Pride Drilling 

Pride Drilling is when two men engage in anal sex, specifically during the month of June.

Dude, it's June! You down for some Pride Drilling??

Pride Drilling by Desertdude48 July 25, 2022

John Drillinger 

A modern-day bank robber who packs a DeWalt 20V Max Cordless instead of a Glock, and bores open vault-doors using 1/2" cobalt and titanium twist-bits instead of dynamite.

Since wielding a power tool is usually less intimidating or "convincing" than brandishing a loaded firearm, John Drillinger usually works at night when da bank is closed, and thus he doesn't have to rely on da compliance of others to gain access to da desired loot.

John Drillinger by QuacksO April 12, 2023

Drone-drilling 

Using a drone for sexual purposes.

I came during her blowjob and she wanted to come too. So I got the drone out, attached the vibrator and gave her some drone-drilling until the battery died.

Drone-drilling by Dragon Venom June 17, 2025

North Dakota Oil Drilling 

When your doing anal with a girl and shit starts spuing out of her asshole

"Yesterday when I was fucking Sarah I went North Dakota Oil Drilling."

North Dakota Oil Drilling by Big Poppy G May 8, 2017

Red Neck Drilling 

The act of taking a rake and shoving it into one's anus, making rapid twisting motions.

Yo, I heard was Red Neck Drilling the fuck out of Nate's sister in the locker room this morning!

Red Neck Drilling by Windex_Weekly May 25, 2018

Chilling Chilling Pussy Drilling

When The Sara is the Chilling

Hey im the Sara and im chilling chilling pussy drilling

Chilling Chilling Pussy Drilling by Bondoodle Boys October 20, 2025