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A combination of the words "Drinking" and "Chillin."
Monica Lewinski: Hey Bill! What are you doing tonight?

Bill Clinton: Not much, just drillin at the crib. If you come over I'll flick your bean.
by Saywhatwho? September 12, 2009
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2
Irrepressibly attractive; Sexier than real life; an attraction so intense it causes physical pain.
That girl is DRILLIN holes through my brain, man.
My shorty is drillin harder than a dentist.
Where's my snare? I'M DRILLIN hard.
by Pey Wei, Claireistotle September 21, 2010
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3
Extremely positive. Can be used in a few different ways.
I'm drillin' now!

That's drillin'

I hope your day is drillin'!
by Insane987 August 29, 2017
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4
A drill is a gun
A drillin is a murder wid da gun
Drillins is multiple bodies bagged wid da 44.
Man tinks he can take from me, mans gonna pull up wid da 44 in da 4 door and do some drillins
via giphy
by Drilltown4x4 November 15, 2016
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