Novelty hat : My mom bought this for me, like she does most things

 

Fedora: I KNOW THE STEREOTYPES, BUT I AM THE EXCEPTION BECAUSE I AM A CLASSY MAN

 

Fedora, with suit: I actually am a classy man

 

Top hat guy in vest, short sleeve tshirt: Please direct me to the nearest convention center

 

Baseball cap: I didnt shower today and dont want anyone to know

 

Beanie: I havent showered in the past month and dont care who knows

 

Cowboy hat: Im from Texas and want yall to know

 

 

Hood: Im indecisive

 

Boater Hat: Babara Ann, youre a really swell gal Lemme sing you a lil diddy

 

Visor: I wanted to wear an uglier version of sunglasses