Proud Beauty, her good looks have been the source of her problems in a couple routes and resulted in Nicole getting a lot of unwanted attention from both classmates and teachers.
• The Sociopath: She outright admits to being one in the intro. Just how many boxes she ticks off varies depending on the player's choices, but she generally suffers from a Lack of Empathy, often does horrible things to other people without feeling remorse and in fact derives enjoyment from it, is incredibly manipulative, and has serious issues with impulse control. That being said, she isn't completely incapable of forming emotional connections with other people, as seen by her actually getting along with Jecka much of the time, though this is skewed by her liking a lot of their bad qualities.
• Sole Survivor: Can become the last member of her family standing in Re-up should you avoid the Prison ending, as her brother still gets arrested for possession of child porn while her mother can die from a heart attack that could've been prevented if Nicole and Jecka hadn't snorted her heart medication for a cheap high.
• Sour Outside, Sad Inside: There is a lot of sour to get through, but underneath that is someone who feels her entire existence is hollow and invokes her sociopathy because actually feeling anything at all would be painful for her. She is self-aware enough to know that her actions are self-destructive, but she plainly doesn't care about her own life anymore.
  Nicole: "Usually when I look in the mirror all I see is a self-destructive, pill popping ho."
• Sticky Fingers: Nicole rarely if ever buys anything with money, preferring to just shoplift and dine-and-dash.
• Together in Death: Her final line in the ending where she's strangled by Coach Colby has her give a somber "See ya soon, Dad" before it all fades to black.
• Too Dumb to Live: More like Too Impulsive To Live, but a lot of the bad endings come about thanks to her making dumb decisions based on what she thinks it will get her in the moment. A particularly stupid example is when she willingly goes to Coach Colby's house to have sex with him for money, despite him clearly being a dangerous creep. Unsurprisingly, he kills her and has sex with her corpse.
• Took A Level In Jerk Ass: She was already acerbic in the original release, but Nicole was more often than not passive in how she treated the circumstances around her. She'd take advantage of a good opportunity to get ahead, such as her mother's worry about the situation allowing her to lie about Mr. White being a sexual predator for the sake of a massive settlement pay-out, and be unconcerned about Kylar killing himself, but she'd rarely knowingly screw people over entirely. Come the Re-Up, Nicole is much more proactive about the carnage she causes, up to and including ruining Megan's theater production and destroying her relationship with Hunter, abusing Ari out of the mistaken belief that Ari would feel safe to leave the relationship at any time, stealing her mother's prescription drugs (though she wouldn't have known that her mother actually needed her beta-blockers), and most egregiously committing charity fraud by selling cocaine for a solid payday while claiming she was 'helping the community.'
• Tomboy and Girly Girl: The Tomboy to Jecka's Girly Girl. Though they're into many of the same things, Nicole is very blunt and aggressive and wears punkish clothing, while Jecka is more fashion-conscious and comparatively more likely to take a softer approach to certain situations. This is brought up when Nicole and Jecka were trying to convince a cop that they were filming an underage lesbian porno where Nicole claims she was playing the part of the "butch pizza delivery girl" while Jecka was playing the Lipstick Lesbian who had no money.
• Toxic Friend Influence: Jecka already could be a bully when she wanted to be, but Nicole often eggs her into joining her in messing with people's lives. And that's not when she's asking her to participate in activities with her like class skipping, shoplifting, and making crack. In a few routes, Jecka will even acknowledge this or come to the conclusion Nicole has crossed the line and abandon Nicole.
• Trademark Favorite Food: McDonald's french fries. It was mentioned by Jecka in Re-Up, that McDonald's french fries were among the things that Nicole is a "whore for," and her love for the snack food is made apparent in the animated short. Her line invoked"Bitch, please give me a fry!" is acknowledged and used during the Kickstarter campaign to fund a pilot for the anime series.
• Troubling Unchildlike Behavior: According to her mom, Nicole's been aware of the concept of sexual assault since the age of 12 if not earlier.
• True Art Is Angsty: When prompted by a frustrated Megan to think of a better play script after insulting Megan's own, Nicole basically comes up with a raunchier, more debased version of Rappaccini's Daughter where a woman has poisonous insides that makes anyone who molests her suffer. Emily thinks it's a great idea, while Megan is incensed at the idea and questions why the girl can't just have a power that prevents her from being molested altogether.
• Uncertain Doom: Emily's route in Re-Up ends with Emily dying of an overdose right there on the classroom floor as part of what she intended to be a Suicide Pact. While Nicole only goes into a seizure thanks to cutting her share of the pills with harmless vitamins to spare herself, downing a near lethal cocktail of pills no doubt took some years off her life or only helped her outlive Emily by mere hours.
• The Vamp: She is a very attractive girl who catches the attention of practically every boy and even man who comes across her. She's also a sociopath who is guaranteed to leverage this in order to get something out of them and then screw them over later.
• Villain Protagonist: Being a sociopathic teenager who finds enjoyment in other people's suffering, Nicole is not a very nice person. She can have a few redeeming traits depending on player choices, but those will usually result in the situation turning for the worse for her in a couple of endings.
• Vitriolic Best Buds: With Jecka, or at least as close as a sociopath can be. They engage in Snark-to-Snark Combat a lot, but Jecka is notably one of the very few characters Nicole never intentionally screws over long-term.

Jecka

Jessica / "Jecka"

Voiced by: Kayli Mills

'Nicole, we're going to get murdered! We're going to get murdered by a guy who can't even tie his fucking shoes!"

Nicole's Best Friend, or at least the person she hangs around with the most.

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• Abusive Parents: She mentions her mother threatening her with "disciplinary tattoos" if she does too poorly in school, which is part of the reason why she doesn't constantly cut classes with Nicole.
• Ambiguously Bi: It is strongly hinted that she swings both ways. Her being interested in men is made obvious, but she also comments on how hot she thinks some of the other girls look, and in Ari's route where Nicole rejects her, Jecka reveals that she goes to gay pride parades and made out with multiple girls there. If Ari asks Jecka if she would be interested in dating, Jecka would reply that she is "not there yet", but maybe in college.
• Beta Bitch: To Nicole's Alpha Bitch. Jecka is regarded as one of the most popular girls at school, and can be a catty bully if provoked. Most of the time, she is willing to follow Nicole's lead on whatever crazy scheme her best friend comes up with so long as it isn't grossly illegal or overtly evil.
• Berserk Button: It's played for humor that the easiest way to rile Jecka up and make her say terrible things is to let her know a man has an uncircumcised penis. Learning about Hunter's causes Jecka to leap back in disgust and fear and declare that all uncircumcised men should kill themselves.
• Celeb Crush: She has one on Ryan Sheckler.
• Closet Geek: Apparently, Jecka was an introverted, nerdy girl who loved to read Harry Potter and The Twilight Saga books prior to their mainstream popularity during middle school due to her previous friendship with Karen. But she supposedly abandoned her previous interests and Karen to hang out with cool kids in the 8th grade, which made her the popular girl she is today. In the story's present (2007-2009), Jecka still seems to secretly follow those franchises, and is a fan of Smallville, something that Nicole finds embarrassing. In the animated short, she knows enough about anime to namedrop Naruto.
• Curtains Match the Windows: Both her eyes and her hair are some shade of yellow.
• Deuteragonist: To Nicole's The Protagonist. She tends to be the default second main protagonist if a particular route isn't focusing on another character.
• Do Not Call Me "Paul": She dislikes being called by her full name "Jessica" because it sounds like someone who's "married at 20".
• Everyone Has Standards: She's as much of an acerbic, sarcastic bully as Nicole can be, but she has lines she won't cross.
  • When Jecka told Kyle to kill his mom if he wanted a date with her, she clearly said it so he'd take the hint and screw off. Come later in the game, she's actually shocked that he went through with it once she remembers who he was.
  • While she has no issues popping prescription drugs, she'll get fed up with Nicole should Nicole decide to sell cocaine in PG county at a reduced price to get signatures for community service hours and then have the gall to lie about how what she's doing is a service to the community.
  • She also draws a hard line at abusing people for prolonged periods or bullying people who don't deserve it. While Jecka expresses disgust with herself for bullying ex-bulimic Karen to the point where she relapses, Nicole leading on and abusing Ari for a month, to the point the lesbian woman associates dating women with wanting to kill herself (as Jecka puts it, she bullied a gay girl into being straight) sickens Jecka to the point she quietly leaves the room and implicitly ends their friendship right there.
• Everyone Loves Blondes: She's blonde and one of the most popular girls at the school who's only slightly less of a Dude Magnet compared to Nicole.
• Everything Sounds Sexier in French: She studies French in part because she believes being able to speak another language will make her more attractive to whoever she'll seduce in the future.
• Fair-Weather Friend:
  • In the expulsion route, where Nicole is kicked out of her own house, Jecka refuses to let her temporarily stay at her place, believing it would make things too awkward with Jecka's parents. Nicole guilt-trips her over this later after the resulting homelessness leads to Nicole having to do sexual favors for grown men to get money and showers. Ironically, it is Emily who is Nicole's most dependable friend during that route.
  • She'll hang out with Kelly during lunch if Nicole isn't around, but will quickly abandon Kelly the moment Nicole shows back up.
• Foil: She shares a lot in common with Nicole, with both of them being sharp-tongued girls who toss out vitriol at whoever they find annoying and use their looks to get by. Where Jecka differs from Nicole is that she lacks Nicole's rampant self-destructive streak and actually has motivation to work for things beyond raw spite. She is, in other words, Nicole before Nicole gave up on life.
• Gold Digger: It's not brought up as much as it is with Nicole, but she has used her looks to get by in school, and her dream is to seduce and marry a rich man and then divorce him for the alimony checks.
• Heel Realization: She sends a message after the suicide ending, where she says she's sorry that she wasn't there for Nicole while she was being harassed by all the boys in school and that she misses her.
• Hidden Depths: She's actually in AP ^note  Advanced Placement - courses taken by students who are ahead of the curve academically compared to their peers. History, suggesting she has a knack for the subject. Additionally, she's seriously trying to learn to speak French. Humorously, while Jecka is partly concerned with not ending up a 'dumb blonde ho,' she's mostly motivated in her studies for each subject by the thought she'll be able to use her intellect to seduce, marry, and then later divorce Ryan Sheckler for the alimony checks.
• Interclass Friendship: It's hardly ever brought up, but Jecka is actually from a fairly well-off family and gets a lot of expensive stuff for free due to her mother working for a chain of department stores. She also generally has no problems getting along with Nicole, who is from a lower middle class.
• Light Feminine and Dark Feminine: The Light Feminine to Nicole's Dark Feminine, especially after Jecka Took a Level in Kindness in Re-Up. It's seen in both their hair and wardrobe, with Nicole having black hair and wearing generally dark clothing, while Jecka is a blonde who wears bright colors.
• Morality Pet: The closest thing to one for Nicole, especially in Re-Up after they have been friends for a year.
• Nice Mean And In Between: Jecka is far and away the nicest among herself, Nicole, and Emily, especially after she Took a Level in Kindness for the Re-Up. There's only one route (the expulsion route) where she fails to help Nicole when the latter needs it, and she mostly keeps to herself unless someone she loathes actively approaches her or Nicole is there to coax some rudeness out of her.
• Not So Above It All: She's generally much more rational compared to Nicole except in the Mr. White route, where she winds up jumping head-first into his white nationalist cult because Nicole happened to not be around to bring up how insane Mr. White's arguments are.
• Only Friend: In the base game, she was the only one Nicole hung around with in any significant capacity and seemed to not hate. It's not so much the case in Re-up, where Nicole can also start hanging out with Emily.
• Only Known by Their Nickname: She's hardly ever addressed as "Jessica" in the game, and even then, it's always by the adults and not the other students.
• Only Sane Woman: Out of everyone in the cast, especially when compared to her friend Nicole, she's easily the most sane and least immoral.
• O.O.C. Is Serious Business: After Ari breaks up with Nicole to pursue a relationship with a guy, who she's clearly not into, Jecka is so horrifed and disgusted that she spends the rest of the scene drilling Nicole. This is one of the very few times where she doesn't react to Nicole's referential sarcasm or attempts to deflect a conversation and makes her anger clear.
• Proud Beauty: Much like Nicole. She described herself as a "perfect 10 with a high libido".
• Really Gets Around: Nicole calls her someone who "fucks on the first date", which Jecka doesn't contest, and then there's her self-proclaimed "high libido" comment. It's more of an Informed Attribute as we never see Jecka ever dating or even mentioning recently having sex with anyone.
• Smoking Is Cool: She picks up smoking in Re-up and personally thinks it makes her look cool. Nicole agrees with her there.
• Smoking Is Not Cool: On the other hand, it's also treated as a legitimate addiction and attracts unwanted attention due to the fact that she's underage.
• Spoiled Sweet: Very downplayed as she doesn't have any issues engaging in bullying and other catty behavior, but she rarely brings up the fact that she's from an affluent family let alone lord her money over the other students to get what she wants.
• Tomboy and Girly Girl: The Girly Girl to Nicole's Tomboy. Though they're into many of the same things, Nicole is very blunt and aggressive and wears punkish clothing, while Jecka is more fashion-conscious and comparatively more likely to take a softer approach to certain situations. This is brought up when Nicole and Jecka were trying to convince a cop that they were filming an underage lesbian porno where Jecka claims to be playing the part of a Lipstick Lesbian who was getting pizza from the "butch pizza delivery girl" being played by Nicole.
• Took a Level in Kindness: She's a lot more uncomfortable with some of the terrible things Nicole can get up to in Re-up and is more willing to call her out for her Lack of Empathy.
• Unwitting Instigator of Doom: In the route where Jeffery take pictures of Nicole while she's undressing to show off to the school in an act of revenge, should Kylar not be encouraged to make a video of his trashing the photo lab beforehand, Jecka will be the one to suggest destroying the photo lab to keep his photos from getting developed. This will result in Nicole getting caught by the police and expelled from every school in the state.
• Victoria's Secret Compartment: As shown in the animated short, Jecka keeps her stash of xanax in her bra. Funny enough, Nicole is able to nab Jecka's last xanax without Jecka noticing.
• Vitriolic Best Buds: With Nicole. They engage in a lot of catty banter, but the moments Nicole comes the closest to caring about another person happen with her.
• We Used to Be Friends: There are several instances where this can happen between her and Nicole:
  • In the endings where Nicole ruins Ari's love-life forever and where Nicole ends up in prison for selling/making crack, Jecka has enough of Nicole's shitty actions and ends their friendship.
  • This is also potentially flipped on her in the expulsion route, where her refusal to let Nicole couchsurf leads to Nicole having to sleep on mall benches and do sexual favors for men to get money and showers. Nicole guilt-trips Jecka over it, and status of their friendship is left ambiguous at that point. Although, the fact that Jecka helps Nicole reports Mr. Lorre to Principal Lynn imply that they might have made up at the end of that route.
  • If Nicole socially sacrifices Jecka to her brother, Jecka gets genuinely upset with Nicole, unable to willingly come to her house anymore out of discomfort. When Nicole dismisses Jecka's complaints, she breaks the friendship off altogether. The next scene has her actively ignoring Nicole when she walks by with a Haughty "Hmph", turning away from her. However, after Nicole intentionally bullies Jeffery in front of the Counselor, getting herself pulled into daily meetings with him for the rest of the year, which now means Jecka can smoke in peace, they make amends.
• What the Hell, Hero?: In the expulsion route, Nicole guilt-trips her over her refusing to let Nicole couchsurf in her place even though Nicole was homeless, which led to Nicole having to do sexual favors for grown men just for money and showers.

