When one is having anal sex with someone, the reciever squirts diarrhea out of their anus and onto the penis of the other person, as if they have struck oil
Person 1: Woah, you got anal?!
Person 2: Yeah but they pulled an oil drill on me.
A sexual act where a man attempts to forcefully tear or penetrate the partner's underwear fabric with his penis to eventually insert it into the partner's anus.
She was curious when I asked her about the oil drill position but it didn't work when we tried it because her panties had polyester in them. I didn't strike oil, unfortunately.
The sexual act where a man defecates in a toilet, forces a woman's head into the toilet, then proceeds to flush it while having anal sex with the woman.
Bruce: Damn, Sally was being a total cunt last night.
Borris: Shit man, so what did you do?
Bruce: I totally Cuban Oil Drilled her
Borris: NICE!!! She totally had it coming!
Bruce: Yeah, but then she puked all over me so I did it again.
When the female does a handstand and spreads her pussy. the male then shits in her pussy and bangs it down with his cock, railing her like a drill. the female then queefs the crushed and wet shit out, causing it to spray the room. the oil refers to the shit erupting out of the female.
"Brandon preformed a Shrewsbury Oil Drill on Chloethe other day, she had scat in her fanny for 2 days!"
a sex move where the female is positioned on her upper back with her butt facing upwards (her feet behind her head). the man is on top penetraing her anally (thus his thrusts are vertically oriented, like an oil drill) he then pulls out very quickly causing the female to shi uncontrollably, as if the drill struck oil.
hey steve i heard you tried out the texas oil drill last night
Short-hand for the word floccinaucinihilipilification, meaning the estimation of something as valueless (encountered mainly as an example of one of the longest words in the English language).