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1 definition by HS President

When partying with a large group of friends, the first person to pass out is presented with the hobo surprise. A used condom in the street is found and the contents of the used condom is squeezed out onto the sleeping person's face. Similar to the dispensing of a go-gurt!!!
Katherine was given a hobo surprise much to the delight of her colleagues.
by HS President March 01, 2010