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Little Jimmy 

A noob in a video game who is under the age of twelve, typically playing a game with an age restriction that he does not meet. Tends to tell “your mum” jokes to this day.
Person 1: “wow, the kid who went 0 and 4 is talking about how he banged my mum.”
Person 2: “and he is about ten years old, what a little jimmy.”
Little Jimmy by Stejak December 19, 2017

Little Jimmy 

A level in Mario Maker 2 in which the goal is a few feet from the start and there are only a few bumps and gaps to jump over. In other words an easy and short but bad level.
Oh no, its a little Jimmy level. GOSH DANGIT BLUE MARIO, PINK MARIO, AND PUMPITENDO GOT TO THE GOAL AND IM LEFT IN THEIR DUST.

little jimmy 

your propeller hat wearing child that Karen stole from you.
little jimmy and his propeller hat are rotting in my basement - Karen
little jimmy by wee.wee.man July 28, 2020

little jimmy 

some one who has a small penis
Josh had a little jimmy when i was going to give him head
little jimmy by vaporX60man March 11, 2009

little jimmy 

"Hey, put some little jimmys on my ice cream."
little jimmy by i'mforScotty June 11, 2006

Little Jimmy 

A pink-haired faggot.
"Yo, look... it's Little Jimmy ..."
"Dude! Let's him!"
"...kay!"