by Rideordiebaeby November 17, 2016

by bootycashierbarista March 14, 2017

by nigfitz123 May 4, 2022

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

A young man who seems to be a very black individual and smells like complete shit. You don’t want to be around him unless you want your bets clothes to smell like fucking ass. Avoid this man at all costs.
Danny: Yo who is that walking?
Andres: I don’t know could that be..?
Danny: OH SHIT ITS THAT NIGGA WEDGIE BOOTY!!!!!!
Andres: I don’t know could that be..?
Danny: OH SHIT ITS THAT NIGGA WEDGIE BOOTY!!!!!!
by dannylovesbigbigbigbooty March 2, 2023

The act of putting foreign liquids (usually alcohol) into someone’s ass, stirring it around and then having said individual shit it out into cups before a party and then watching as members of the party drink out of the cups unknowing of the process in which the drink was made.
by Boinkysploinkey February 4, 2022

by Anton Penisberg (real name) December 4, 2023