The Students

General

• Cast Full of Lesbian: Downplayed with the female students. Among the seven named girls (counting Nicole), only Megan and Karen have no interest in girls implied or otherwise.
  • Nicole's type can be best described as whatever is most convenient to her at any given moment but seems to show legitimate interest in girls. Aside from most obviously having no issue with dating Ari, Nicole is also easily flustered by Emily's compliments in her route, is completely invested in the argument Ari and Kelly have in the sex addict rehab program and even asks Jecka if she wants to give being "sexed up abusive lesbians" a try after witnessing it.
  • In their respective routes in Re-Up Nicole can enter a relationship with the openly lesbian Ari, while Emily falls madly in love with Nicole, who unintentionally serves as her Closet Key. Both examples are far from traditional relationships, Ari was unable to deal with Nicole's abuse after a month of dating while in the case of Emily, it's less of a relationship and more of a toxic friendship that brings out the worse in both girls that had all the hallmarks of a potential Destructive Romance, only not going further due to events snowballing into Emily coercing Nicole into a Suicide Pact that the latter barely escapes from.
  • Jecka is clearly interested in men but reveals in Ari's route that she makes out with girls at pride parades, is not opposed to experimenting in college and only seems to turn down Nicole's offer to be sexed up abusive lesbians because she'd be doing all the abusing.
  • Kelly has no romantic interactions with Nicole, but in Re-Up she has a scene with Ari in the sex addict rehab program, where their argument turns into the two of them aggressively flirting with one another, with the only thing keeping them from making out right there was Kelly snapping herself out of her lust at the last moment.
• Dysfunction Junction: Every named student has something going on with them.
  • Aside from the worst of the bunch such as the violently homophobic Kylar and pathetic pervert Jeffery, there's the sex addict Kelly who Really Gets Around and is sexually attracted to her cousin, Kyle who's willing to kill his mother if it meant getting a date with Jecka, Emily who has a long history of violent behavior due to her barely suppressed mental illness and Ari who so Desperately Craves Affection that she stays in an abusive relationship with Nicole for a month until she just can't take the treatment anymore.
  • Even Karen and Hunter, both of whom come the closest to being token good teammates without any major flaws (at least based on his Re-up characterization), are not without baggage. The former is a recovering bulimic who can be bullied into relapsing while the latter is such a henpecked boyfriend that it takes very little effort from Nicole to get him to cheat on his girlfriend Megan.
• Hormone-Addled Teenager: The students are 16-18 year-old teenagers who often let their hormones and desire for a sexual relationship get the best of them. Nearly every student has expressed some form of attraction to one another. Most of the boys, and some of the girls, are after Nicole. Apparently, the students not being able to control their urges has resulted in the school starting a "sex addict rehab program."
• No Full Name Given: None of the students have their surnames revealed.
• Teens Are Monsters: Played With, although most of the named students do indeed have their own vices and dysfunctions, some are far worse than others.
  • The worse of the bunch are homophobic bullies Kylar and Braxton who are involved with drugs one way or another and attempt to kill Ari in a Homophobic Hate Crime in her route. Jeffery comes in at a pretty close second despite being a Bully Magnet thanks to his Dogged Nice Guy act being a thinly-veiled sense of entitlement to a girlfriend, not to mention he can also go on a shooting spree at the school should Nicole push him far enough.
  • While otherwise non-offensive save for speculation he might be worse than he lets on, Crispin is still guilty of sending dick pics to Nicole unprompted in his route, Emily doesn't start out bad but is still kept at arm's length by the others since she's one missed Seroquel away from a bipolar meltdown, Kyle's sole character trait was his willingness to kill his mother to score a date with Jecka while Megan is merely an Academic Alpha Bitch (albeit mostly in Re-up).
  • Played completely straight in the original game's White Nationalist route, where Mr. White is able to recruit students such as Kelly and Crispin (along with at least 95% of the school) into his White Nationalist Party.
• Uncertain Doom: While the art that accompanies the Nation of Islam firebombing the school in one of the White Power route's endings does show bodies burning in the background, it's unknown if any of the named students are casualties in the attack. Ditto for the School Shooter ending, where Jeffery's only confirmed victims are Nicole and Emily.

Emily

Emily

Voiced by: Valerie Rose Lohman

"Okay, I gotta to go sell the janitor adderall, I'll see you guys later."

An aggressive delinquent who becomes one of Nicole's friends.

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• Affably Evil: She's fairly mellow and friendly most of the time while also dishing out extreme threats and engaging in bouts of violence that surprise even Nicole.
• Age-Gap Romance: She has a boyfriend who's 25 while she's around 17 by Re-up, though she does admit to Nicole she is only really dating him to make her parents mad.
• Always Someone Better: Nicole considers Emily to be this since she is much more trashier and psychotic than Nicole herself.
• Ascended Extra: She was already a fairly prominent side character in the original game, but in Re-up, she effectively replaces Jecka as the Deuteragonist in several routes.
• Can't Act Perverted Toward a Love Interest: After falling in love with Nicole during her route, Emily has an almost innocent view of how she should conduct herself when she is around Nicole, despite Emily's usual unscrupulous approach to most other things. Emily notably denies that she wants to have sex with Nicole whenever Nicole asks her, settling for cuddling her at most during their sleepover, and in Emily's text, it is revealed that she feels guilt for watching Nicole change and sleeping in the same bed with her without confessing to Nicole first. Emily even wonders if her Secretly Gay Activity with Nicole could be considered "rape" since Nicole gave her consent without knowing Emily's true feelings. Where Emily's views on intimacy stops being sweetly innocent is when she comes to the conclusion that the biggest commitment of love is a suicide pact so that she and Nicole can be Together in Death.
• Celeb Crush: Once claimed that she would be more interested in guys who pursue her if they looked like Johnny Depp.
• Cop/Criminal Family: Emily is a "trashy" juvenile delinquent while her “piece of shit dad” that she apparently wants to kill is a boardroom person for the United Police Fund.
• Covered with Scars: Although it is hard to tell from her character sprites, at the end of Emily's route, Nicole mentions that Emily has cuts all over her body from Self-Harm in areas that would normally be covered with a shirt.
• Cute and Psycho: Considered by many to be one of the most physically attractive girls at the school, but is also one of the most unhinged students. Her route reveals that she's had a number of violent episodes and has been to the psych ward many times. She also ropes Nicole into a suicide pact.
• Dating What Daddy Hates: Emily does admit that she is only with her 25 year-old boyfriend for the drugs he supplies her and because her parents hate him.
• Delinquent: She is the school's biggest problem child and a drug dealer.
• Depraved Bisexual: She gets the hots for Nicole in her route and ropes her into a suicide pact. She also mentions having a boyfriend, while Jecka brings up an ex-boyfriend whose car Emily set on fire.
• Deuteragonist: She's effectively the tritagonist in most routes as Nicole's other major friend, but in about half the routes of the Re-Up she gets more focus than Jecka and is promoted to this role. The animated short plays into this by having her be the third and last character seen on-screen.
• Disproportionate Retribution: She once strangled Kelly unconscious because Kelly told her she wasn't as pretty as Fergie.
• The Friend Nobody Likes: Unlike Jeffery, the other students can generally talk with her just fine, but they refuse to hang out with her for reasons beyond buying drugs from her because they know just how violently unstable she is behind the scenes and don't want her turning into a Yandere towards them. Nicole finds out the hard way what happens when Emily does get close to someone.
• Gay Option: It is less obvious than Ari's route, but Emily's route could technically count as she gets more, and more infatuated with Nicole as it goes on. Emily's final text given to the player at the end of the route removes all ambiguity as Emily confesses that she is "super fucking gay" for Nicole, and is looking forward to them being Together in Death.
• Hearing Voices: Near the end of Emily's route, it is heavily implied she has mild schizophrenia that emerged as a result of Emily not taking her Seroquel. She'll yell at the voice in her head at one point during her sleepover at Nicole's. Ironically, the voice is apparently benevolent and is trying to talk Emily out her plans to commit suicide with Nicole.
• Irony: She's a drug-dealing delinquent whose parents happen to be a nurse practitioner and a member of the United Police Fund. It's entirely possible that she became who she is out of spite towards both of them.
• Lovable Rogue: Despite being the school's biggest delinquent who is somehow worse than Nicole, Emily is generally well-liked among her classmates in most routes. She is usually friendly enough to get along with so long as the other characters don't get on her bad side, as opposed to Nicole who doesn't try to hide her disdain for nearly everyone. Although, this can change if she goes off her medications, resulting in her violent mood swings becoming much worse.
• Mood-Swinger: Justified as Emily seems to suffer from bipolar disorder and becomes this if she goes off her medication. Otherwise, so long as she receives the proper medication, Emily is a relatively laid back, but mischievous individual.
• Nice Mean And In Between: The 'mean' next to Jecka and Nicole. Though she appears less caustic and rude than Nicole at first blush, Nicole herself is jealous of just how cruel, violent, and psychotic Emily can be with next to no prompting. She's friendly enough with people who interest her, but isn't afraid to physically threaten people who she dislikes.
• No Medication for Me: In her route, she flushes her Seroquel down Nicole's toilet because she doesn't want her mom controlling her anymore. It turns out there was a really good reason why she was on it to begin with.
• Pay Evil unto Evil: During the expulsion route, she helps Nicole blackmail Mr. Lorre after he coincidentally turns out to be latest guy soliciting her for sexual favors over MySpace. Emily forces him to give a thousand dollars each to both herself and Nicole as hush money, only to turn him anyways by giving Jecka the incriminating photos to give to the police and Principle Lynn.
• The Quincy Punk: She dresses in dark colors, hates her parents, considers modern poetry trite because the authors are no longer suicidal, and in her route she publicly kills herself by overdosing on prescription medication.
• Secretly Gay Activity: In hindsight, a lot of Emily interactions with Nicole throughout her route become this after it is revealed in Emily's text that she is secretly in love with Nicole. In the text, Emily herself wonders if what she did with Nicole, like sleeping in the same bed, could be considered "rape" since Nicole did those activities without being fully aware of Emily's feelings.
• Secretly Wealthy: Downplayed as Emily doesn't really try to hide her status, but most people wouldn't have guessed that she comes from a financially well-off family, with her mother a nurse practitioner and her father a boardroom member of the United Police Fund. Also, Emily doesn't consider her family to be "rich for real".
• Spiteful Suicide: At the end of Emily's route, she tries to convince Nicole to form a suicide pact as the conclusion of their class presentation partly because she wants to traumatize Ms. Ames. The other reason is because Emily wanted to be Together in Death with the girl she loves.
• Surprisingly Sudden Death: In the School Shooter ending, she's shown in the ending art as one of Jeffery's victims.
• Textual Celebrity Resemblance: Nicole describe Emily as Avril Lavigne but without the fame.
• Toxic Friend Influence: As hard as it is to believe, Nicole becomes a consistently worse person during Emily's route thanks to an off-her-meds Emily being much more of an enabler of Nicole's worst qualities compared to Jecka.
• Yandere: Towards Nicole during Emily's route in Re-Up. They become closer friends if put in remedial English together, and Emily starts to develop feelings for Nicole. After going off her medication, Emily becomes violently protective of Nicole and tells Nicole how much she loves her, which Nicole mistakes as Platonic Declaration of Love. Emily claims that she will happily kill someone if Nicole told her to. This ultimately leads to Emily pressuring Nicole to form a suicide pact so that they can be Together in Death, viewing it as the greater form of commitment than a marriage proposal.

