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drilling 

giving a girl the ultimate ass fucking of her life!!
person 1: so how'd it go wiv lauren last nite
person 2: i gave that cum soaked bitch a good drilling
person 1: nice one!!!

Drilling 

1. fucking real hard

2. studying real hard

3. actually drilling. if you don't know what
drilling means.. go check wikipedia or something..
ex.1
guy#1: dude, i drilled Cindy so hard yesterday
guy#2: nice! high five!

ex.2
guy#1: after i had drilled Cindy, i really drilled on those textbooks.

ex.3
guy#1: god damn roadworks, the drilling kept me awake the whole night.
Drilling by Creepy Uncle Steve November 5, 2010

DRILLING 

Drillings are man who are not worthy enough to have the drilla title (trp). Drillings can be promoted to Drilla by another Drilla who has recognised an act of worthiness.
Ebenezer (trp): "look at all these drillings yh, silly guys"

Matty Batty (trp): "ofc ofc"
DRILLING by Its_Just_MATT13 May 15, 2023

Drilling 

A gay sex term. Male 2 is upside down and Male 1 is above him. Male 1 sticks his penis down into Male 2 and "drills" him.
He is drilling that guys ass.
Drilling by Crop Dusting June 27, 2014

Drilling 

When someone or something is particularly annoying, especially in a pestering, hassling or repeated way.
My neighbour plays loud music at 3am every night - so drilling.

You said that already, stop drilling me!
Drilling by yowwch September 25, 2019

drilling 

A “Drilling” the act of someone “gooning” (where someone is too fried)
And you proceed to fuck with them as in making gibberish noises to them, saying (e.g person) knows and making them second guess everything and tweak out.
He was so baked last night he got drilled

All we do when we get fried is cause drillings
drilling by MasterBlazer August 8, 2025