Vintage 90s Sir Benni Miles Jacket. Sir Benni Miles was established in 1995 by Aaron Benjamin Miles, a fashion designer nativ to New York City. His label aimed to merge streetwear with elements of Brooklyn's dancehall and hip hop scene. With close ties to the New York street and music scene, Miles' lifestyle greatly influenced the label's style. The brand gained popularity in both the USA and Europe, thanks to Miles' connections with artists such as Xavier Naidoo and Gentleman, who continue to wear the fashion of Sir Benni Miles. Sir Benni Miles is known for its hip hop-inspired collections, while also staying true to its roots and incorporating innovative designs. The brand's style is casual, comfortable, and urban.