Rapper who's never been seen without a hat/doo-rag award goes to.........

[realstruck]

I legit never seen Kay Slay without a hat on unless we counting Style Wars

Masta Killa

Masta Killa is a great an under the radar one! He may have the longest reign and Hall of Famer, but at this rate Sheek is set to eclipse that record if he continues with the head concealing antics

 

[Swirv]

Masta Killa is a great an under the radar one! He may have the longest reign and Hall of Famer, but at this rate Sheek is set to eclipse that record if he continues with the head concealing antics

Masta Killa is under the radar with his rhymes too.

Sheek was hats off on the cover of the Lox first album but I have never seen Masta Killa without head garment. Everyone has their reasons though.

 

[Denzel_Saucegton]

Sheek got a baldy. Also. Sway never takes his shyt off too.

 

[Denzel_Saucegton]

Edit: only Obama could get that hat off his head

 

[rockstarx3000]

don't forget 2002-2005 era Eminem lol!

 

[Denzel_Saucegton]

He cut it because his hairline looks like this:

 

[CarltonJunior]

no.

say it ain't so brehs

 

[Farrinto]

Can't believe none of yall mentioned Star from Star & Buc Wild. I've never seen that man without any head covering.

 

[Momentum]

Ya'll negus are gay.

 

[SouthSac916]

Edit: only Obama could get that hat off his head

Obama had sway under pressure, body language tells it all

 

[keond]

Young Jeezy is up there as well

Nahh

Jeezy got literally dozens of pics out there with no hats

 

[Bishop_BP_Jakes]

Daps + rep to anyone with a pic of Chuck D minus a head apparatus

 

[BigF]

Talib Kweli

 

[up in here]

I think Memph Bleek even did a shampoo commercial with the hat on.

 

[ultimatemike]

Jeezy when he had hair