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.