Ross, the Boss, Big Dick Mandingo 

An infamous card breaking participant that plays like a boss and is well endowed.

Josh Allen refractor for my guy Ross, the Boss, Big Dick Mandingo.

Ross, the Boss, Big Dick Mandingo by Soy17 April 24, 2023

Sketch Boss

a character like non-other...that has achieved the ultimate sketchiness

Also someone who works with the cops and will narc you out just to better themselves

that fool andrew is so fuckin weird im pretty sure he's a sketch boss

Sketch Boss by Brendan Robinson December 27, 2007

Ya Boss 

Ya boss is another way to say blow job.

"My night was pretty good, got Ya Boss."

Ya Boss by Martin July 12, 2004

The Boss

Bruce Springsteen

The Boss is the best musician of all time.

The Boss by Mike October 29, 2003

sloppy boss 

to give or receive head, derb

she gives out the sloppy boss on the regular!

i love me some sloppy boss!

sloppy boss by DFD October 12, 2005

retarded boss

It means that its good

Person 1 how is that chicken you have
Person 2 This chicken is retarded boss
Person 1 can i have some?

retarded boss by mko219 October 24, 2009

grandma boss 

A female coworker who thinks she's the boss but she's not. She dresses like your grandma.

Dude, that chick's on the war path. And what's with her clothes?

Oh, that's just Grandma Boss.

grandma boss by ManRanger October 11, 2007