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Headster 

Headster is a term used to describe individuals who are hybrids of hipsters and hippis (they're too young to actually be hippis but more accepting main stream cultures).

Music that has a surreal jazz, blues, reggae, funk, classic rock, folk/blue grass influence (or any combination there of) are considered music genres listened to by headsters.

Headers listen to obscure music of yesterday(such as live jam tracks from The Grateful Dead,Led Zeppelin deep tracks, Jethro Tull, Bob Marley, Frank Zappa, the solo work of John Frusciante, the Allman Brothers, Simon and Garfunkel and various other artists who have influenced the hippi culture but whose deeper tracks remained out of view of today's popular music culture and are still too main stream for hipsters.

(MGMT and Sublime are examples of contemporary bands that are too mainstream for hipsters but suit the needs of a headster). Music groups and solo albums that are offshoots of popular bands are also accepted as well.

The term headster is also derived from the relationship the term "head" has with marijuana. Headsters traditionally smoke weed and consume different types of foods that contain THC. Headsters own some form of paraphernalia and have multiple hook ups. Alcohol is also accepted but there is more focus on mind altering substances.

It isn't rare to see a headster drinking tea but it is to see a headster hanging out in a coffee house.
Examples and further explanation (to better explain the differences between Headsters and Hipsters):

Thrift stores are sought out by headsters, since they live bohemian life styles similar to hipsters but actually have a decent sense of fashion. Thrift stores contain articles of clothing that can seem awesome and hip all while being unique.

The clothing headsters wear can range between band shirts to Baja Hoodies (drug rugs)and sweaters that aren't as loud as the traditional hipster sweater. Hemp necklaces, bracelets and beanies are required accessories for a headster, but are not required to be worn at the same time. Vnecks are optional since it is more of a hipster trait.

A headster is typically between the age of 15 and 25. Headsters seek a better version of themselves as well as inner peace. It is not required but 99.67% of the time headsters play an instrument because of the frequent jam sessions that occur when ever two or more headsters are together for more than 20 minutes.

See examples below

"Dude, those headsters down the hall are so baked."

"Dude, did you hear the jam session those headsters had? It was amazing!"

"Dude, did you see those headsters that just got out of the elevator? They all had giant cups of ice cream. They got the mad munchies."

Headster: "Man those hipsters are so condescending."
Headster by Gin of Gin and Tonic October 25, 2011
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headmaster

headmaster, n.

(1) the principal of a school or similar educational institution

(2) someone who is really good at oral sex
I got sent to the headmaster.
headmaster by IKEA May 12, 2004

hellwater 

Basically this is a mixture of cig butts, chew spit, removed wads of chew, and a small amount of faygo cola... also speculated to contain trace amounts of HEET (fuel additive) This brew is unknowingly consumed by those who are extremely intoxicated and results in near immediate regurgitation.
Bitch Bennett drank the hellwater in the crack shack.
hellwater by exDoughboy49829 March 31, 2005

HeadMate 

A headmate is an "Alter" of someone who has Dissociative Identity Disorder. A headmate is their own person who has split off from the original person's mind, who has their own separate wants, goals, needs, gender, age, etc.

These headmates are usually formed as a coping mechanism, helping the person with DID to survive the traumatic experiences that they have been a victim to. A collection of headmates including the host is called a Multiple/Median System.

Due to the large amount of systems on Tumblr, it has been wrongly labelled as a "Tumblr trend" and been accused of mocking mental illness, despite it being a mental disorder in itself.
headmate,alter,DID,dissociative identity disorder,mental illness,tumblr,system,multiple,
HeadMate by 6yrhters April 24, 2016

Headmaster

head·mas·ter
/ˌhedˈmastər/
noun
(especially in private schools) the man in charge of a school; the principal.
The headmaster appears to have everything under control.
Headmaster by kaosmoker September 30, 2018

Headmate 

Someone who shares a physical body with one or more people, or someone in a plural system. This term was coined by non-traumagenic systems, though it can be used by any kind of plural system.

A headmate is also sometimes known as an alter (though mostly in traumagenic systems), or simply system members.
We got a new headmate today.”
Headmate by sonderwrites September 22, 2020

headmaster's duty 

The act of soliciting for the purposes of prostitution, i.e. a girl "working" in a bar, usually with unnecessarily revealing skirts and tops.

Has its origins in South London; etymology rumoured to be an oft-absent headteacher caught soliciting in the late 1970s. In order to avoid direct reference, the claim that he was doing his 'duty' evolved into 'headmaster's duty'.
I think she's probably up for a bit of headmaster's duty