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42.
A Boss is a man who's head is conveniently shaped like the male reproductive organ. He can woo any girl. Although he is actually not attractive, he can use his amazing intelligence and "genius-level" IQ to trick many people into thinking so. His skills include constant talking. It is advisable if you are a man to not be friends with a "Boss" because they will always manage to flirt with or hit on your date, even if the "Boss" does not actually want to date the girl and knows that you like her.
"Dude, you going to hang out with Sypa today?"
"No way man, that boss keeps hogging Ashley every time I try to talk to her."

"You see that guy at the club last night?"
"Yea he was such a boss, hitting on every girl there."
by Gabe-Six-Pac December 11, 2011
 
1.
Incrediably Awesome; miraculous; great
Dude, did you see that chick? She's fuckin' Boss!
by John December 15, 2002
 
2.
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.
by Tiffany aka Ya Girl Miss Tiff October 25, 2005
 
3.
Cool. Awesome.

An expression from the mid 1950s, which fell from favor by the early 1960s.
Sal Bufardesi let a tremendous binderfender in class one day, grinned, and said "that's boss!"
by Cap'n Bullmoose April 23, 2005
 
4.
Bosses are like diapers: Full of shit and all over your ass.
My boss had nothing to do, so he watched me work all day today.
by Cap'n Bullmoose April 23, 2005
 
5.
something that is unusally "awesome" or "cool."
Have you seen Mark's new car? It's so boss!
by Rachelleio February 21, 2003
 
6.
In a video game the a big enemy at the end of the level. Defeated in the boss fight.
"Holy crap! The boss in the first level of Contra is totally weak!"
by Brian Johnson April 10, 2004
 
7.
Used to address people in a friendly manner (as in not implying they are your employer or master).
Them: Yo!
You: Hey up boss, whats up?
by Joshtek July 01, 2003