Ari

Ari

Voiced by: Kira Buckland

One of Nicole's other female classmates. She gets a more prominent role in Re-up where it's revealed that she's a lesbian.

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• Adaptational Modesty: Her character art between the original and Re-up is changed from one that shows her backside with some emphasis to her rear to a more conventional pose like everyone else.
• Aggressive Submissive: She's just plainly submissive in the route where Nicole agrees to date her, but should Nicole not, she ends up telling everyone in the school about how Nicole rejected her and refuses to clarify anything to them after everyone else comes to the conclusion that Nicole's homophobic. After the consequences reach a head, and Nicole has to get Ari out of her house before it's firebombed by actual homophobes, Ari admits that, after understanding just what a terrible person Nicole is, she's turned on by the idea of Nicole abusing her and blackmails her into a "hostage relationship". She's also very confrontational during her verbal altercation with Kelly in the sex addict rehabilitation program, outright threatening to stab her with her pocketknife, while at the same time responding to Kelly's threat of spitting in her mouth by loudly proclaiming she'd like it.
• All Girls Want Bad Boys: Same-sex example. At the end of the route where Nicole rejects Ari, Ari admits that the thought of Nicole constantly abusing her turns her on. As Ari puts it, she doesn't want a girlfriend to marry; she wants one who will plan her suicide. Ironically, in the route where Nicole actually does date Ari, Nicole's constant abuse eventually exhausts Ari so much that she'll decide she's better off dating guys despite her Incompatible Orientation. Although, after completing the route where they break up, Ari will send a text while high trying to tell off Nicole, only to ask if she wants to get back together again but purely as Friends with Benefits. Outside of Nicole, Ari seems to be attracted to the more unscrupulous girls at school like Jecka, Emily, and Kelly.
• Ascended Extra: Ari is an very minor character in the original game. While she along with several other characters are given more attention in Re-up, Ari gets the honor of having two routes that focus on her.
• Blonde, Brunette, Redhead: If Ari starts dating Nicole and becomes a part of her friend group, she will be the (dyed) Redhead to Jecka's Blonde and Nicole's Brunette.
• Break the Cutie: She's not exactly innocent, but among all the characters at the high school, Ari is by far one of the nicest and friendliest, and Jecka will even point out that despite threatening Kelly with a knife, Ari mostly just postures - it's a pocket knife she has as a Girl Scout. Short of Karen, Ari is probably the most morally righteous person at the school. She's also conditioned to accept intimacy with women as horrifying and depressing after a month of dating Nicole, to a magnitude that she forces herself to be heterosexual and date Hunter to avoid the trauma Nicole left her with.
• Characterization Marches On: The original game portrays Ari as a confident girl who doesn't hesitate to help Nicole when she is about to be sexually assaulted by their gym teacher. While in Re-up, Ari is shown have low self-esteem issues and is naïve to the predatory nature of most of the faculty members.
• Covert Pervert: Although Ari is usually portrayed as one of the nicer and normal girls at school, it is hinted a couple times that she is secretly a masochist who wouldn't mind having a dominating partner so long as it is a Safe, Sane, and Consensual relationship. Ari does have her limits as shown when Nicole's emotional abuse becomes too much for her in the route where they dated. Even then, Ari, while high, sends a text message to Nicole after they breakup admitting that she misses the sex they used to have, and asks Nicole if they want to give being Friends with Benefits a try.
• Deconstructed Character Archetype: Of the Extreme Doormat romance option that would do anything for love. Ari is by nature a Hopeless Suitor because her only option in the school is Nicole, who only uses her for sexual gratification as well as a guinea pig for severe emotional abuse. Nicole only goes along with Ari's "lovesick puppy" attitude because she can initially get favors out of Ari and later keeps the routine going because Ari is so weak-willed she'll apologize for Nicole insulting her, which appeals to Nicole's darker, sociopathic, cruel nature. As the romance becomes more and more destructive, it becomes clear that Nicole doesn't understand why what she's doing is so terrible if Ari can just leave at any time. At the same time the reason for Ari's blind devotion becomes obvious to the player; as Jecka points out, Ari's Extreme Doormat personality is actually a legitimate co-dependency problem that prevents Ari from feeling safe and secure with herself to leave Nicole until the abuse warps her perception of romance with women. Though the Extreme Doormat is typically a pitiable figure that's romanced to offer them companionship, Class of 09 shows how toxic that need for companionship can be and how someone like Ari would benefit less from a relationship and more from therapy that addresses their co-dependency, which Nicole herself points out to Ari in the 'Reject Ari' route.
• Desperately Craves Affection: Due to her seemingly being the only full lesbian in the school, she unfortunately isn't picky when it comes to any girls who are willing to date her. In the route where Nicole decides to date her, Ari ends up enduring a ton of emotional abuse that ultimately traumatizes her into never dating another girl again just because she feels like she has no other option, which inevitably feeds into a mutually destructive loop due to Nicole outright needing Ari to break up with her for her to actually know if her abuse is becoming too much.
• Early Installment Character-Design Difference: Her character sprite had her permanently turned in a Boobs-and-Butt Pose in the original, while in Re-up she's given a proper side-on character sprite.
• Extreme Doormat: She turns out to be extremely submissive if she gets in a relationship with Nicole, which Nicole naturally exploits just to see if she can get away with it. Ari eventually grows a spine and breaks up with her. Interestingly, this only applies if Nicole actually agrees to go out with her. Should Nicole not, the resulting route will end with Ari essentially blackmailing her into being in a relationship with her, and she is a lot more willing to get in Nicole's face about it. In every one of her other appearances, she is much more willing to be confrontational.
• Friends with Benefits: At the end of her route where she and Nicole dated and broke up, Ari will send a text telling Nicole off, only to ask Nicole if she would be interested in a purely physical relationship. Then apologizes for sending the text while being high. It is left to the player's imagination if Nicole accepted the proposal.
• Gayngst: In Re-Up after realizing that she likes girls but believes she will be ostracized for her sexual orientation. During Ari's routes, she is Forced Out of the Closet by Nicole who rightfully assumed that the majority of the students would either be accepting of Ari, or just simply don't care, which in turn help improves Ari's mood.
• Gay Option: Ari's route in Re-Up is this for Nicole. Nicole has the option of either giving the relationship a try or rejecting Ari. The two branching story lines from this choice would lead to two separate deconstructions of this route.
• Hidden Depths: In the route where Ari gets with Nicole, she threatens to cut herself on her upper thighs if Nicole rejects her. Nicole admits she's actually a bit turned by this because it goes against her initial impressions of Ari.
• A Lighter Shade of Grey: Ari is a snarky and flawed individual like all the other characters in the game's World of Jerkass setting. She can even be downright devious as shown in one of her routes where she blackmails Nicole into a "hostage relationship" after Nicole rejected her. However, most of the other routes portrays Ari as one of the "nicer" students. In the original game, Ari comes to Nicole's aid when Coach Colby tries to sexually assault her in the locker rooms. She is also arguably the least toxic person among Nicole's potential romantic options, and is treated as a victim when Nicole starts to emotionally abuse her if they do date. Jecka even lampshades that among all of the people who Nicole screwed over, Ari is the least deserving of Nicole's cruel treatment.
• Not So Above It All: Despite otherwise being presented as one of the more relatively "normal" girls, she somehow winds up in the school's "sex addict rehab program" for reasons not explained. There's also her masochism streak that occasionally comes up.
• Slap-Slap-Kiss: With Kelly in Re-Up if Nicole and Jecka get sent to the school's "sex addict rehab program" for flirting with a cop. Nicole can manipulate Ari and Kelly to cause as a distraction so that she and Jecka can sneak out by getting her two classmates to fight each other. The argument goes from being very heated and threatening to turn violent, only for Ari and Kelly to start aggressively flirting with each other in the middle of their shouting. It's implied the two were about to kiss each other if Kelly didn't stop herself.
• Transparent Closet: Apparently, most of the students already knew she was a lesbian before she came out of the closet. Jecka even outright states that Ari was in the "closet with a glass door".
• Woman Scorned: Unsurprisingly, during the Reject Ari route in Re-Up. On top of Nicole's unnecessarily harsh rejection, Nicole also advised Ari to sext every girl in school to see if one of them would be interested in a relationship. While Nicole said this as a cruel joke, Ari actually followed through with Nicole's bad advice. After rumors started to spread that Nicole rejected and bullied Ari for her sexuality, Ari refuses to clear up the misunderstanding because of how livid she is with Nicole.

Crispin

Crispin

Voiced by: Max Field

An airheaded student who has a very obvious thing for Nicole.

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• Ambiguous Innocence: Some of his actions leave it vague if he's only pretending to be a spacy stoner and actually isn't any better than the other guys in school. He somehow gets her phone number and sends her an unsolicited dick pic in one route. And then there's the fact that he happens to be around wherever Nicole is with suspicious regularity. In another route, he is among the guys who harass Nicole after believing she is putting out for other men and not them. Even the characters in-story find Crispin sketchy:
  Jecka: He's kinda nice. I wouldn't be surprised if he burned down a convenience store but yeah he's nice.
• Brainless Beauty: He is more boyishly handsome compare to Kylar and Jeffery, and never seems to be fully aware of what's happening which leads him to frequently jump from topic to topic, and confuse both himself, and the people he tries to talk to. This obliviousness is even implied to be partially the reason he joins Mr. White's white nationalist group along with him liking the outfits. He also doesn't know history, and assumes Mein Kampf is just a really popular, and harmless book from Germany.
• Deconstructive Parody: Of the Bishoujo Game protagonist to contrast Nicole, who is a parody of an Otome Game protagonist. Crispin is the average Dogged Nice Guy and the first student Nicole talks to. In a classic Dating Sim, they would be each other first romantic option. However, Nicole quickly figures out that Crispin want get into her pants from the moment they met, and doesn't particularly like him. When they do talk to each other, Nicole finds they have nothing in common despite Crispin's obvious crush on her. He also seem to under the wrong assumption that a few "successful" interactions with Nicole means that she likes him back, as seen during his route where he sends Nicole a dick pic after being able to coax an awkward conversation with her in the girl's bathroom.
• Dogged Nice Guy: To Nicole. Although, he could be considered a Deconstruction as Nicole quickly figure outs what he wanted from her the moment they met, and finds his consistent attempts at friendship to be more annoying than endearing.
• Everyone Has Standards: He seems pretty chill, but he does draw the line at some uncomfortable situation.
  • If Nicole decides to double down on the verbal abuse towards Jeffrey on the first day, Crispin leaves the scene once Nicole starts talking about how Jeffrey should kill himself.
  • In Re-up, he also doesn't want to follow Nicole's improv scenario of being a racist couple and joining a KKK though he just may need an extra push given he can join the White Pride Party in the original.
• Kindhearted Simpleton: He seems to be the nicest male student among the characters seemingly because of just how moronic he is.
• Laser-Guided Karma: In one route, somehow he manages to get Nicole's phone number and sends her an unsolicited dick pic. Nicole then can send it to every student in the school, turning him into a laughingstock thanks to him having a Teeny Weenie.
• Loving a Shadow: Like Jeffery, Crispin seems to only like Nicole for her looks and an idealized interpretation of her he made up in his head, instead of getting to know Nicole and her interests. This is best demonstrated during their talk in the girl's bathroom where Crispin vents about a girl he was with saying that she thought "punk was anti-pop," and Nicole stating that she concur with Crispin's ex, only for Crispin to carry on the talk as if Nicole agreed with him. He then sends an unsolicited dick pic to Nicole after thinking that they hit off after the uncomfortable conversation.
• Meet Cute: Subverted and Deconstructed. He is the first student to talk to Nicole, and their meeting is something you might expect from a Dating Sim where Crispin offers to give Nicole a tour of the school on her first day. However, Nicole can either brutally reject him, or find that she has nothing in common with him if she accepts his offer. Afterwards, Crispin keeps popping-up at some of the most oddest of times and places, including the girl's bathroom during his own route. His spontaneous appearances in his attempts to get closer to Nicole comes off as awkward at best and stalker-ish at worst.
• Nice Mean And In Between: Of the three main guys who are interested in Nicole, Crispin is the Nice to Kylar's Mean and Jeffery's In-Between. He is the closest to being a genuine Dogged Nice Guy, and usually doesn't seek retribution against her when she rejects him.
• The Stoner: Crispin is a spaced-out and laid-back student who seems to be on something most of the time, which is likely possible given that he does trade drugs with Emily. During the Emily route, she tricks him into taking a large amount of ecstasy so that Nicole and her can steal his stuff when he collapses.

Kylar

Kylar

Voiced by: Max Field

A player for the school's lacrosse team. He's generally dim and prone to impulsively throwing out slurs.

