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Definitions by Chick a boom boom

Hobosexual 

Homeless loser who pretends he loves you to move in and get free rent and everything else.
Sam is homeless in between all the women he moves in with scams & leeches off of. Sam has no car and no teeth. Sam is a career HoboSexual.

Hobo-Sexual

Man who claims to be in love with you after 3 days, but is not. He’s homeless, desperate for a roof over his head.
The homeless toothless guy from San Francisco, is a Hobo-Sexual, who has lived free, leeching off many women.