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Definitions by Homeless Joe

homelessexual 

A day trader or similar white-collar employee who has rough hairy intercourse with homeless people in their makeshift cardboard shelters.
Dave is such a homelessexual--he does the nasty with the nasty! He and the hobo did the dirty deed!
homelessexual by Homeless Joe September 20, 2007
A homeless person, or hobo, who performs oral sex on police officers in return for being arrested so they can spend the night in a warm jail cell.
Murphy got sick of getting rained on so he went all hobocop! "Dead or alive, you're coming in me!"
hobocop by Homeless Joe September 20, 2007