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• Accidental Hero: In one route, Jeffery takes a picture of Nicole when she is changing in the locker room and threatens to humiliate her by distributing the picture of Nicole in her underwear to the entire school. Depending on the player's choices, Kylar can unintentionally end up saving Nicole's reputation by trashing the photo lab and destroying the negatives in the process because Nicole and Jecka promised that they would bring him along to Kelly's pool party if Kylar made a viral video of himself destroying the lab equipment. Naturally, this results in Kylar being expelled instead of Nicole if she tried to destroy the negatives herself.
• And There Was Much Rejoicing: In the routes where Kylar jumps off the school building either as a stunt to impress Nicole or out of suicide when she rejects him, almost the entire student body are not the least bit upset over it. Many are in fact happy that he is dead or crippled.
• Armoured Closet Gay: Or Armoured Closet Bisexual in his case. He clearly has a thing for Nicole, but it's implied he is more attracted to guys than he is willing to admit. When Nicole asked Kylar is he ever played with a sleeping teammate's ass, his reply is "well... not in a gay way." In another scene, Jeffery will reveal that he once caught Kylar kissing the captain of the football team. Kylar doesn't deny the accusation, but instead reacts in anger to the point of threatening to break Nicole's nose when she teases him about it.
• Dumb Jock: Being a stereotypical Jerk Jock, he is very athletic but not very smart. One scene reveals that he's also borderline illiterate.
• Everyone Has Standards: He's a colossal prick and fits every description for the stereotypical Jerk Jock, but sexually assaulting Nicole never crosses his mind even after she explicitly refuses his advances. Both Nicole and Jecka are shocked by this. However, according to Jecka in an earlier interaction, he didn't have problems having sex with an unconscious girl at a party.
• Freudian Excuse: A throwaway line from him after Nicole rejects being in a relationship with him implies that a lot of his terrible behavior and beliefs were egged on by Coach Colby.
• Hair-Trigger Temper: There are a lot of things that can make him violently angry, from pointing out his lack of intelligence to being homeless.
• Jerk Jock: A Deconstructive Parody of the trope. He is not only incredibly belligerent and meat-headed but a colossal bigot. Unlike most straight examples, he's incredibly unpopular to the extent that nobody mourns him in the route where he kills himself, can't get a girlfriend to save his life, and Nicole makes a point about how his obsession with the sport he plays won't get him anywhere when he's older.
• Laughably Evil: Has some of the most incredibly bigoted lines of any of the students, which is saying a lot given the setting of the game is both a World of Jerkass and World of Snark. But his comments are so overly exaggerated they loops back around to being funny, and none of the "decent" characters actually agree with him. Not to mention, a lot of what he says becomes hilarious in hindsight when it is revealed he is an Armoured Closet Bisexual who is overcompensating for the fact that he secretly likes men.
• Nice Mean And In Between: The Mean to Crispin's Nice and Jeffery's In-Between. Kylar is the unapologetic racist, sexist, and homophobic Jerk Jock of the three.
• O.O.C. Is Serious Business: If Nicole coldly rejects his attempt to get in a relationship with her, rather than get incredibly angry or just not process it out of stupidity, he'll start crying and admit to being so insecure about going to the lacrosse convention alone (which was why he was asking her out in the first place) that he'd rather commit suicide. Nicole is so taken aback by this that she actually apologizes and agrees to go with him (though she still shoots down being in a relationship with him).
• Politically Incorrect Villain: Most of the misogynistic, homophobic, and racist words spoken in the game come from him. In one route, he even proclaims his desire for the Holocaust to actually happen out of spite for a Jewish teacher he hates, and when Nicole informs him the Holocaust did happen, he doubles down and wishes it would happen again.
• Simpleton Voice: He speaks with a stereotypical "slow-witted meathead" voice that highlights him as a Dumb Jock.
• Spiteful Suicide: If Nicole rejects him during his roof stunt, he'll deliberately botch it to spite her, falling to his death. Of course, he wasn't going to make the jump regardless, but he's too dumb to realize this.
• Too Dumb to Live: Kylar somehow manages to outstrip Crispin by actually being suicidally stupid. He winds up getting hospitalized in one route because he for some reason thought that the nondescript drugs Nicole and Jecka used specifically to get high worked the same as the medication he was specifically prescribed to deal with his lacrosse injuries. And in another route, he jumps off the roof of the school in a stunt meant to impress Nicole because he saw a single video on MySpace that told him it was survivable.

Jeffery

Jeffery

Voiced by: Max Field

A nerdy student who loves to talk about manga and cartoons. He desperately wants a girlfriend, but practically none of the student body like him.

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• Abhorrent Admirer: Aside from the somewhat innocent Karen at first (before Nicole and Emily actively sabotage Jeffery's chances with her), pretty much all of the female students find his attempts to cozy up with them to be incredibly pathetic at best and outright creepy at worst.
• Aesop Amnesia: You'd think after the umpteenth time it's happened that he would stop giving girls incredibly detailed and compromising personal information under the belief that it'd get him laid, but every time a girl suggests he has a shot with her, he immediately caves. Nicole actually calls him pathetic in one interaction for constantly falling for this.
• Berserk Button: He hates it when people call manga anything else, like "anime books" or "Chinese picture books". It's such a big deal to him that he won't even tolerate girls doing it, even though he's otherwise pathetically submissive to them.
• Bitch in Sheep's Clothing: He's such a pathetic Butt-Monkey that one would think he'd be nothing more than a hapless Nice Guy who just needs friends. However, there are a number of details he obliviously reveals about himself that paint him as being very creepy and entitled to those he tries to get close to. Not to mention, his method of getting back at Nicole involves distributing what's tantamount to revenge porn of her. It's also implied that many of the ending phone messages come from him, and many illuminate just how mentally ill he actually is.
• The Bore: If given the time of day, at his best, he'll do nothing but drone on endlessly about manga and cartoons even with people who clearly do not share the same interests. It's the reason no one wants to talk to him.
• Bully Magnet: He is without question the most unpopular kid in school, and everyone makes jokes at his expense or beats him up. Of course, the moments he's given the time of day show him to be very annoying at best and downright creepy at worst, so he isn't exactly the most sympathetic example of this trope.
• The Chew Toy: Every joke in the game that he's involved in is always played at his expense. He usually is on the receiving end of some humiliating prank or an outright beating, but the fact that he isn't portrayed in a positive light keeps the constant abuse from looking too unwarranted.
• Chuunibyou: Nicole accuses Jeffery of being the Western equivalent of this trope, citing his over-the-top nasally voice and use of formal words in casual conversation as him trying to play the part of a quirky, catchphrase-spewing side character from a cartoon.
• Deconstruction: Of the No-Respect Guy. At first glance, one might pity him for being a social outcast - except he's not a good person in the slightest, and a lot of the flack he gets is honestly deserved. On top of openly talking to others about how and when he masturbates, he is one of the most contemptible characters in the game, who not only joins homophobic and white supremacist organizations, but does so to elicit Who's Laughing Now? from the people he gets to bully when he's grouped with people that will agree with him on something or just so he'll have friends. Just because a person is a social outcast doesn't make them misunderstood and worthy of sympathy.
• Disproportionate Retribution: In one route, he takes photos of Nicole while she's undressing in the locker room with the intention of distributing it around the school to humiliate her. Granted, she does frequently bully him out of annoyance, but as Nicole points out later to Jecka, he essentially made porn of her as a form of revenge.
• Dogged Nice Guy: Jeffery is desperate enough to pull this on every girl he meets, trying to strike up friendly conversations in his own incredibly inept way with them in the hopes that one of them will go out with him. It leads to him completely embarrassing himself constantly because he is willing to share anything if there's the smallest chance that a girl is interested in him.
• Do Not Call Me "Paul": He refuses to have his name shortened to just "Jeff" by anyone.
• Entitled Bastard: He seems to believe that him being a Bully Magnet means he can do nothing wrong and is entitled to affection, even though the moments he's allowed to talk extensively reveal that he's incredibly obnoxious at best and downright creepy at worst.
• Entitled to Have You: Goes hand-in-hand with him being an Entitled Bastard. For as much as he tries to frame himself as the "nice guy" who'd do anything for a girl, he is very quick to get upset whenever he gets rejected and is incredibly clingy should Nicole make the mistake of deciding to give him the time of day.
• Extreme Libido: He winds up in the "sex addict rehab" program in school in Re-up because he was so sexually repressed that he masturbated in public. It really doesn't take much convincing on Nicole's part to get him to do it again if she chooses to use him as the distraction so she and Jecka can sneak out of the program. More broadly, the possibility of having sex with a girl is enough to get him to do anything, no matter how much it will obviously embarrass him in the end.
• Fatal Flaw:
  • His desperation to get a girlfriend. He would save himself a lot of humiliation if he didn't constantly overshare about himself at the remotest possibility of a girl being interested in him. In one ending, Nicole airing the dirty laundry he freely told Nicole about down to the smallest detail to the rest of the school shames him so much he goes on a mass school shooting spree before either shooting himself or overdosing.
  • He's also very inflexible when it comes to his interests, stuck with his obsession over manga and cartoons. This contributes to why he's so unpopular, as this makes him a drag to talk to. He never gets it in his head that most of the students would be completely unfamiliar with what he's interested in or tries to adjust how he presents his topics, adamantly believing the fault for everything lies with the other students and not himself. Not to mention, as revealed in the text message following the graduation ending, his inability to branch out into any other extracurriculars meant he got no college credit, resulting in him failing to get into any colleges after graduation despite his strong academic performance.
• Good Cannot Comprehend Evil: For a very generous definition of "good", he assumes that Nicole exposed his fetishes to the rest of the school for a shot at popularity. He never thinks that Nicole would be the kind of spiteful person who'd just humiliate him because she found him annoying.
• Gosh Darn It to Heck!: He's one of the very few characters in the game who rarely curses even when talking about incredibly explicit subjects like his masturbation habits, which is something that Nicole and Jecka bring up in the animated short as another example of him failing to talk like a real person.
• Green-Eyed Monster: When things go truly wrong for him, he reveals just how much he resents his classmates for having people to talk to, thinking of them as spoiled brats who have no idea what it's like to suffer.
• Hated by All: Absolutely none of the students like Jeffery, with the exception of Karen ^note At least until Nicole and Emily sabotage her relationship with him and Kelly to a lesser extent. Jeffery's yearbook in the graduation ending has signatures from both male and female students actively wishing him ill.
• Hidden Depths: Many of the phone messages are implied to come from him, and they reveal that under his annoying and unimposing demeanor is someone who is incredibly vindictive towards his peers yet oddly philosophical in his musings on his loneliness in ways actually not too dissimilar to some of Nicole's monologues. They very notably contain absolutely no mention of any anime or cartoon, subjects he's otherwise fixated on.
• Hoist by His Own Petard: A sad rather than well-deserved example. His tendency to basically use the same conversation starters with every girl he's interested in (that is to say, listing off his various niche interests) winds up royally biting him in the ass in the route where he actually does succeed in starting a relationship with Karen. Nicole and Emily are easily able to bring up the multiple topics he's brought up with them and that he brought up with Karen in order to convince Karen that Jeffery has been cheating on her with the other girls in school.
• Horrible Judge of Character: Despite it repeatedly being shown that Nicole is as far from a trustworthy person as you can get, Jeffery constantly gives her private information.
• Hypocrite: He goes off on Nicole for giving away his fetishes to the entire school in the base game, decrying her for betraying his trust just to get popular, and then goes on to do basically the same thing in Re-up by revealing Mr. Lorre's home life to Nicole just for a shot at having sex with her.
• I Just Want to Be Loved: Jeffery is downright desperate for validation and affection, so much so that he plays the Dogged Nice Guy to every girl he meets even when it means constantly falling into obvious traps that leave him humiliated and joins hate groups just to pretend like he's a part of a friend circle.
• It's All About Me: At his core, he believes he's the only one deserving of any sympathy because everyone else has someone they can socialize with. If he ever goes to bat for anyone else, it's always under the belief that it will get him friends or a girlfriend. This is most egregiously seen in the additional scene unlocked in the base game, where he completely blows up at Nicole for ruining his valedictorian speech and calls her ungrateful for all the attention she's gotten, nevermind the fact that it's heavily implied that this takes place after the graduation ending, where Nicole publicly revealed that she was sexually harassed by 20% of the staff.
• Jerkass Has a Point: In the post-graduation bonus video, he unempathetically tells off Nicole for being "socially spoiled", despite her coming out about her sexual abuse by the male staff in the school. However, he's not wrong about the fact that Nicole is often mean for the sake of being mean, considering how she mistreats people either out of petty annoyance or just to entertain herself with how they react.
• Jock Dad, Nerd Son: It's implied that he has this dynamic with his father, as he's an otaku while his father is a Gun Nut.
• Loving a Shadow: Broadly speaking, he's more interested in the idea of being in a relationship with an attractive girl than actually having a partner he can truly bond with. Tellingly, his terrible attempts at getting Nicole's interest always involve him talking about himself rather than asking her what she's into. This even applies to the fictional women he's attracted to. When Nicole asks him while feigning interest just what he likes about them, Jeffery can't come up with an answer other than "they're just really cute".
• Nerds Are Virgins: The fact that he can't even ask a girl out to save his life is one of the running jokes with his character.
• Never My Fault: Jeffery gets upset at Nicole for ruining the graduation ceremony by coming out about the sexual abuse she faced, even though he was the one to ask her to say a few words when she didn't want to.
• Nice Mean And In Between: The In-Between to Crispin's Nice and Kylar's Mean. He isn't as bad as the comedically bigoted Kylar, but his desires to get back at Nicole when she rejects him makes him worse than Crispin.
• No-Respect Guy: Every student in the school either picks on him or just ignores him, and his attempts to ingratiate himself into any group usually involve the group forgetting he exists or outright trying to remove him.
• No Social Skills: Jeffery plainly has no idea how to talk like a normal person, constantly oversharing his interests and fetishes without much or any prompting in an artificial-sounding cadence that very obviously is based off of the cartoon and manga characters he watches. Not to mention, it never occurs to him that none of his peers would be remotely interested in the manga he endlessly talks about. Characters often make note of this fact and find him unbearable to be around for this reason:
  Jecka: "I don't think he's all there. Like he's too socially awkward for the normal people but too smart for the special eddies."
• Not in This for Your Revolution: In the original game, Jeffery becomes one of the many willing new recruits in Mr. White's White Nationalist Party while in Re-Up, he's shown to be one of four members of the Straight Club. Neither instance is due to actual bigotry on his part, but because he's so desperate for girls to talk to him and to be part of the popular crowd. In both cases, it's revealed that he compromised his morals for nothing, as everyone still hated being around him in the former case and completely forgot he existed in the latter case.
  Jeffery: "Sorry Jecka, but I kinda just did this cause no one else would talk to me. But now that Nicole's asking me out, well, having a girlfriend's way more important than the final solution."
• O.O.C. Is Serious Business: After Nicole exposes his fetishes to the entire school, he drops his usual exaggerated nasally voice and talks in nothing but a low and droning monotone, showing how he's on the verge of snapping and shooting up the place if Nicole doesn't defuse the situation.
• Stepford Smiler: Even though he presents himself as an affable, yet annoying person who is nice to people who don't even like him, the secret text files reveal that is he is deep down a very resentful and mentally unstable kid who despises Nicole and the rest of his classmates for being "socially spoiled" and has thoughts about killing them.
• Stereotypical Nerd: A very unkind Deconstructive Parody of the trope. He visually fits the archetype to a T right down to the Opaque Lenses, nasally voice, and slouched posture, but rather than make him a lovable dork to the audience, his looks and behavior only make him look obsessive and insincere. Nicole even calls him out for basically acting like a quirky cartoon character.
• Super Gullible: He'll always believe any girl that says she's interested in him. Needless to say, this has led to him constantly humiliating himself.
• Teacher's Pet: He gets ire from a lot of the students for being favored by most of the teachers, though it's less to do with them being envious of his overachieving and more to do with the fact that the teachers tend to encourage many of his obnoxious habits.
• The Dog Bites Back: In a dark version of this, after Nicole outs his fetishes to the entire school, causing him to get bullied even more and fall into a suicidal depression, Jeffery shoots up the school if Nicole doesn't defuse the situation and openly taunts him about her betrayal to his face.
• Too Much Information: Yes, this can apply as a whole to a single character. The guy does not know what information he should keep to himself. A normal person definitely wouldn't so freely disclose stuff like his masturbation habits and numerous fetishes. As one could guess, this makes him an incredibly easy target for bullying.
• Ungrateful Bastard: Neither of the two routes where Nicole decides to be his only friend has him appreciate her. If she stays home from the concert with Crispin and attempts suicide, he sends her a derogatory text demeaning her for being news despite not even committing suicide successfully. If she opts to stick out her various friendships, he inevitably turns on her at the first rumor that she's slept around, deciding to hack her social media in order to ruin her image.
• Unwitting Instigator of Doom: In the expulsion route, he reveals to Nicole about Mr. Lorre's failing marriage because Jeffery naively thought that Nicole would would go out with him if he revealed Mr. Lorre's secrets. Nicole proceeds to make a spiteful artwork based off this, which gets her expelled and later disowned by her mother.
• Who's Laughing Now?: Nicole and Jecka frequently joke that he's a school shooter just waiting to happen. He does just that in one of the endings and the animated short. On a separate but lighter note, Jecka recalls an incident during freshman year where a bunch of girls posted fake love letters onto his locker to see if he'd fall for it. Jeffery not only did but immediately rubbed it in the faces of said girls' boyfriends. Predictably, he got the crap beaten out of him.
• Wrong Genre Savvy: Jeffery seems to interact with his female classmates under the assumption that being a Dogged Nice Guy will lead to the girls being willing to Give Geeks a Chance. It does not. In fact, his behavior only makes him come across as annoying and creepy to many of the female characters.
• Yank the Dog's Chain:
  • In the route where Nicole decides to become friends with Emily, Jeffery against all odds manages to start a relationship with Karen after embarrassing himself with every other female classmate. Nicole and Emily proceed to immediately sabotage the relationship because they don't like the idea of someone who annoyed them being happy. Though if the graduation ending of the original game is any indication, Karen would probably end up hating him anyways.
  • You would think that since Jeffery is the academically smartest student in school that he would at least have a bright future ahead of him once he graduates from high school. However, the text the player gets in the graduation ending reveals that Jeffery was unable to get into college due to having no suitable extracurricular clubs on his transcripts and he was forced to work at a gas station just to get by.

