Hobo Drive-By Share definition Flag When you walks past a homeless man who happens to be masturbating, and he proceeds to ejaculate on you. You: "Holy shit! That hobo just jizzed all over me!" Friend: "Bro, that was a hobo drive-by..." Hobo Drive-By by The master batter October 26, 2011 0 0 Get merch Get the Hobo Drive-By mug. Buy Now — $32.95 See more merch