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head boy 

least likely to incite school riot out of all other boys/males/masculine persons in the educational institution, usually a secondary or primary bc that shit childish af
The head boy doesn't give head, he's just really good at sucking off the teachers.
head boy by headboylover November 23, 2022

head boy summer 

whence a particular young leader finds himself single in the lead up to the best summer of his life. he will conquer all the bitches.
"Want to go to Rickstein's on Saturday night?"
"I'm breaking up with you"
"fuck it HEAD BOY SUMMER"
head boy summer by ilovesweetpopcorn February 28, 2023

i'll whoop your head boy 

50 cent's way of saying he'll kick your ass.
"I'll whoop your head boy, you know I will, I'll whoop your head boy, with the back of the steel."

Dead head boy 

Someone who is no fun and always ruins a good day out. They have no creative mindset and express very pessimistic opinions when it comes to someone using their imagination.
Man he's no fun, he just a dead head boy.
That dead head boys imagination is limited to the size of a pea.
Dead head boy by SuckMyJoe July 19, 2018

big head boy 

big head boy by lil b November 2, 2003

bobble head boy 

A bobble head boy is someone who has a big head but has no brain, they call people stupid names like narc.
Person 1: omg they are such a bobble head boy

person 2: i know right, they’re so stupid
bobble head boy by imsocool16 November 23, 2021