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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.
by WiltMichaels November 25, 2022
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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
by Moondog May 15, 2024
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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!!
by John Calvin Boone III March 26, 2009
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WHEN THE BOSS COMES BY AND FINDS ME LOOKING uP HIS LECTURE ON URBAN DICTIONARY..
by dick! December 13, 2004
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Slapping the boss

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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...
by ianmcgreene April 23, 2010
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smoke the boss

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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...
by WikiAngerManagement July 29, 2007
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sauced with the boss

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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!
by nick the magnaimous February 23, 2009
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