noun-a person who is a leader, someone who runs shit in his/her hood or city.
If you got more than $100 G's in the bank and stackin paper every day, more than likely you are a Boss.
verb-To cuddle up or spend time with your boyfriend/girlfirend or significant other. It also can be talking on the phone to that person.
*Don't get caught caken without your milk*
"Girl i could not call you back last night I was busy cup caken' wit my man."