Showing The Man Downstairs Who’s Boss 

A euphemism for jacking off. The man downstairs is referring to an individuals genitalia. By showing him who’s boss, you are beating him, aka beating off, aka jacking off.

Man, work has sucked today. I think I’m just gonna go home and end up showing the man downstairs who’s boss.

Showing The Man Downstairs Who’s Boss by WiltMichaels November 25, 2022

The Boss of Old Sydney Town 

Old Sydney Town was a tourist attraction on the Central Coast depicting early settlement life in Sydney. This colonial attraction was a great success throughout the 80’s. So popular, local residents would dress in period costume contributing to the atmosphere of role play. One such character, was a young boy from Umina named David who was commonly known as the Boss of Old Sydney Town.

The Boss of Old Sydney Town was a bright young boy from Umina

The Boss of Old Sydney Town by Moondog May 15, 2024

Oh Shit Its The Boss!

A phrase elicited during a sighting of one Bruce Springstein.

*hanging out after the show at the rear exit of the concert venue*

fan: Oh Shit Its The Boss!!

Oh Shit Its The Boss! by John Calvin Boone III March 26, 2009

OH SHIT ITS THE BOSS!

WHEN THE BOSS COMES BY AND FINDS ME LOOKING uP HIS LECTURE ON URBAN DICTIONARY..

"OH SHIT ITS THE BOSs!"

OH SHIT ITS THE BOSS! by dick! December 13, 2004

Slapping the boss 

When you are horny and on your period, thereby preventing you from having sex.

Guy: You slapping the boss right now?
Girl: Yes! I am so horny but I'm on my period...

Slapping the boss by ianmcgreene April 23, 2010

smoke the boss 

a reference to someone receiving a blowjob, generally asked in a question, usually asked when enquiring after a mate' first date...

Hey Ben, How did your date go last night?
Cool man.... she is really, really nice girl...
Did she smoke the boss?
Yep!! I told you... She's the slut.. BUUUNNNGGG...

smoke the boss by WikiAngerManagement July 29, 2007

sauced with the boss 

to become incredibly inebriated in honor of a host (i.e. a host of a party)

Nick: Hey dudes, I totally got a handle of jack fo' free!

Joey: We're totally getting sauced with the boss tonight!

sauced with the boss by nick the magnaimous February 23, 2009