Headmaster is a person who is extremely proficient in luring girls in (of any shape and size) to receive head. Also known as fellatio for you virgins out there.

However do not make the mistake to assume the headmaster is not a virgin. In most cases, the Headmaster is almost always a Virgin.
Monzy: Oi i got head from Raveena last night. She nearly ate my dick off

The Boys: Raa! Naa, how'd you pull her? You're defo the headmaster akhi!
by virgin4lyf October 21, 2014
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The master of heads.
Sent to make your life at school hell.

The headmaster is often female and loves performing fellatio.
The headmaster's award is for cock-sucking.
Guy 1: The headmaster has mastered the head
Guy 2: And cock-sucking.
by Avingo255 February 14, 2020
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