Truthfully, Kendrick Lamar is one of the bigger surprises on this list. The rapper really stepped up his game this past year, going from someone who wore all variations of hoodies almost all the time (and not much else) to one who has a much more diverse wardrobe, both in terms of trends and brands. We've seen him try the street goth look, and rock brands like Hood by Air, Christopher Kane, and Clothsurgeon. With that said though, what we appreciate most about Lamar's look is that he stays within his lane, meaning he doesn't wear garments for the sake of wearing them or to be "trendy"—he's aware of what works for him and what should be left to other celebs. Everyone knows he is one of the better lyricists in the game, but he's also quietly but steadfastly becoming one of the most stylish as well.