Hi, I was curious if you had any specific headcanons for the preps. I really like derby and pinky and could see them having a sibling dynamic
โก-) Hellooo <3 thank you so much for your ask! ^^/๐ท and sorry for taking a bit to answer x(
I love the Preps, my trust fund babies๐ญ๐ ofc I do! I warn that my headcanons always have lots of jokes and humor, some are serious but most are silly little stuff!
I will give headcanons to each prep and then ones for Pinky and Derby with a brother-sister bond โก. I really hope you and everyone who reads this likes it!
๐ท- DERBY HARRINGTON
โเญจเญงโ He has high cholesterol from all the imported cheese he eats. How did he discover that? He insisted so much to his family's personal doctor that he wanted to see and get his "blue blood" tested that they had no other choice but to do it.
โเญจเญงโ Derby can't swim very well but pretends he can. He claims he prefers "yachts over pools", but in reality he panicked when his feet can't touch the floor in water and starts paddling like a dog.
โเญจเญงโ Derby has never (and will never) carry his own books to class. If there isn't anyone to carry them, he will simply not bring them.
โเญจเญงโ Back to his "blue blood", he has a family tree chart on his room at the Harrington house, and looks at it every morning with a half smug/half prideful smile... Nobody has the heart to tell him half the names on there are probably made up.
๐ฅ- BIF TAYLOR
โเญจเญงโ He wakes up at 5 am to practice. Everyday. Even on weekends. On his birthday he wakes up at 4:58 am exactly. Everyone thinks he's slowly going insane.
โเญจเญงโ Bif eats ridiculous amounts of food, after all, he burns lots of calories by exercising.
โเญจเญงโ He actually likes dumb action movies, but would never admit it, he just brushes it off by saying he just takes inspiration in some moves.
โเญจเญงโ It's rare to make Bif laugh so hard he cannot control how his laugh sounds, but when it happens, he laughs exactly like a foghorn. No amount of attempts the Preps make at looking classy can save them when it happens.
๐ง- TAD SPENCER (my baby๐ญ๐ฉท)
โเญจเญงโ Tad's fake accent gets so strong when he's nervous that he sounds exactly like if Winston Churchill swallowed a dictionary.
โเญจเญงโ His webbed toes make swimming weirdly easy for him, but he refuses to swim infront of anyone as he is terrified of anyone seeing them.
โเญจเญงโ He flinches slightly whenever someone raises his voice at him, doesn't matter who. Thank that to his rough home life.
โเญจเญงโ Tad adores playing board games, especially ones that require strategy. He tries to get any preppy to play with him from time to time, as he didn't have anyone to play them with when growing up.
๐- PINKY GAUTHIER
โเญจเญงโ She collects expensive jewelry as a hobbie, especially rings. However, she tends to loose some as she is a bit careless.
โเญจเญงโ Despite what it may seem at first, Pinky is extreamly observant, to the point of it being scary, as she can notice and remember stuff any other prep would just look past of.
โเญจเญงโ LOVES fashion with all her heart. She will just inherit her parents business and that's it, but if she didn't have to fit into the molds she would definetly be a fashion designer.
โเญจเญงโ Pinky has a diary, and not any diary: a very detailed one in which she writes gossip, doodles and her thoughts of everyone in Bullworth. Specially, she tends to do either little drawings or write the name of the boy he likes that week in the margins.
๐ก- PARKER OGILVIE
โเญจเญงโ He gets distracted by girls constantly, this is a canon fact. But it gets to the ridiculous point of once walking into a locker due to a cheerleader walking by.
โเญจเญงโ Parker is the worst liar in the clique. His face gives away everything.
โเญจเญงโ While the rest treats them like status competitions, Parker actually enjoys regular school activities (like dodgeball, for example), also because he gets to kind of "hang out" with more people. Somebody give this poor boy a friend.
โเญจเญงโ He always smells like something citrus mixed with whatever expensive stuff his multiple colognes have, it's his favorite smell in the world and he refuses to smell differently. Also, he puts a bit too much on him, how unclassy.
๐- CHAD MORRIS
โเญจเญงโ Chad always carries bandages on himself. He tells everyone he needs them after practice, and it's true! Well, half true. The other half is that he likes trying out silly moves he saw in films and hurts himself on accident.
โเญจเญงโ Once shouted "my delicate features!" in all seriousness when almost punched in the face. He still hasn't lived that down.
โเญจเญงโ He is learning to play the flute, stating it's an "instrument of refined warriors", totally not because he just simply thinks it sounds good.
โเญจเญงโ Chad complaints, a lot, to the point it's humorous. He complains about food, people, humidity and, surprisingly very often, air quality.
๐ณ- JUSTIN VANDERVELDE
โเญจเญงโ The biggest athlete enthusiast you will ever meet, he treats sports like noble Olimpyc callings.
โเญจเญงโ It's no secret Justin is obsessed with anything related to Greece, especially it's story. He once tried to write similarities between Spartans and the Preps... That page is still blank aside from the title in his notebook.
โเญจเญงโ Absurdly obsessed with swimming and will challenge anyone to beat his record. Tad hates seeing him coming.
โเญจเญงโ His friends think the egg-throwing thing is a form of bullying, like any other normal person would. It is not, Justin just truly believes it's hilarious and doesn't think much about it apart from that.
๐- GORD VENDOME
โเญจเญงโ The one who skips classes the most, by a long shot. Some greasers even call him "tourist".
โเญจเญงโ Spends his Sunday afternoons polishing his shoes because, when he was 7 years old, a random boy said his shoes were dirty. Yeah, he is that petty.
โเญจเญงโ When drunk, he is the most affectionate out of the preppies, to the point he starts reciting poetry he claims he wrote, he did in fact not wrote a single word of whatever nonsense he's saying.
โเญจเญงโ Has lots of moles (beauty spots? Idk how to say it in English lmao), especially on his back and legs.
๐ธ- BRYCE MONTROSE
โเญจเญงโ He has a habit of overusing big words to sound smarter than everyone else.
โเญจเญงโ Extremely competitive: doesn't matter if it's boxing, grades (unlike the rest of the preppies that don't care much about studying since they don't need to)... He actually gets really pissed off when someone is better than him.
โเญจเญงโ Really bad at drawing. Not only does he rarely practice apart from silly doddles when he's bored, he just isn't good at putting in paper what he sees in his head.
โเญจเญงโ Always carries a little heat pat on his pocket, as his hands tend to get very cold easily.
๐ฅ - DERBY AND PINKY
โเญจเญงโ Pinky privately calls Derby "Derbs" to piss him off, and will do it publicly if he pisses her off.
โเญจเญงโ She loves stealing Derby's stuff, especially his watches, as they "looks better on her". Pinky's words not mine.
โเญจเญงโ When Derby gets sick, which is very rare but still happens, he is the worst sick person imaginable: he can have a little fever and be laying in bed fakingly struggle to breathe like a Victorian child, telling his maid to bring him a paper and a pen to write his last words. Pinky refuses to call him anything apart from "Your dying majesty" when he's like this, and will also definetly wave an ibuprofen infront of him... Too many times.
โเญจเญงโ Derby constantly scolds Pinky like an older brother, telling her to "be a lady", then she kicks him under the table in a very lady like manner.














