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hobosexual 

were you can't afford a real hooker, and are no good looking enough to get people willingly, so you have sex with random hobo's for spare change, or somtimes food
Stephanie: He's so nasty, how does he ever get laid?
Meagan: He's a hobosexual.
hobosexual by Mea.gan January 3, 2008

hobosexual 

Someone that likes to get sexual with hobos. This event usually takes place in the hobo's house. (AKA a cardboard box.)
1. Lindsay K is a total hobosexual.
2. That guy looks like a total hobosexual!
hobosexual by Hobobobo January 20, 2008

hobosexual 

Men who date homeless women thinking they will have easy love for giving them food and shelter. The women usually leave the relationship when they find the man is flaky.
<friend1> Why is your your brother always dating those scummy women?
<friend2> He's a hobosexual.
hobosexual by Mark Shackelford June 12, 2007

hobosexual 

a human that is a hobo, and/or resembles one
That hobosexual grows nice apples.
hobosexual by Michael Bordelon September 30, 2008

hobosexual 

A metrosexual who doesn't have any money.
He could be a metrosexual instead of a hobosexual IF he had a job.
hobosexual by Dr. Luv January 4, 2008

hobosexual 

A person, usually homeless, who is not necessarily straight or homosexual, just desperate. Not in relation to the song, it was developed after noticing that although no one of a socially 'normal' status would hit on him, the homeless population seemed to love Rabbit. Hobosexuals are basically just desperate for affection.
Hahaha! Did you see that hobosexual hit on Rabbit? I can't believe he took him up on it! What a bellend!
hobosexual by Smackababy September 11, 2007