High Heeled Hobo Share definition Flag Another word for prostitute. Can use it when accompanied by adults. Person1: "I'm really bored lets go do some high heeled hobos." Person2: "Yeah" High Heeled Hobo by user6 March 19, 2010 0 0 Get merch Get the High Heeled Hobo mug. Buy Now — $32.95 See more merch