Hole Caddie

One who is provide their hole (mouth or anus) to a single handler for pleasure or servitude.

Ben was Big Black Mike's hole caddie in jail for 15 years.

by Huncho Don August 7, 2025

Hole In one

When you stand over a girl and jerk off and the the cum lands in her pussy mid air

Yo dude I made a hole in one in vanessa from the roof!

by bdriggy September 28, 2025

Hole Ass

An inverted asshole.

When somebody calls you an asshole, you can simply reply by calling them a hole ass. Thus flipping the insult onto them.

by ItzScenic October 16, 2025

Hole Roulette

When you alternate between the ass and pussy hole and where you bust is a surprise.

Got that bitch drunk and played hole roulette.

by DLW 513 November 25, 2025

Choke Your Chicken Up Your Charlie Hole

A polite way to say Go Fuck Yourself

Bobby: Hey Dave, make us a brew?
Dave: How about you Choke Your Chicken Up Your Charlie hole!!

by Greg_the_Smeg February 7, 2019

Hill Hole

A democrat who supports a neo con for president of the United States of America.

Don't blame me you smug Hill Hole, I voted for Bernie.

by OwenTate July 26, 2016

Charlie Hole

Another name for the ass hole

Dave: Bobby, I've got a right itchy Charlie Hole

by Greg_the_Smeg February 11, 2019