In street gangs these boys start as underaged apprentices to a crew. They often mule guns and drugs to avoid adult penalties for older gangsters.
Here comes The Shorties with my Glock and 8 balls!
by I, Wreckerrr June 10, 2021
Originally used to mean a young man, new to the game. By new to the game, I don't mean he just meant a rapper, but he just started selling crack, just started rapping, whatever, but even simpler it was a term used to mean just a person much younger than you.

Now, commercial rappers have turned the meaning upside down to mean a 'fine female', apparently.
"shorty's laugh was cold blooded as he spoke so foul,
Only twelve trying to tell me that he liked my style"
-NaS, 1994

"Shorty is shaking her ass on my Hummer with spinning rims, or something."
-average commercialized rapper today
by Steelo J. May 21, 2005
'Shortie' can be the ghetto name for girl-friend.
"Hey shortie! What's up boo?"
by Flora Veale August 6, 2005
Often used by rappers to refer to an attractive female
Shorty, come on over here and give us a kiss.
by theman65 May 22, 2009