36. Freshjive "Don't Tread On Me"

Released: 2008

The classic Cali brand demanded liberty or death with this summer T-shirt that resurrected the Gadsen Flag, a symbol of resistance dating back to the Revolutionary War.

YOU AUGHTA KNOW:
Lil Wayne famously rocked Freshjive's matching "Don't Tread On Me" fitted hat in the "A Milli" video. With some red skorts, or whatever the fuck those were.