The chuck hole being the hole in the door that you are served food through in jail or prison so you can be served while the door is still locked. A chuck hole gangster is an inmate that yells through the chuck hole about how bad ass he is but then can't back it up once the door is open.
Man I thought that black kid was probably very good at fighting the way he talked.....but when the doors opened we saw he was just a chuck hole gangster.
by Vera Chainsaw August 12, 2021

When one does a large shot of methampehatimes and kills a large number of brain cells … therefore being stuck on a pointless task
by Camero December 9, 2022

by matildaallen November 13, 2017

This day lands on June 15 ,and it is a day where you get to chuck your grandma down a flight of stairs to your hearts content.
Person 1: Hey grandma... You know what day it is.
Grandma: No sweetie I don't know what day it is
Person 1: Follow me up these stairs, and stand at the top with me and don't move
Grandma: Okay
Person 1: <Chucks grandma>
that's national chuck your grandma down the stairs day
Grandma: No sweetie I don't know what day it is
Person 1: Follow me up these stairs, and stand at the top with me and don't move
Grandma: Okay
Person 1: <Chucks grandma>
that's national chuck your grandma down the stairs day
by Eternal_ May 21, 2024

Chuck is a social and gregarious man. He is well-traveled and enjoys new adventures. He thrives in warm weather and loves the beach. He is passionate about good music and delicious sushi. He genuinely loves his family and friends and would lay down his life to protect them. He has always been sexy but gets more handsome with age. Chuck is one of the luckiest people. One might say he was born with a shamrock up his ass. Men want to be him. Ladies pursue him. Chuck is really just a humble, self-made guy that loves life.
by Staci1971 December 20, 2016

Doesn't necessarily have to be on a drunken night out, but when a mate goes out actively looking to hook up with married or females in a relationship.
by Jshab November 25, 2021

I don't actually know if that guy even works on our floor, but he's so Chuck I think he gets away with it
by Macsyourguy May 8, 2019
