When: 1995

LL Cool J ushered in an age of denim asymmetry when he rolled one pant leg up. The strange look originated in NYC apparently, but the rapper's explanation for why he did it is even more priceless: "I have huge left calf muscles. They need room to breathe." In music videos like "Hey Lover," clearly only one-half of LL's calf muscles needed air. Though he hasn't rocked it in ages, the look has become known as a LL trademark right along with excessive lip-licking.