Poorboy Roll 

When a poorboy pads his wallet with $1 bills and $5 bills, then puts larger bills on either end of the cash wad to impress friends or girls or strippers, fool them and make them think he's got lots of big bills. This is called a Poorboy Roll.

One stripper to another: Did you see how thick his wallet was?

Other stripper: No, it's a poorboy roll, once the 20's are gone, you'll see he just has 1's and 5's.

Poorboy Roll by sarasplayroom.com July 4, 2009

Kentucky Poorboy

When you use someone elses’s hand for masturbatory purposes. They just sit there unmoving & limp while you grasp your hand around theirs and use it to beat your meat abrasively.

Brandon let Anthony use his hand for a Kentucky Poorboy, so he could feel what a full size hand feels like in the bathroom stall..

Kentucky Poorboy by xoxoeleo November 9, 2019

Poorboy 

A term used to describe the working class male of middle and southern states of the U.S
e.g
Willy and the Poor Boys, An album which is based of the fictional band of the same name by Creedence Clearwate Revival the first song is a recording of the band members as the fictional band playing jug band instruments such as gut bass and wash board.

"Drank so much hooch
It made my eyes be gettin' blurry
They say I nailed her to the wall
A stitch in time don't mean a thing
No hangman jury could make me crawl
Cause I'm a poorboy" - Hangman Jury, Areosmith

Poorboy by CCRFAN September 25, 2009

Poor boys toy 

The sudden realization of knowing you were so poor, that if you didn't wake up with boner in the morning, you had nothing to play with all day.

So, I heard johnny only had a poor boys toy to play with, since his family couldn't afford to buy him one.

Poor boys toy by oneboredguard January 8, 2012