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This phrase comes from someone who always has or looks like they have a five o'clock shadow on their double chin.
Used to slander someone without actually letting them know why or what about. A nickname someone might think is cool but is really disgraceful.
Bill: Hey frank, Charlie always looks like he has a five o'clock shadow on his double chin.
Frank: Lets call him Five O'Clock Dub, bet he will think its awesome!
A person who wastes all their time on video games and never goes outside which makes them who they are. They can also be toxic people.
Bill: Hey Jake, wanna meet up?
Jake: Nope, I am going to game for the rest of the day.
Bill: Then you're a ninety-five gallon sweat you bozo!
Jim gives a high five motion to Matt from across the room, who returns the same motion, thus completing the wi-five.
A term used by the Virtual Reality gaming YouTuber by the name of EddieVR to refer to the Five Nights At Freddy’s series. The term was first coined in his second episode of his playthrough of FNAF Help Wanted where he was looking at the abbreviation for said game. It has since stuck with his fanbase
Eddie: Guelcome back to Five Nasty Ass Fools!
Ejaculating on a five dollar bill and throwing it at a stripper
The stripper's hand was all slimy after I gave her a white five
I gave Ethan a Five Finger Lettuce all the way back to fucking london, mate.