Upperclass waif Share definition Flag a homeless waif that has more then a normal waif. This waif maybe have a house shitty but okay looking house. Upperclass waifs are people you see everyday that smell bad and dress kinda of lame. Upperclass waif by mannjackass November 10, 2009 0 0 Get merch Get the Upperclass waif mug. Buy Now — $32.95 See more merch