Kelly

Kelly

Voiced by: Katy Johnson

One of Nicole's classmates who is the manager at the local FYE and a sex addict.

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• Ethical Slut: Kelly is a self-admitted "slut" whose biggest flaw is her uncontrollable libido. While Kelly can be just as catty as the other girls, she is relatively one of the more moral and friendlier students, excluding the routes where she becomes a prominent member of Mr. White's White Nationalist Party.
• Gold Digger: During a conversation with Ari, Kelly reveals that one of her eventual goals is to gain a rich husband. She does admit she is fine with dating a girl, but only if they are wealthy, which is likely the only reason why Kelly doesn't take Ari up on her offer to go "full-time" lesbian.
• Hidden Depths: She actually is a surprisingly good manager who take her job very seriously, and is very proficient in customer service.
• Kissing Cousins: One of the things she repeats to herself in the school's "sex addict rehab program" is "my cousin is not hot".
• Lovable Sex Maniac: She is the most promiscuous female student at the school, and is one of the "nicer" characters thanks to her people skills she developed while working in retail. At least she treats Jeffery with some level of respect, but makes it clear she never wants to be in a relationship with him.
• Really Gets Around: As a result of being a sex addict. Curiously, it is never stated if she slept with any of the named characters, just guys who "graduated three years ago."
• Situational Sexuality: She frequently has sex with men, but has stated that she kissed a girl before and has a Slap-Slap-Kiss moment with Ari in one route. Kelly claims that she is willing to go out with anyone so long as they are rich.
• Slap-Slap-Kiss: If Nicole and Jecka get sent to the school's "sex addict rehab program" for flirting with a cop, Nicole can manipulate Ari and Kelly to cause as a distraction so that she and Jecka can sneak out by getting her two classmates to fight each other. The argument goes from being very heated and threatening to turn violent, only for Ari and Kelly to start aggressively flirting with each other in the middle of their shouting. It's implied the two were about to kiss each other if Kelly didn't stop herself.

Megan

Megan

Voiced by: Tiana Camacho

A stuck-up girl who is the student-teacher in theater class and aspires to be an actor.

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• Academic Alpha Bitch: She sees herself as above everyone else because she's on the honor roll.
• Acquired Situational Narcissism: She was already an Academic Alpha Bitch beforehand, but getting put in charge of a class really causes the authority to go to her head, bringing to light how much of a harsh Control Freak she is.
• Ascended Extra: She is a minor character in original game, while Re-Up fleshes her out more as an Academic Alpha Bitch who aspires to an actor. She is also given her own route where Nicole make a long-term plan to get revenge on Megan after she singled out Nicole for her behavior in theater class.
• Brainy Brunette: She is one of the academically smarter students among Nicole's classmates and has brown wavy hair.
• Characterization Marches On: The little that is shown of Megan in the original game makes her out to be a fairly peppy and friendly girl, while in Re-Up she is portrayed as an uptight Academic Alpha Bitch and a Control Freak. Possibly justified due to Megan's Acquired Situational Narcissism that she gained during her senior year.
• Control Freak: The power really gets to Megan's head when she's elected student-teacher of the theater class. She's also shown to basically dictate Hunter's life for him when she's dating him. Jecka notes she was a 'tantrum kid' back in grade school, hinting at the idea she's always done whatever she could to get her way.
• Expy: She seem to be loosely based on Hermione Granger, which is brought up in the story during Megan's route in Re-Up.
• Generic Cuteness: Described as being less physically attractive compare to the other girls, with Emily basically calling her "Ugly Hermione" despite Megan being drawn with a similar anime-esque face and body as Nicole.
• Genre Refugee: A Student Council President who at her worse is just an egotistical Academic Alpha Bitch would be a shoe-in for main character status in an ordinary visual novel, whether as an antagonist or a love interest. Unfortunately for her, not only does she co-exist with Nicole, who can do far worse and has already done so in the past, but Class of '09 is far from an ordinary visual novel.
• Informed Deformity: Nicole, Jecka, and Emily refer to Megan as being "ugly," despite her having the same Generic Cuteness as the other girls. Although, this likely just a running joke about how Nicole and her close friends think all theater kids are "ugly" since they apparently don't meet the same beauty standards as a Hollywood actor.
• Jerkass Has a Point: While she is definitely overdoing it with her position as student-teacher of an elective course, she wasn't entirely wrong when calling out Nicole on her disrespectful attitude during class, and pointing out that the other students should at least try to put in some effort for a class they themselves signed up for.
• Jerk with a Heart of Gold: She becomes a lot more nice when one of her students actually takes her class seriously and performs well… unfortunately the only person she acts this way to is Nicole, who only takes the class seriously long enough to eventually ruin Ames.
• Not So Above It All: She's on the honor roll and likes lording that over the other students, but in one route, she actually hides out in one of the bathrooms alongside Ari in order to skip a quiz.
• Student Council President: Megan will bring up that she is the class president during one conversation with Nicole.
• Small Name, Big Ego: Like the actual elective course teachers, Megan lets her position as the student-teacher in theater class go to her head.
• So Proud of You: She's honestly very proud and supportive of Nicole when Nicole demonstrates her acting chops and really gets into the class, to the point she has Nicole play Juliet in the school's reproduction of Romeo and Juliet. Unfortunately for Megan, Nicole doesn't care one whit about the drama program and only puts any effort in so she can screw over Megan at the most appealing opportunity - namely, during the theater class' reproduction of Romeo and Juliet.
• Took a Level in Jerkass: Megan is relativity friendly and got along well-enough with Nicole in the original game. In Re-Up, Megan becomes an insufferable Control Freak who frequently comes into conflict with Nicole. It is implied that by senior year, Megan allowed her academic achievements to inflate her ego.

Hunter

Hunter

Voiced by: Michael Potok

Megan's boyfriend, who she constantly henpecks. He in turn isn't particularly loyal to her.

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• Ascended Extra: Like Megan, he is little more than a background character with a few lines dialogue in the original games. In Re-Up, he is given a prominent role during Megan's route as an Unwitting Pawn to Nicole's revenge plan against his girlfriend.
• The Beard: Hunter acts as this for Ari after she's so emotionally traumatized from dating Nicole that she decides to force herself to be straight. From what little we see, even if Ari isn't attracted to him, she still appreciates his kindness and simplicity.
• Characterization Marches On: He was just another Jerkass male student meant to represent the collective in the original game, doing things like bullying Jeffery and harassing Nicole. In Re-up, he's a borderline Token Good Teammate to the male students.
• The Heckler: In the original game's graduation ending, Hunter heckles Jeffrey's valedictorian speech by shouting him to "shut the fuck up".
• Henpecked Husband: Or rather boyfriend. He is not excluded from Megan's overbearing demands. Nicole and Jecka assume this is the reason he blatantly flirts with other girls.
• Horrible Judge of Character: Even after Nicole uses him for dick pics to humiliate Megan with, Hunter sends her a text message after the Megan route saying that he's still interested in being in a relationship with her and thinks that she's a good person deep down.
• Informed Deformity: Like Megan, he has been called "ugly" by Emily and Jecka, despite his character model having a relativity normal and even handsome appearance. This likely just in reference to the running joke that Nicole and the others girls think that all theater kids are "ugly" since they are supposedly not as good looking as a Hollywood actor.
• Sympathetic Adulterer: Jecka and even Nicole don't begrudge him for flirting with other girls considering how overbearing Megan is towards everyone, and he lacks most of the nasty vices that the rest of the named male students have.
  Jecka: "I know for a fact he wants out of [their relationship] too. He's flirted with like three of my friends so far."
  Nicole: "Not surprising. A bitch like her? I'd cheat on her too."
• Took a Level in Kindness: In the original game, Hunter isn't portrayed in a positive light in the few scenes he is in. Hunter is something of a bully to Jeffery given what Hunter wrote in Jeffery's yearbook and interrupting Jeffery's valedictorian speech. In another route, he is among the guys to harass Nicole into committing suicide. This does change in Re-Up where he is a lot friendlier and is something of a Token Good Teammate among the male students.
• Token Good Teammate: By the immensely low bar set by the rest of the named male students, he comes across as the closest to an actual Nice Guy in Re-up. Though he is disloyal to Megan, it's portrayed as a reasonable response to just how much of an overbearing girlfriend she is, and the dick pics he sends to Nicole after she seduces him are fully solicited unlike Crispin's. He also does seem to be a caring boyfriend towards Ari after Ari decides to settle for being straight following Nicole's abuse throughout the Dating Ari route. Really, he's just somewhat slow-witted and easily duped than particularly terrible.
• Unwitting Pawn: Nicole seduces him as part of a long-term plan to get back at Megan for singling her out in class. He fails to catch on even as she asks for him to do things like send her dick pics.

