The deepest, darkest, most unfathomable unspeakable underbelly of human depravity. I.e. where memes come from.
by A4chan November 15, 2019

When you experience an inconvenient hole (or holes) in your pants/shorts. Therefore exposing your ball-sack as this ailment typically only impacts the ball carrying human.
by Laza December 30, 2021

This is a slang term used mainly between gay or gay-friendly people. It refers to the asshole or anus which is located between a human's buttocks (i.e. ass, bootie). Thus we get bootie hole, or the hole in your bootie. The use of this term implies that both the person speaking it and the other person in the conversation are reasonably knowledgeable and accepting concerning anal sex. So it is best to confine your use of this term to gay tolerant locations such as gay bars where gay identification will not earn you a punch in the face. Straight acting males may pretend to be puzzled.
Sexual invitation: You wanna play with my bootie hole? Semi Straight Guy Replies: No homo, man! I don't do shit like that! But later in the evening the Semi Straight Guy may reply: Man, do I really look that gay? And at closing time you might hear: Your place or mine? from the very same dude. Between out and out gay people, one person might say: Don't be fooled by the steel toed boots on that whore. I bet that sluts's bootie hole is bigger than a three-car garage. The queen on the next bar stool might reply: I've heard you can park a semi trailer in there.
by Uncle Herbie January 24, 2011

When your dick can't handle anymore asshole so you gotta tag your friend in for help to finish the job.
by CorgiFarts June 4, 2017

Literally the act of punching someone in the opening of the male penis. Has to be male. Can't be female. It doesn't work that way. This saying is used to express extreme frustration toward one person or an object. For some BDSM people.. this could be a turn on. This is also used with sexual frustration.
by Johnisdead November 28, 2017

by Akermouse88 March 31, 2021

by spider monkey69 May 6, 2011
