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Leo is the main antagonist of the 2019 sci fi horror musical tie-in film K-12, the partnering piece to the album of the same name by Melanie Martinez and also acts as the main antagonist in the music videos for the songs Detention and Recess.
He was the second principal of K-12 Sleepaway School following his father's death at the hands of his former students, he later grew bitter upon hearing of a plot from Cry Baby and her friends to overthrow him leading to him going mad with power.
Not much is known about Leo's childhood and early adolescence aside from him being the son to the original principal, and seemingly had a decent childhood.
Leo was appointed principal of K-12 Sleepaway School after his father's death and first appears after a food fight broke out in the cafeteria. Demanding to know who started the fight, Kelly screams to him that it was Cry Baby's fault resulting in him placing her in detention. In the detention hall it was revealed that every student in there was tied to their seats and drugged, something which was also forced upon Cry Baby after Leo had left. He set her free reasonably quickly though.
Sometime later when watching students from across the school on monitors surrounding his office he notices Cry Baby and her friends and spies on them, realising they plan on overthrowing him just like they did his father. Enraged he descends quite quickly into madness and begins concocting a plan. He starts off by asking Cry Baby to his date to the dance, taking credit as the person who left her an invitation anonymously when it was actually one of his students Ben.
On the night of the dance he announces to all of the patrons from his office that he will not be overthrown and knew that he was being plotted against before forcing them all to dance until they die of exhaustion. Unbeknowst to him however Cry Baby also skipped out on the dance and uses her powers to trick him into thinking she's an attractive woman around his age. Fooled and instantly wooed he begins making advancements on her before she requests they go into the closest if they have sex, which he accepts. Once he enters however Cry Baby returns to her original form and locks him inside, sending him into an even further fury.
By the time he breaks free from the closest Cry Baby had already succeeded in reverting his damage and with the help of Ben used a giant spit bubble to incase the school and send it rising into the sky. In a fit of sheer fury Leo stands on his balcony, screaming before disappearing in a cloud of fog along with the school.
It's unknown if Leo was killed from suffocation from being intombed in the bubble or when the school and himself vanished or if he was simply cast out to another location.
Leo's personality is an enigma of sorts, although he's evil he is also rather reasonable (at first) and doesn't seem to run the school nearly as badly and cruelly as his father does although he does allow some inhumane punishments such as how he allows students in detention to be drugged and brainwashed.
After hearing of Cry Baby's plan to overthrow him however Leo's personality took a turn for the worst, with him becoming a cunning, manipulative, paranoid and sly sadist who became determined to stop any possible mutiny against him, whatever the cost.
He does still have his nicer sides to him however exemplified best when he asks Ben with genuine concern and apology in his voice if he's alright after bumping into him in the hall on his way to manipulate Cry Baby into going to the dance with him.
Leo, was a tall, muscular young man with pale skin and brown hair styled into a pompadour. He is always seen wearing the same outfit, a white collarless shirt paired with light grey trousers and pale pink suspenders.
In spite of being the main antagonist he is arguably the least evil villain in the entire film (aside from Cry Baby as the protagonist villain) since his descent into madness was a result of his own feelings of betrayal, although his methods of running the school beforehand were by no means humane.