Karen

Karen

Voiced by: Corinne Sudberg

A girl with glasses who lacks most of the deficiencies of her peers but is rather naïve and ignorant of the seedier side of high school life. Nicole and Jecka often mess with her.

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• Bespectacled Cutie: Nicole and Jecka are willing to admit she's pretty attractive, even if they find her ignorance and adherence to the rules irritating. They only bully her about her weight on one occasion to keep her from alerting anyone about how they're not in class.
• Butt-Monkey: Her innocence is often abused to set up jokes at her expense. Nicole and Jecka can also make her relapse into bulimia, and in Emily's route where she starts dating Jeffery, Nicole and Emily make her think that Jeffery has been cheating on her.
• Celeb Crush: Being a Harry Potter fan girl, she has one on Daniel Radcliffe.
• Cute Bookworm: She a huge fan of the Harry Potter and The Twilight Saga books, and is regarded as a Bespectacled Cutie by most of the students.
• The Cutie: All she really wants to do is tend to her collages, engage in photography, and read books. Her 'girl next door' appearance makes her attractive to guys, and she's very sweet and innocent.
• Foil: To Jeffrey. She has all his positive qualities, such as being a bookish nerd who just wants to have friends who enjoy her niche activities, but she notably lacks Jeffrey's negative qualities. When the two are mocked by the narrative, Jeffrey is derided for his lack of a filter, whereas Karen is mocked for her dorky innocence.
• The Ingenue: Given everything that's going on in the setting, it's frankly incredible she's ignorant to the pedophiles, drug use, and sexual terms used around her.
• Jerkass to One: Even someone as kind as Karen has zero patience for Jeffery, or at least grew to dislike him by the time graduation rolls around as should Nicole decide to write something in his yearbook, Karen only writes "Die" with a smiley face.
• Lovable Nerd: She has several of the same interests as Jeffery, but unlike him, she actually has the looks and bare minimum social skills to pull this off.
• Smarter Than They Look: Or rather "more worldly" than they look. For as shockingly innocent as she is, even she's aware of how much of a creep the Counselor is and doesn't humor his unsubtle advances.
• Token Good Teammate: On the girl's side. Ari and Kelly are typically pretty good people, but Ari is prone to a vengeful streak and Kelly has Gold Digger tendencies. Literally Karen's only failing is that she's too innocent for her own good in a setting where that quality is relentlessly mocked for its inherent naivete.
• Weight Woe: She's a recovering bulimic who can relapse if Nicole and Jecka make fun of her weight to keep her from outing their class skipping.
• We Used to Be Friends: She and Jecka used to be friends in middle school and regularly hung out to talk about their nerdy interests. However, in 8th grade, Jecka drifted away from her in favor of the popular kids. It is downplayed in that there isn't any explicit bad blood between the two of them over this, and Jecka still likes to hold onto the memories of when they were friends. It doesn't stop Jecka from joining Nicole in messing with her, but Jecka at least feels guilty whenever it yields unexpected serious consequences.

Kyle

Kyle

Voiced by: Joshua Waters

A student who has a crush on Jecka.

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• Ambiguous Situation: Was Kyle so obsessed with Jecka that he would've done anything, including murdering his mother, to get a date with her? Or, as Nicole lampshades, was his relationship with his mother already so bad that he probably needed little reason to kill her anyways? While Kyle claiming Jecka as his leads support to the former theory, the game ultimately never really makes it clear.
• Bit Character: He exists to set up and pay off a single Brick Joke and that's it.
• Brick Joke: When he shows up, Jecka facetiously tells him to go kill his mom if he wants her so bad. After a whole different scene in which Nicole and Jecka are nearly arrested for accidentally happening upon the CP Nicole's brother had on his laptop, Kyle talks to Jecka through Nicole's cellphone, having decided to go through with killing his mom and consequently getting arrested.
• Matricide: After Kyle attempts to ask Jecka out, Jecka tells him to go kill his mom if he wants her so badly. She obviously meant it as a joke and was never into him, so it comes as a shock when he actually goes through with it.
• Palette Swap: He's a recolor of Hunter's character sprite with different clothes.
• Yandere: He murders his mother just because Jecka said it would prove his love for her, even though it's pretty obvious that Jecka was just saying that to shoo him away. And then when Jecka much more understandably rejects his advances when he's able to contact her the day after killing his mom, Kyle starts ranting over Nicole's phone like a lunatic about how Jecka is his.

Troby

Troby

Voiced by: Joe Boisits

The local school bully in the original game. In Re-Up, he drops out of school and takes a job at Hot Topic.

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• Ambiguously Related: To Braxton since they use the same Reused Character Design.
• Bit Character: Tends to show up at the beginning of some routes in both the original game and Re-Up. But he'll usually disappear for the rest of the visual novels.
• The Bully: In most routes, Troby first appears when he is kicking the crap out of Jeffery. Apparently, he has been bullying Jeffery since the 6th grade.
• Reused Character Design: With fellow Bit Character, Braxton.

Braxton

Braxton

Voiced by: J.M. Gotay

A hoodlum student who is Kylar's best friend.

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• Ambiguously Related: To Troby since they use the same Reused Character Design.
• Best Friend: He is the only student at school who actually agrees with Kylar's bigoted beliefs and regularly hangs out with him.
• Bit Character: Tend to only show up when one of the unscrupulous groups at school needs an extra member, like the remedial English students and Coach Colby's Straight Club.
• The Brute: He fills this role in whatever unsavory group he is in like the Straight Club or Mr. White's White Nationalist Party.
• Politically Incorrect Villain: Like his best friend, Braxton is both racist and homophobic.
• Reused Character Design: With fellow Bit Character, Trody.
• Small Role, Big Impact: In Re-Up's drug dealer route, where he accidentally drops a brick of cocaine he was smuggling in school for Nicole to pick up. As a result, he unintentionally supplies her with the drugs for Nicole's scheme to create a fake charity for her civics projects by selling the cocaine.

School Staff

General

• Ambiguously Evil: In the White Power FBI ending, it's mentioned that Mr. White converted 95% of the school to his beliefs and that included the teachers. Aside from obvious suspects such as Ms. Ames, it's never made clear which of the teachers aligned with Mr. White as well.
• Evil Teacher: Nearly every named teacher in the school is either a hardcore racist or a pedophile openly preying on the female students with Nicole outright mentioning at least 20% of the staff have made unwanted advances on her during her speech in the Graduation ending, not helped by Principal Lynn being an Accomplice by Inaction due to most of the male teachers having Blackmail against her to some degree. The only teachers who aren't shown to be completely horrible are Mr. Burleday, who is largely a gullible widow, and Mr. Katz, who's only vice is being a crackhead who frequently takes sick days.
• Karma Houdini: Only three endings (LA, Graduation, and the White Power FBI) see the school's staff face repercussions for their actions en masse, and even then it's only implied or just mentioned in passing. Many more endings in the original game and Re-up leave them unpunished with the school's abuse culture free to continue uninterrupted.
• No Full Name Given: Aside from The Counselor, the teachers are only ever reffered to by their last names.
• Uncertain Doom: It's left unknown if any of the Staff are among the casualties of either the School getting firebombed by the Nation of Islam in the White Power route or in Jeffery's shooting spree in his route.

Principal Lynn

Principal Lynn

Voiced by: Sarah Ruth Thomas

The principal who Nicole gets sent to very frequently.

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• Foil: She is essentially an older version of Nicole due to their similar appearances, using their good looks to get what they want, and just a general Lack of Empathy. This is lampshaded when Lynn herself when she remarks how not so different they are in one ending. The main point of distinction is that Nicole has no problems ditching the people she strings along when she has to, while Lynn made the mistake of thinking about how that would make her come across, which is why the school has a major pedophile problem. Basically, she's a Nicole who fell into a series of "hostage friendships", which can happen to Nicole herself in certain routes.
• Graceful Loser: In the graduation ending, after Nicole outs to the public the school's sexual predator problem and Lynn inevitably gets fired, Lynn will admit to Nicole that it was a long-time coming and congratulate her on never falling into the trap of thinking she owed anyone anything.
• Hot Teacher: Or principal in this case. Lynn is considered the most attractive faculty member among the school staff. Apparently, many of the students have a Precocious Crush on her.
• Lack of Empathy: While she can feign concern, Lynn refuses to do anything about the predatory nature of the staff that works under her. Nicole points out how little her principal actually cares in the opening of Re-Up.
• Ms. Fanservice: There is no doubt that she is a very curvy woman, and the fact that her default outfit showcases cleavage certainly emphasizes this fact. She's actually been exploiting this for years to get men to do what she wants. Her only flaw was going all the way with them and thinking she owed them something back.
• "Not So Different" Remark: She says this word-for-word to Nicole in the graduation ending after Nicole exposes the school's sexual predator infestation and gets her fired. As it turns out, she also uses her looks to screw other people over.
• Pragmatic Villainy: She will throw the book at a teacher if there is undeniable proof of their wrong doing, like Coach Colby's "security cameras" catching him approaching Nicole in the girls locker room, or the Counselor asking Nicole out during the school's bake sale when there are many witnesses including police officers. Although, the only reason she will actually punish the teachers is because trying to cover for their crimes at that point would make her look bad, and whatever blackmail material they "may or may not" have on her would be swept aside since the source is now outed as a terrible person.
• Proud Beauty: Like Nicole, Lynn is well aware of how attractive she is, and is flattered that several of the students find her appearance appealing, but she wishes that don't use terms like "bad bitch" when describing her.
• Really Gets Around: During the graduation ending, she admits to Nicole that she slept with half of the staff, including the Counselor, to get where she is today. In another route, it's implied that she might be fooling around with Nicole's Mom.
• Trapped in Villainy: She's well aware just how straight-up evil most of the staff are, but refuses to do anything about it due to thinking she owes them after sleeping around, and more pragmatically because several of them have blackmail material on her. For example, Mr. White apparently has several scandalous nude pictures of her being "covered in baby oil".

Counselor

The Counselor

Voiced by: Anthony Sardinha

The school's counselor. He's also not so secretly a pedophile who wants to normalize his predilections.

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• Bitch in Sheep's Clothing: He pretends to be a concerned adult trying to help the students through their problems, but that's only so the female ones lower their guard so he can extort sexual favors from them. Nicole refers to him as a "marathon pedophile" for this reason.
• Everyone Calls Him "Barkeep": All of the characters and the text box just refer to him as "the counselor".
• Faux Affably Evil: He speaks in a chipper and gentle voice even as he's attempting to sexually abuse the students.
• Hate Sink: Even amongst a cast of terrible people, he stands out for just being straightforwardly detestable. Unlike several of the other teachers, he is neither so hilariously pathetic nor so extremely brazen with his abuse that he comes off as Laughably Evil, instead playing the role of a sexual predator uncomfortably straight.
• Hypocrite: Nicole accuses him of being this in the dating Ari route, pointing out that he's a sexual abuser trying to manipulate underage women to see pedophilia as socially acceptable while simultaneously holding a discussion on how abuse can be psychological.
• Laser-Guided Karma: Nicole, one of the students he's attempted to prey on, can out him to the police, leading to his immediate arrest.
• Oblivious to His Own Description: In the route where Nicole dates Ari, Ari alludes to the emotional abuse Nicole has been putting her through without really knowing if it's actually abuse. The counselor points out that abuse can come in many forms but then gets incredibly offended when Nicole points out that what he does to the female students counts as sexual abuse. It's still enough for Ari to realize that Nicole has been abusing her, leading her to finally break up with her.
• Psycho Psychologist: Assuming he isn't lying about his degrees, he is an officially licensed psychiatrist who happens to use his position to prey on underage girls.
• Politically Correct Villain: Probably the only positive thing you can say about him is that he thinks Trans people should be accepted… of course he immediately segways into trying to sell the idea of pedophilia so jury’s out on if he was being genuine.
• Shipper on Deck: A creepier example than most. He supports the idea of Nicole and Jecka getting together, but only because he thinks Girl on Girl Is Hot. In one scene in Re-Up, he not so subtly tries to convince them to make out with each other so that he can watch.
• Tautological Templar: He's a blatant pedophile but disgustingly refuses to believe he's in the wrong for his inclinations and constantly tries to frame his behavior as perfectly harmless and legal.
• Villainous Breakdown: Nicole can expose him as a pedophile to the police. As he's being hauled away, his Faux Affably Evil demeanor drops entirely and he spends the rest of his time shouting out obscenities and misogynistic slurs at her.
• Villainous Friendship: Although they have yet to interact on screen, unsurprisingly it is implied he is friends with Coach Colby, given that he is willing to defend Colby's action if the gym teacher is caught sexually harassing his students.
• Villain Has a Point: Part of the gag regarding the game giving An Aesop about abuse is the fact that the advice is coming from him. Though he's mocked by Nicole for being a hypocrite, what he says about abuse being more than physical is what convinces Ari she is not in a good place with Nicole as her girlfriend. In general, he actually seems to know what he's talking about from a psychological standpoint and can give valuable advice about a person's issues - he's just also a complete monster who constantly uses his knowledge to make young girls vulnerable so that he can prey on them.

Mr. Burleday

Mr. Burleday

Voiced by: Lyle Rath (credited as Lyle Burress)

The science teacher. Also one of the few male faculty members who isn't some form of pedophile or racist.

