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The act of inserting both hands inside a women, then rubbing your hands together as if you were a cold homeless person trying to warm up.
I brought a girl home last night and she had me do the “chilly hobo” on her, it was dope.
another term for an erect penis. hobos were often depicted as carrying around a stick with a sack tied to the end of it carrying their most valuable belongings; while a boner is a long stick with a sack at the end of it carrying your 'jewels.'
girl: thats alot of hobo luggage, need help carrying it?
me: well, it is weighin' me down; sure, i'll take a hand;)
lighting a cigarette or joint with someone else’s ciggie or joint
“yo kyle, i lost my lighter. could you Hobo Fuck me?”
When you're homeless but still love condiments. The mixture of semen and blood to resemble ketchup.
This lady at table 3 is annoying me about our ketchup not being good enough. Ill cook up some hobo's ketchup for her fries real quick! Is anyone on thier period?
Having the essence of a Bohemian or Vagrant.
1: OMG those are some hobo-alicious gloves!
2: The gloves that have the fingers cut out but can become mittens.
The act of persuading a homeless person to purchase alcohol or something that requires one to be a certain age to buy. i.e. alcohol/cigarettes.
"Hey let's go hobo shopping for some booze"
Lenny- The broke person who sleeps on peoples couches and don’t pay rent
Don’t be a Lenny (broke hobo) when you grow up.