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Core Drilled 

Vaginal or Anal sexual penetration that is performed by a large, lengthy, girthy cock or dildo leaving one's orifices gaping and wide open until they eventually snap back shut.
Roger is extremely endowed and he core drilled Tonya's tight little ass and left her winker sore and raw.
Core Drilled by Eaton Holgoode June 19, 2015
Man, Ty, you drilled that fuckin' cum-guzzling whore.
Drilled by HJTY September 2, 2003

drilled mud 

Dude, I just tried to fart but drilled mud instead.
drilled mud by Jack Goff October 8, 2006

Drilled a well 

When you cannot get an erection for regular vagina sex so instead you have anal sex
Max could not get an erection to have vagina sex with Sara so instead he drilled a well.
Drilled a well by Sex pot 74 October 22, 2016

guild before drilled 

The nerd WoW equivalent to Bros before hoes. It states that a guild member must put the members of his guild before sex, as far as priority goes.
I have to bail on WoW tonight guys. I'm getting laid.

No, bro! Guild before drilled!

Drilled to Perfection 

The perfect combination of foreplay, sex acts and post coital affection giving way to complete sexual gratification.
I just left Rachel's house. She's still basking and savoring last night as she's drilled to perfection.