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• Adaptational Dumbass: In the original, Mr. Burleday was a competent teacher who policed the hall properly, catching Kylar and Nicole using drugs in the hallway. In Re-Up, he is easily convinced that "pedophile" is a new slang for a "cool teacher" and randomly go on tangents about his dead wife in class.
• Ambiguous Innocence: While otherwise being the only named teacher to not be worthy of having a criminal record, Nicole once claims that Mr. Burleday felt up another student to the Counselor, but this is never brought up again in the whole series. Was Nicole just being her usual self or was it just a case of Early-Installment Weirdness before Mr. Burleday's personality was finalized?
• Butt-Monkey: One scene has him announcing to his class that his wife killed herself, and in another, Nicole tricks him into proclaiming that he's a pedophile.
• Mistaken for Pedophile: On account of Nicole lying to him that "pedophile" is just new-age slang for a "cool person". He winds up proclaiming it to the school, leading to him getting reprimanded by Principal Lynn.
• No Celebrities Were Harmed: He looks suspiciously like Jared Fogle, the infamous Subway spokesperson who was jailed for possession of child pornography in 2016. Ironically, he's one of the very few male teachers in the school who isn't a sexual predator.
• Noodle Incident: Why did his wife kill herself? Why isn't he broken up about it? Why does the science teacher announce the fact his wife killed herself to the class? Why does he have Jeffery draw pictures of his dead wife? So far, there are no answers.
• Super Gullible: Against all odds, Nicole somehow manages to convince him that he can make himself look cooler by calling himself a pedophile. He falls for it so easily that Nicole is absolutely convinced that he actually is one. He only finally catches on after Principal Lynn reprimands him for his behavior and realizes how stupid his explanation for why he was doing it was.
• Token Good Teammate: He's the only male faculty member who hasn't done anything grossly illegal. Most of the humor surrounding him is more bizarre in nature, such as him not being worried about his wife being dead and being easily duped into saying he's a pedophile. Tellingly, though, Principal Lynn is quick to catch him on his behavior, something she doesn't have the leverage to do with other teachers, suggesting he really might be a science teacher with no skeletons in his closet. The only reference to anything illegal Mr. Burleday may have done is Nicole claiming she saw him feel up another student, a claim that oddly never comes up again in either game.

Mr. White (UNMARKED SPOILERS)

Mr. White

Voiced by: Jordan Moore

The photography teacher. He also turns out to be a white supremacist.

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• Arc Villain: Of his dedicated route, where he transforms the entire school into a white nationalist cult, sans Nicole ironically. Nicole can't really stop him, but she can clean her hands of the whole thing and leave his cult out to meet their fate either at the hands of the Nation of Islam or the authorities.
• The Corruptor: He proves to be disturbingly persuasive when given a way to espouse his ideology, which allows him to convert nearly the entire school into a white nationalist cult.
• Framing the Guilty Party: Nicole can frame him for pedophilia in the route where she sues the school for sexual abuse. It's not revealed in that route, but given he's a white nationalist, it's probably a good thing that he gets in trouble with the law, not that Nicole cares.
• Late-Arrival Spoiler: Re-up reveals in the intro that he's a white nationalist, while it was intended to be a Bait-and-Switch twist in the original.
• Meaningful Name: Mr. White is quite a perfect fit for an insane white nationalist who can end up brainwashing the entire school into becoming a white supremacist cult.
• Politically Incorrect Villain: He's a white nationalist, so that's a given.
• Serial Spouse: In one interaction, Jecka accuses him of being on his fourth wife, while Nicole mentions hearing that he was on his third. He takes umbrage but doesn't deny the accusation.
• Small Name, Big Ego: He starts the trend of elective teachers treating their classes as incredibly important, taking personal offense at Nicole's lack of interest and even more umbrage when Nicole brings up how no one else in the class actually cares how well they perform. As a white nationalist, he also has it in his head that he's part of some repressed minority being unfairly discriminated against.
• Uncertain Doom: In Re-Up. Although he is mentioned in opening of the game, Mr. White does not make an in-person appearance in the pseudo-sequel. Given that Mr. White is usually either arrested or killed in most of the routes of the original game, he was likely already dealt with before the possible events of Re-Up.
• Walking Spoiler: Let's just say most players are probably going to end up blindsided by the direction his route goes.

Coach Colby

Coach Colby

Voiced by: Dreux Ferrona Jr.

The gym teacher who propositions Nicole for sex as soon as she enters his class.

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• Awful Wedded Life: He talks very loudly over the phone in one scene about how much he wants to kill his wife.
• Creepy Gym Coach: A pretty textbook example. He regularly pervs on the female students and tries to proposition Nicole for sex as soon as they're alone.
• Fat Bastard: Though not as fat as Nicole's brother, he's still very paunchy and is a sexist and racist slob of a man who is into killing girls and screwing their corpses.
• Hate Sink: Given the nature of the game as a Black Comedy, jokes are still made at his expense, but there is nothing redeemable about Coach Colby. He's racist, homophobic, overweight slob who sees underage women as objects of desire, and, worst of all, is a necrophiliac. He is the source of some of the darkest endings; not only will he indulge in intercourse with Nicole's corpse, he's also ultimately the reason Nicole kills herself in the route where she tries to play nice with everyone, as he's the source of the malicious rumor that she slept with the school sports team.
• Heteronormative Crusader: The man hates gay people so hard he created the Straight Club.
• Laughably Evil: He might be an abhorrent human being, but he behaves like such an idiotic meat-headed jock about it and is so easily duped into outing himself that his behavior winds up being more darkly comedic than just plainly revolting.
• Not-So-Harmless Villain: If Nicole actually takes him up on his offer to come to his house to have sex, he'll murder her and screw her corpse. In another route, he'll spread rumors about Nicole sleeping with the football team after she rejects him while she in a series of "hostage friendships", which would lead to one of the game's darkest endings.
• Politically Incorrect Villain: He hates gay people so much that he formed a club dedicated to straight men. He's also racist, considering he watches American History X with the ending removed.
• Villainous Friendship: Although they have yet to interact on-screen, unsurprisingly it is implied he is friends with the Counselor.

Mr. Katz

Mr. Katz

Voiced by: Christopher McCullough

The civics teacher. He takes sick leave conspicuously often.

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• Addled Addict: It turns out the reason he hardly is around to teach is because he's a crackhead.
• Early Installment Character-Design Difference: He looks very different in Re-up compared to how he looked in the original, going from having short combed-back black hair and a generic face to much more frazzled hair with graying temples, noticeably more olive skin and a much boxier head. Part of that is potentially justified by him having a major crack rock addiction in Re-up.
• Everyone Has Standards: While he’s perfectly fine with Nicole selling crack he’s disgusted that she’s using her business to commit charity fraud.
• Palette Swap: In the original game, he used to be a simple recolor of Mr. Burleday, just with black hair and no glasses.
• Token Good Team Mate: While he is willing to buy drugs from one of his students he isn’t a pedophile nor does he use his position to take advantage of his students.

Ms. Ames

Ms. Ames

Voiced by: Anne Yatco

The remedial English teacher who is introduced in Re-Up. She tries to push the importance of modern poetry on her students.

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• Bias Steamroller: She hates rap music and its associated culture with a passion. Nicole manages to get out of doing a modern poetry essay by instead suggesting doing an essay criticizing rap music. It turns out it's because she's actually incredibly racist.
• Failed a Spot Check: Ames really should have known that something was up when Nicole's report involved outright mentions of Zionism...
• Horrible Judge of Character: She's so passionate about trying to reach the remedial students that it doesn't occur to her that two of the biggest troublemakers in the school period might not really have had their attitudes changed about modern poetry overnight, especially since they repeatedly trash-talked her and her beliefs to her face.
• Know-Nothing Know-It-All: She thinks herself very well-read but completely failed to pick up on Nicole's essay being plagiarized off of Mein Kampf, or the multiple unchanged uses of "Zionism".
• Politically Incorrect Villain: Nicole assumes Ms. Ames is racist due to Ames' abject hatred for rap music and hip-hop culture. She turns out to be correct when Ms. Ames reacts positively to Nicole's essay that in reality was plagiarized off of Mein Kampf. And then, in court, it comes to light that Ames has a long history of pushing racist agendas.
• Rap Is Crap: She absolutely despises rap music and its associated culture. She frames it more as typical English teacher snobbery, thinking it holds less meaning than actual poetry, though Nicole believes it's because Ames is actually racist. It turns out Nicole's assumption was right.
• Small Name, Big Ego: She carries herself and her class as though she's teaching an AP course, when in reality, her job is just to corral the worst students in the school.
• You Are a Credit to Your Race: She apparently likes Tupac Shakur, but Nicole suspects it's only to hide her supposed racism. She was right on the money there...

Mr. Lorre

Mr. Lorre

The art teacher who is introduced in a route exclusive to Re-up. He gets Nicole expelled after she outs to the class his incredibly dysfunctional home life.

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• Awful Wedded Life: Behind the scenes, his marriage is falling apart. His wife is cheating on him with the UPS man implicitly because he won't stop paying prostitutes for sex, some of whom may or may not be underage.
• Bitch in Sheep's Clothing: Underneath his try-hard Cool Teacher cover is a pathetic man who's on the verge of losing everything in his life. And underneath that is someone who's willing to pay underage prostitutes for sex.
• Cool Teacher: He tries to be this, emphasis on tries. In practice, he's a subversion, as his attempts to make himself appear on the same wavelength as his students only show how out of touch he is. Rather depressingly, the only student who seems to like him is Jeffery.
• Disproportionate Retribution: Jecka at least is of the opinion that he shouldn't have gotten Nicole expelled over a spiteful drawing, even if it was admittedly a very personal attack that exposed his home life to the class. The fact that he labelled Nicole's drawing an act of sexual harassment, which was definitely the factor that led to her expulsion, at the very least does legitimately feel like an overreaction.
• Extreme Libido: If Nicole's assumption is correct, then he blew so much money on escorts and prostitutes that he had to foreclose his house, to say nothing of how it destroyed his marriage.
• Hate Sink: Yet ANOTHER pedophile teacher, only this time he’s a hypocrite who got Nicole expelled.
• His Own Worst Enemy: Nicole posits the idea that the real reason his wife is cheating on him is that he's already cheating on his wife by throwing out all his money for escorts and prostitutes. If Mr. Lorre got his problems under control, he'd not be having such severe financial issues and his wife would likely still be interested in him.
• Horrible Judge of Character: He trusted Jeffery with private information. Let that sink in for a moment.
• Small Name, Big Ego: Like the other elective teachers, Mr. Lorre tends to over-promote the importance of his class and views his job as something of high importance. This actually comes back to bite him when he claims to have a "high profile career" when he unknowingly solicits Nicole for sexual favors on MySpace in the expulsion route. Nicole assumes that her latest customer will be someone rich and decides to blackmail them instead, leading to Lorre's downfall.
• Stepford Smiler: He tries to play the part of the Cool Teacher, albeit very awkwardly. In reality, he's is a perpetually anxious and depressed man whose life has completely fallen apart.
• Totally Radical: He attempts to make the class's MySpace page sound important by pointing out how Owl City, who was becoming famous during when the game takes place, got his start there, only for him to botch the name and call him "Owl Town".

Nicole's Family

General

• Big, Screwed-Up Family:
  • Nicole has been a depressed Deadpan Snarker since her father killed himself and blamed her in the note. Since then, Nicole simply no longer cares for her own well being, having taken up a prescription pill and drinking habit since turning 14. Nicole would also rather convince herself she's The Sociopath (and has developed some of the tendencies to match) than be hurt again, remaining almost completely detached from other people after her dad's suicide and her mother forcing the family to frequently move across the country after every divorce.
  • Nicole's mother has been in and out of divorce court at least eight times, her implied addiction to xanax and wine being a coping mechanism to deal with her antagonistic relationship with Nicole. She's frequently shown as being at her wits end with her daughter and is one argument away from just kicking Nicole out onto the streets which indeed does happen in several routes in both games.
  • Nicole's mom has given up entirely on her unnamed deadbeat son and seems to mostly ignore his presence. While he's easier to deal with compared with Nicole due to being an anti-social shut-in, all he does is eat and plays video games all day whenever he's not creeping on underage girls on the internet. In both the original game and Re-up, he always gets arrested for possession of child porn about halfway through the game.
• Downer Ending: Not a single ending is a happy one for the family. In both the original game and Re-up, Nicole's brother is always arrested in the middle of the story while most endings either leave Nicole dead, incarcerated, disowned after one fuckup too many, or outright cutting ties with her family upon graduation (or dropping out after winning 500k in a lawsuit) and more than happy to never see her mother again, let alone reconcile. Re-up takes it further with Nicole's mom possibly dying suddenly should Jecka and Nicole snort her last beta blocker.
• No Full Name Given: Nicole's the only member of the family given a first name and no last name is ever revealed either.

Nicole's Mom

Nicole's Mom

Voiced by: Marissa Lenti

Nicole's mother, who doesn't have a particularly good relationship with her daughter. Or son for that matter. She's been divorced many times, which is one of the reasons Nicole has had to keep transferring schools.

