When a poorboy pads his wallet with $1 bills and $5 bills, then puts larger bills on either end of the cash wad to impressfriends 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.
A sexy man that cleans the pools of the rich and famous. They are notoriously known for doing the trophy wives of the rich and famous. But then again, they're usually very hot.