1. Justin Bieber
Biebs has come a long way since his pre-teen, windswept bowl cut days. After all, the tightly controlled image of a budding pop star has to be kept safe and secure, never treading into risky territory, wardrobe-wise. But now that Justin has reached headlining global popstardom, he’s free to dress pretty much however he wants. That freedom is gaining him attention from the fashion world, as he even scored the Calvin Klein underwear campaign. But, 2015 also saw him graduate to a broad swath of luxury streetwear piecesfrom Fear of God, Givenchy, Off-White, Raf Simons and Yeezy Season One, often paired with vintage jackets or simple Vans sneakers. Sure, he occasionally goes super hard on the big graphics, extremely drapey shirts and loud colors, pushing him to a place where he becomes a bit of a caricature. While those ostentatious outfits can be a point of contention, if nothing else, they show how Bieber and his stylists know what is popular with the kids these days—even celebrities need to keep up with the trends sometimes. With Bieber dominating headlines and tabloids for years now, it’s easy to forget that he’s just 21 years old. He’s still honing that sense of taste and style that tends to come with age. As with most 21-year-olds, we presume he isn’t sorry about his style. And, if this year is any indication, he doesn’t need to be. - Skylar Bergl