This is considered a mix of both formal and casual. You say this to someone when you respect them in the sense that you acknowledge they're in charge of the situation.

It can also be defined to the equivalent of the phrase, "Cool guy".

A tall black man who sides with crips and always picks fights he cant win. He always says the word “Boss”.

A person to whom you look up to, or appreciate.

A person who thinks they're too cool or important, but really aren't...

Someone who's laughed at because they assume they're a boss or an important figure!

An actor, fake, flaw ass nicca in the hood.

boss man:
A term used to explain if something, if just "so cool" and you can't take it!
This is also a term you could use and put other words in front of it.

Addressing a "Black Man," as "BOSS, or BOSS MAN" is offensive! Both terms are stereotypical street terms, and to apply them to a "BLACK MAN" in any business whatsoever is a violation of the "Unruh Civil Rigths Act" in the state of California.

…The Unruh Act’…’ “prohibits all forms of stereotypical discrimination.” Koire v. Metro Car Wash, 40 Cal. 3d 24, 35-36

The Unruh Act; Its intent is to prohibit all businesses from engaging in arbitrary or “stereotypical” discrimination. (Isbister v. Boys' Club of Santa Cruz, Inc. (1985) 40 Cal.3d 72, 86, 219 Cal.Rptr. 150, 707 P.2d 212; Koire v. Metro Car Wash, supra, 40 Cal.3d 24, 35–36, 219 Cal.Rptr. 133, 707 P.2d 195.)

§ 52. (a) states in part: Whoever denies, aids or incites a denial, or makes any discrimination or distinction contrary to Section 51, … is liable for each and every offense for the actual damages, and any amount that may be determined by a jury, or a court sitting without a jury, up to a maximum of three times the amount of actual damage but in no case less than four thousand dollars ($4,000), and any attorney's fees that may be determined by the court in addition thereto, suffered by any person denied the rights provided in Section 51, …

A guy who thinks he is strong and better than everyone else, but in reality he is a joke. Usually big boss men have big egos, but cannot live up to them.