A Friday or Saturday (perhaps during the week if you're oh so cavalier) date that contains typically two cocky ass mother fuckers that think their the suavest assholes on the block. They waltz into Chilis restaurant and order some "tasty apps" and maybe go wild and have a cocktail. they proceed to split a twenty dollar shit ass meal thats been sitting under heat lamps and getting AIDS. then they do something fucking retarded like split a chocolate cake. why. just why. they think they are some pretty fucking cool kiddos, but in reality THEY NEED TO SUCK A DICK AND DIE
Emma: Sam, what do you want to do for your birthday?
Sam: OMG, let's have a Chili's Date! Jumbo dykes!!!
Emma: Do you have any self respect?
When you put both balls into a girls (or guy's, we don't judge) asshole and s/he farts them back out. A satisfactory "pop" can be heard if done correctly
Hobo chillin is when you dress like a homeless person and have even been mistaken for a hobo because of your clothes. You might be wearing a raggedy shirt with holes or discolored ripped up pants.
But really you have some Yeezy Season on worth like $20,000 and some Gucci flip flops. Things that you do to add to this hoboness are: messy hair, no makeup and not wearing your jewelry.
The term Hobo chillin was first mentioned publicly was white Iverson himself, POST MALONE.
Post Malone on 106 K. MEL Interview:
"People on the street think am a hobo and they avoid me, hey guys i'm not a hobo...
i'm just hobo chillin"
"So I was wearing my Kanye West Season 2 shirt and they were supreme sweat pants and I was just barefoot...
...I'm not a hobo, I just don't have my jewelry on"
When you give a chick too much cocaine right after a meal and as you engage in anal sex she shits all over your pelvic region and continues grinding you into oblivion.
YeahCabron, that gorta from the other night ruined my car interior with her little chilipaisa stunt!