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Sidewalk Fishing

The ACT of securing paper money connected to translucence high test line in a public area while staying hidden. When someone attempts to retrieve the seemingly Lost cash the fisherman pulls or reels the cash out of reach. Usually a sport performed with $50 bills or larger for maximum comedic effect.
Dude I just went sidewalk fishing today and totally tricked some rich bimbos into chasing my money.

I could have swore I saw sidewalk fishing in that R. crumb comic.

I went sidewalk fishing when some fat old bastard walked up, and dearly fell on his face chasing my c note.
by Goatmangold September 2, 2022
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Sidewalk Baptism

Similar in effect to the spiritual cleansing or rebirth of denominations which practice Water Baptism, Sidewalk Baptisms differ in that they are spontaneous, involuntary, and predicated by violence.

A Sidewalk Baptism occurs when one, who was once flippantly hostile, becomes humble and de-escalatory upon receiving a demoralizing or defeating blow.

You will recognize a Sidewalk Baptism by the subject's sudden desire to be cleansed of their sins, be reborn, or otherwise gain the acceptance of the community.
"Start behaving yourself before you earn a sidewalk baptism."
by Vodik_VDK October 19, 2022
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Sidewalk Entrepreneur

A person who operates a business on city sidewalks that is based on collecting money from passers-by, generally by means of shouting, verbal intimidation or performing outrageous stunts.

The sidewalk entrepreneur typically lives on the streets, however, they differ from their homeless counterparts commonly in that they do not beg or intentionally show weakness in an effort to collect money from others.
I was having dinner with my friend on the patio of that new steakhouse downtown and we watched sidewalk entrepreneurs try to earn money the whole evening.
by Mberry87 February 2, 2023
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sidewalk head

The act of performing felatio on someone while they are driving a mobility scooter on the sidewalk.
Tara's husband is so old that to spice up their night out, he asked for sidewalk head on the way home from the Hot Shoppes.
by TrueFacts95 June 4, 2023
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Sidewalk Friend

Noun: The person who has to walk behind on a narrow sidewalk; the least favorite in a 3-person friend group who often feels like they don't belong or are unappreciated.
Person 1: even when I'm with them, those two sometimes act like I'm not even there. I'm their sidewalk friend.
by platy_fish September 30, 2023
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Sidewalk Supervisor

My politically-correct term for a pimp.

Also called a Sidewalk Superintendent
Raph: check out the fur coat on that dude, looking pimp asf

Matt: pimp sounds to low-brow, like a prostitute vs a call girl. Let's say "sidewalk supervisor"
by DarkI3INARY November 24, 2023
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sidewalk squid

Used condom found on a sidewalk or in a parking lot. You don’t want to step on it.
Watch your step! I’ve stepped on a sidewalk squid walking through this neighborhood.
by Philexicon January 1, 2024
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