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1. Doggy style sex that includes taking one's middle finger, inserting it into the girls asshole, making a hook-like shape with said finger, pulling up as you pound her guts below.

2. A crude poorly made construction tool that will never make it to market
" The welds on this Hookdrill look like the frothy cum that bitch leaked out the other night after i Hookdrilled the shit out of her ass "
by DaddyWI January 04, 2019
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Aug 7 Word of the Day
A celebrity free pass is an agreement between you and your significant other that if you meet said celebrity and there is an opportunity to sleep with them, your partner cannot get mad at you for doing so because you had agreed before hand that this person was your celebrity free pass. It is ideal if both of you in the relationship choose a celebrity free pass so that the playing field is even.
Julia met Drake at a bar, and hooked up with him, knowing that her significant other could not be mad at her, because Drake was her celebrity free pass.
by gingerale011 March 25, 2011
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1. When a girl is getting eiffle towered by two dudes, the dude getting his balls sucked hooks 2... maybe 3 fingers into the girls asshole (a fist for experienced hookdrillers); while the dude blowing her roast beef out doggy style swaps to her fart box. The fingers must be inserted while the dick hammers the shit slinger.

2. An amazing way to break drill motors and bits. Perfect for the home worker who could give a fuck less about his tools.
Group 1: Hey guys what're you doing tonight?
Group 2: Ah, fuck. Probably hookdrilling Devins mom.
Group 1: Hah, good luck with the sloppy seconds.
by boiler January 30, 2019
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