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• Abusive Parents: Though someone like Nicole would make things very difficult for any parent, her mom often comes off as an incredibly harsh disciplinarian to her daughter and seems to care more about her academic and social performance than her wellbeing. She also outright abandons Nicole to the streets in several routes. In the one route where Nicole was expelled and forced to get a job at a fast-food restaurant, Nicole mentions that her mother would hit her for becoming a "disappointment".
• Ambiguous Innocence: Nicole's mom isn't the best parent, even if her daughter drives her right up the wall, but whether she's aware of her son's interests before his arrest remains unknown. Nicole does claim her brother is a pedo and states that she thinks her mother favors him more in a few arguments, but her mother doesn't have much reason to believe her considering their usual relationship.
• Ambiguously Bi: She is a Serial Spouse, and during the suicide ending it's implied she might be having a fling with Principle Lynn given the flirty way she said "bye, Sexy" after Lynn calls her about Nicole skipping school due to the endless harassment she was going through from guys that what her to put out.
• Aw, Look! They Really Do Love Each Other: She doesn't really care about Nicole's wellbeing most of the time, but she's appalled when Nicole tells her that Mr. White sexually assaulted her and takes the school to court. She also immediately intervenes in the ending where Nicole attempts to commit suicide by slitting her wrists and the ending where Nicole OD's on drugs.
• Berserk Button: Nicole usually escalates things with her by bring up her multiple failed marriages.
• Hate Sink: Downplayed in the original played very straight in the Re-up, she is very emotionally abusive to Nicole and straight up abandons her in two ending.
• Hair-Trigger Temper: She's rarely ever seen being in a pleasant mood, and most of what Nicole says results in her mom getting into a one-sided screaming match with her. Considering how much trouble Nicole regularly causes to herself and the rest of the family, you wouldn't blame her mom for being so impatient and quick to anger.
• Horrible Judge of Character: If her advice to Nicole about being nice to boys and her own long list of failed marriages are any indication, she really doesn't know how to be selective towards the men she goes out with.
• I Want Grandkids: Implicitly, as she outright says that Nicole will one day meet a nice boy and be over the self-destructive, borderline misanthropic spiral she's currently in. Considering Nicole Does Not Like Men, is at least Ambiguously Gay and has been dealing with her mom's status as a Serial Spouse, she is not even remotely interested in entertaining the idea.
• Jerkass Has a Point: Even though she is a bad parent, her grievances with Nicole aren't unfounded, considering that she regularly engages in anti-social and self-destructive behavior that could easily get her in jail or expelled at best, and not making any attempt to better herself.
• Mama Bear: Depending on the route, she can be very protective of Nicole, such as when she helps her daughter file a lawsuit against the school after Nicole makes fake accusations that Mr. White sexually assaulted her. Granted, if Nicole is caught lying and they lose the lawsuit, she will abandon her daughter.
• Mum Looks Like a Sister: She has an adult son but looks around as old as he is.
• No Name Given: She's only referred to as "Mom" throughout the game.
• Parental Favoritism: Although it is never called out and they don't have the best relationship, she seems more lenient to her Basement-Dweller son who is just as bad, if not worse, than Nicole. Noticeably, she never kicks her son out, like she does with Nicole in multiple different routes.
• Serial Spouse: According to Nicole in the intro, her mom's been divorced at least eight times.
• Sole Survivor:
  • In the original game, she's left as the last member of the family standing. Her son always ends up in jail for possession of child porn, a charge that ensures he's never seeing the outside of a cell ever again. Her daughter can either end up dead, disowned, in jail/rehab/a psych ward or wants nothing to do with her after she either graduates or drops out after gaining $500k in a lawsuit and moves to LA.
  • Averted in Re-up, where she can die from a preventable heart attack brought on by Nicole and Jecka snorting her prescription meds which includes her last beta blocker.
• Surprisingly Sudden Death: In Re-up, she can end up dying of a heart attack if Nicole and Jecka decide to snort all her medication at the beginning of the game. Afterwards, her death is quickly glossed over and any route that would have involved Nicole's mom will become unavailable to the player. Given the Story Branching nature of the games, it is very unlikely her death will actually stick, much like with everybody else.
• Struggling Single Mother: A given, considering she's a lower class woman whose main source of income is alimony checks and is taking care of her deadbeat adult son and antagonistic daughter.
• Took a Level in Jerkass: She's noticeably more hostile towards Nicole and even less willing to listen to her in Re-up, implicitly because she's been dealing with her daughter's shenanigans in her new school for two years now.
• Unwitting Instigator of Doom:
  • In the original game, she can be this to Nicole by encouraging her daughter to continue being nice towards the boys wanting to hang out with her. This leads Nicole down a depressive path where she forces herself to be tolerable to the boys by her mother's advice, messing up her already hectic life cycle by what she calls "hostage friendships". The only story paths from here on is Nicole committing suicide or being instituted into a mental ward after Nicole's mom walks in on her attempting to commit suicide.
  • In Re-up she actually serves as this to Emily. Confronting Nicole after she doesn't come home until one in the morning leads to a heated argument between her and Emily. Winning this argument by making Nicole's mom storm off is what convinces Emily to flush her anti-psychotics down the toilet, kicking off a chain of events that leads to Emily all but forcing Nicole into a Suicide Pact which ends in her suicide in Ms. Ames' remedial English class and Nicole's own near death via an overdose.

Nicole's Dad

Nicole's Dad

Nicole's deceased Dad who committed suicide, which set the stage for her to become the bitterly jaded and depressed girl she is by the start of the game.

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• Ambiguous Situation:
  • Nicole dismissively refers to her dad as her "second Christmas" when recalling his death in the original game's intro and claims to Jecka near the end of the Prison route that her parents were "mean to her". While Nicole has every right to be angry with her father blaming her in his suicide note for seemingly no reason, it's ultimately left up in the air as to whether she always hated him even before his death or if her trauma, frequent drug use and current personality distorts her memories of him. The only hint we get towards her feelings is her final line after Coach Colby strangles her to death, somberly saying "See ya soon, Dad" after exclaiming the rest of her family can "fuck off and burn in hell" with her.
  • How much of a Good Parent was he? Nicole's response to having to move out of a town she had finally gotten settled in after living there for two years was to storm out and go live with him. At best, it suggests that he was at least tolerable enough for her to stay with until she turned 18 while at worse, it means she's desperate enough to avoid moving again to even consider staying with him an option. What isn't ambiguous is that any qualities as a good parent he might've had fly right out the window after he explicitly blames her in his suicide note for seemingly no reason.
• Ambiguously Related: Nicole states in the intro that by the time she was 14, her mother had been married and divorced at least eight times. It's never made clear if Nicole's Father was her biological dad or if he was the closest thing she had to a decent parent by the time of his suicide.
• Ate His Gun: His method of choice to kill himself. We never see the act itself but Nicole mentions hearing a gunshot and the room she found him was painted with his blood.
• Disappeared Dad: Downplayed. He had been divorced from Nicole's mom and had moved out sometime before his suicide. However, he only lived down the street from the family and Nicole calling him her "second Christmas" at least indicates they saw each other during major holidays.
• The Ghost: The closest we get to seeing him in the flesh is his Dead-Hand Shot in the intro cutscene.
• Goodbye, Cruel World!: He left a suicide note up on the fridge with a Cookie Monster magnet. It was short and to the point, only saying "NICOLE'S FAULT''. Yeah, that'll fuck any kid up.
• No Name Given: Nicole only ever calls him "Dad".
• Plot-Triggering Death: His death by his own hand as shown in the game's intro cutscene serves as Nicole's true Start of Darkness.
• Riddle for the Ages: The only hint to why he blew his brains out was a suicide note that blames Nicole. The game never elaborates what she could've said or done to influence his decision, and even Nicole is at a loss for how she could've caused it as the event was her Cynicism Catalyst.
• Small Role, Big Impact: Never seen after the intro and barely mentioned in the main story, but everything wrong with Nicole by the time the story begins can (possibly) be traced to his final actions and thoughts.
• Spiteful Suicide: The suicide note he leaves only says "NICOLE'S FAULT".
• Unwitting Instigator of Doom: His impact on Nicole's life was immeasurable, but not for the better. His daughter walking in on the bloody aftermath of his suicide and blaming her in his note is only the first domino to fall in Nicole's descent into a cynical, misandrist, pill popping delinquent who may or may not be a sociopath.

Nicole's Brother

Gamer Brother

Nicole's deadbeat overweight adult brother, who does nothing but play video games, eat, and watch porn. He's also into underage girls.

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• Ambiguously Related: In the sense that it's ambiguous if he and Nicole share the same father. Due to them being a decade apart in age and their mother going through at least eight divorces, it's probable that they're actually half-siblings, though they're never acknowledged as such.
• Basement-Dweller: He fits all of the tropes of the stereotype, being an unemployed adult still living with his mom who does nothing but play video games and eat all day. He takes offense to actually be called one by Nicole however, because his room isn't in the basement.
• Big Eater: As his obesity indicates, he's an absolute glutton. In one route in Re-up, he makes Nicole buy him a pizza topped with nearly every kind of meat available while also secretly keeping McDonald's stashed away so that he'll have two lunches. And in the follow-up, after he gets arrested for watching CP, he asks Nicole over the phone to bake that pizza into a cake so that he can eat both while detained.
  Jecka: Holy fuck he's fat.
• Disappointing Older Sibling: To the nth degree. Nicole has absolutely nothing positive to say about him due to him being a gluttonous deadbeat who's into girls below the age of consent.
• Fat Bastard: Nicole's brother is very overweight and is a porn-addicted Basement-Dweller who is into underage girls.
• Hate Sink: Another Pedophile only this time he lives with Nicole … and her being his sister doesn’t stop him from being a creep.
• No Name Given: None of the characters ever refer to him by any name, and his text box just calls him "Gamer Brother".
• Practically Different Generations: He's a decade older than Nicole, which makes the fact that he's a complete deadbeat even more noticeable.
• Promotion to Parent: In Re-up, he can become Nicole's guardian if their mother dies due to a heart attack as a result Nicole giving her last beta-blocker to Jecka. Although he is not fit for the position, Nicole is 17 at this point and the two financially have enough money to last until Nicole graduates.
• Psychopathic Manchild: He's unemployed and mooches off of his and Nicole's mom so that he can do nothing but play games and watch porn all day. Said porn happens to feature girls who are way too young.
• Small Role, Big Impact: Besides Nicole's dad committing suicide, he's the reason Nicole had to transfer schools again in the intro, as he got everyone evicted from their previous house by downloading illegal breakbeat mixtapes.
• Unexplained Recovery: Not in the sense of bouncing back from a horrible injury or death but rather returning after being arrested with no mention of having been in prison. He can wind up getting arrested for watching CP, but the Megan route has him make an appearance regardless.

Other

Mall Cop

Mall Cop

Voiced by: Joshua Tomar

A humorously overzealous Mall Cop who hates his wife and takes his job way too seriously.

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• Affably Evil: When not threatening to kill people he’s a pretty chill guy … helps that he’s one of the few male adults in the game that isn’t a pedophile.
• Awful Wedded Life: If his marriage was any good, he wouldn't be ranting about how much he wants to shoot his wife now would he?
• Ax-Crazy: He shoots Nicole for shoplifting and even brags about it. He also angrily expresses a desire to kill his wife and threatens to shoot Jecka for reminding him of said wife. Definitely not a sane guy.
• Berserk Button: Goes on a hilariously angry rant on how much he hates his wife and wants to shoot her when he realized how similar Jecka looks to her.
• Book Dumb: If Nicole and Jecka try to hit on him to look the other way, he'll ask them their age, which they try to skirt around by saying that adding them together would equal 34. He catches on that he'll get their actual ages by dividing the number in half, but it takes a really long time for him to get the answer and the number he comes up with is completely wrong.
• Casting Gag: Joshua Tomar tends to be the butt of quite a few jokes on his native OneyPlays let's play channel, with his fellow cast members frequently joking about how he's secretly a invokedviolent psychopath. Here, he's playing just that: A needleessly violent Rabid Cop who shoots a girl for shoplifting.
• Disproportionate Retribution: Shoots Nicole five times for trying to run after getting caught shoplifting a $12.99 CD.
  Mall Cop: Maybe now you'll think twice about breaking the law.
  Jecka: You shot five bullets so she'll think twice next time?!
• Dissonant Serenity: Never raises his voice even after shooting Nicole... until looking at Jecka starts reminding him of his wife.
• Everyone Has Standards: Despite being less than savory of an individual, Nicole and Jecka attempting to offer him sexual favors does nothing to entice him when he learns they're minors.
• Hair-Trigger Temper: He's a fairly pleasant guy... until someone commits even a minor offense, or worse, reminds him of his wife. Mall Cop has severe anger issues that he is willing to leverage against suspects to get them to comply.
• Juggling Loaded Guns: Shot at Nicole with his eyes closed. According to him, doing so is a invokedSelf-Imposed Challenge among the cops in town.
• No Name Given: His text box just calls him "Mall Cop".
• Non-Indicative Name: Despite the name given to him, he's not really a Schlubby, Scummy Security Guard working at the mall, but rather he's a mall cop as in an actual police officer. He keeps the name even after being reassigned as a School resource officer after shooting Nicole.
• Not Distracted by the Sexy: It's a really low bar, but one positive about Mall Cop is that he's one of the few adult males in the cast who doesn't fall for Nicole's attempts to seduce him, as he rightfully identifies Nicole is trying to weasel out of punishment. Not that that means he's too keen on his wife, granted.
• Suddenly Shouting: "Y'know you remind of my wife a bit. I WANNA FUCKING KILL MY WIFE!!"
• Unishment: His retribution for shooting a schoolgirl over a $12.99 CD through the leg in such a manner her life was imperiled is to be reassigned to a school as a security guard so he can reestablish trust in the youth. Not only is he nonplussed by this, Jecka suffers a brief PTSD attack when he shows up, meaning she suffered more for his punishment than he did.