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Your main squad/Best Freinds. Mostly the people you hang out with and you know almost everything about like your true nigga.
I was running through the 6 with my woes.
A word used to call a nigga gay
Yo that nigga is a woes ass nigga
"gonna leave my Woes behind"
leaves his Stress behind
"gonna go to my Woes"
goes to his Friends
As defined by Drake in "know yourself" woes are homies of which you can run thru the 6ix with.
"I was running thru the 6ix with my woes"