CSS Spotlight // Wiz Khalifa Over the Years

Still young, wild and free, Wiz Khalifa is a decade deep in the game. Over the last ten plus years, the Pittsburgh product has put the Steel City on the map and achieved star status, winning over a core fan base with ever-evolving mixtape content while sweeping Billboard with big singles.

Just as his music has evolved, so has his style. While certain sneaker silos have remained relevant in Wiz’s rotation, his favorites in footwear and fashion continue to shift with the release of each album. On the day of the Khalifa launch, we take a look at Wiz Khalifa’s style and go-to kicks over the course of his come-up in this installment of CSS Spotlight.

Early Albums & Mixtapes

Heavy Rotation: Air Jordan retros, Converse Chuck Taylors, Nike retros

Wiz Khalifa’s rise to the top has been a winding road paved by hard work. At only 16, Wiz was already getting attention from record labels and putting out mixtapes. His first album Show and Prove released in 2006, followed later by the success of the single “Say Yeah.” While Deal or No Deal would make noise, a string of acclaimed mixtapes saw Wiz rise up as one of the most buzzing young artists in hip-hop.

Early on, Wiz’s style was reminiscent of many of his next generation peers. Topical streetwear and retro sneakers were a staple of Khalifa’s wardrobe, with Flight Club apparel and grail status Jordans standing out on stage. Chuck Taylors also saw rotation early on, with many of his beginning footwear staples remaining relevant throughout his career.

Wiz Khalifa in the Nike Air Hoop Structure (photo via seastorrejon.blogspot.com) Wiz Khalifa in the adidas Superstar Black/White (photo via imgkid) Wiz Khalifa in the Air Jordan 7 “DMP Raptor” (photo by Skavenger Brandon via The Shoe Game)

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