When Gary makes a sporting bet with Dan, no matter what team/result Gary will lose resulting in loss of funds
Dan”yep I’ll take that result off you Gary ..the Jeffries jinx will strike again...I’m a shoe in..you should have some respect
by Mr Gibbles January 15, 2019

Mike Jeffries is a crazed anthropomorphic stack of kindling and hymen flesh and who bought into his own hype machine!
by Nude Fontanelle February 6, 2009

The act of driving on a highway with an open 24 ounce tall boy of beer in your cup holder. You have to be drinking this beer while driving.
24 is Jeff Gordon's nascar number so riding with a 24 is riding jeffry
24 is Jeff Gordon's nascar number so riding with a 24 is riding jeffry
Driver: *Pounds a 24 oz tall boy of bud with a dale junior add on it*
:Passenger: DUDE ITS A FUCKIN COOPPPPPPPPPPPPPPPPP
Driver: No worries man, I'm ridin jeffry
*flips switch, car flies home over cops*
YOU CANT GET A DUI IF YOU RIDE JEFFRY
:Passenger: DUDE ITS A FUCKIN COOPPPPPPPPPPPPPPPPP
Driver: No worries man, I'm ridin jeffry
*flips switch, car flies home over cops*
YOU CANT GET A DUI IF YOU RIDE JEFFRY
by SmackoBaby April 12, 2008

A heavyweight boxer also known as the "boilermaker" who fought consistently from 1895 until 1904 beating such legends as Bob Fitzsimmons, Jim Corbett, Peter Jackson and Tom Sharkey and retired undefeated. He was like many at the time, a staunch racist, and when the legendary black champion Jack Johnson won the heavyweight title, he foolishly agreed to "put that N*gger in his place" despite the fact that at this point he was morbidly obese and retired over 6 years. After extensive training in fitness and sparring (and many more insults to Johnson), the bout was deemed the fight of the century, and the vast majority of white people bet on Jeffries despite the major fore-mentioned disadvantages. As expected, Jeffries lost in humiliating fashion while Johnson grinned and toyed with him for 15 rounds before knocking him out. Many white people were so butthurt they began killing random black people and even each other. Jeffries undefeated record was now destroyed, but he took the loss with humility and admitted he couldn't land a hit on Johnson and lost fair and square. He stayed retired afterwards, and remained a public figure until his death in 1953.
"James J. Jeffries was ruthless in the ring, but boy did he make a mistake fighting the Galveston Giant"
by Official Loser man April 13, 2022

A crazy haired freak that sits isolated from the worl in order to hide his insecurities. He is unable to see when a girl likes him and just pretends to be straight in order to hide that he's secretly gay.
by TwattyMatt November 24, 2019

The Jeffry is the experience and the feeling you have when everything is right. The worst mistake is realizing you lost Jeffry. The dance is called the Jeffry bc of him. That dance is the feeling Jeffry gives.
He doesn’t know how big his dick is and he pretends he doesn’t know that all the boys and other girls want him. Jeffry is the name of my wet dreams. Jeffry Can act shy but the party lives for him when he’s comfortable. To have a jeffry is to have all the things, the money, the friends and the adventures. The jeffry is oblivious. He needs to know you need him.
You marry Jeffry. I lost Jeffry. My wet dreams are now called Jeffry. now I hate Jeffry.
JA
He doesn’t know how big his dick is and he pretends he doesn’t know that all the boys and other girls want him. Jeffry is the name of my wet dreams. Jeffry Can act shy but the party lives for him when he’s comfortable. To have a jeffry is to have all the things, the money, the friends and the adventures. The jeffry is oblivious. He needs to know you need him.
You marry Jeffry. I lost Jeffry. My wet dreams are now called Jeffry. now I hate Jeffry.
JA
Wet dreams are called Jeffry. They are a dream that doesn’t come often, but when they do, you wish they’d never end.
by AllAssnotiddy December 31, 2023
