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Picklebro 

An 20 or 30-something ex-fraternity member who takes over tennis courts, basketball courts, and children's playgrounds in order to slap a wiffleball back and forth with his friends who work in finance or tech. When questioned about their monopolization of public space, they'll often claim that they are playing a sport called "pickleball."
I can't believe those picklebros kicked children off of the playground.
Picklebro by Club Leftist Tennis October 27, 2022
Word of the Day on November 3, 2022
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nicklebroke 

So poor as to not have two nickels to rub together and dependent on close friends to stay relevant with clothing, transportation, etc.
I’ll throw dude some shekels but I ain’t about to adopt me no nicklebroke wannabe third cousin.

midnight pickler

That sneaky roommate that eats all your pickles out of your fridge in the middle of the night. A devious individual indeed.
Every day I wake up with less and less pickles in my fridge. It's my sneaky fat roommate that midnight pickler.
midnight pickler by pooter diddler October 28, 2013

picklemonkey 

someone who goes to work, but does not work. they spend the day on forums and telling jokes.
i hired this kid, but he turned out to be a picklemonkey
picklemonkey by tonyfan August 9, 2005

Pickleback 

A series of two shots, first whiskey (typically Jamesons) followed by a shot of pickle juice/brine.
Bartender! Another round of Picklebacks for my friends!
Pickleback by DrinkPlanner March 17, 2010
Word of the Day on October 13, 2023

SHIT PICKLER

A person who retains s*** on another person to use as leverage in an argument later down the line which has no relevance.
They have nothing else to attack a person with apart from that 'same old s***'.

What they do not understand is s*** will always be s*** no matter how long it's pickled
"Oh my god, why are you behaving like a shit pickler? It's not relevant anymore get over it Fred"

"Lucy, did he hear Julius starting an argument again with Poppy? I couldn't believe it, bringing up that old fake news, does he not realise that s*** will always be s*** no matter how old it is?"
"Yeah but come on Louise we all know he's the biggest shit pickler around here"

'Stop pickling s*** it's boring get something more relevant jeez'
SHIT PICKLER by P_______A June 3, 2023

picklebutt 

1. (verb) When you stick a pickle up your butthole

2. (noun) A game where you try to stick a pickle up someones butt.
(verb) "Dude, you just picklebutted your girlfriend!"

(noun) "Let's play some picklebutt.'
picklebutt by Mr.Fingerbuttule January 20, 2013