Menswear Dog: Uniqlo, $80
Next Level: GANT Rugger, $595
You Only Live Luxe: Boglioli, $1,050

The blue blazer is #menswear's equivalent of the varsity jacket. You throw it on and it's like armor; no one can touch your steez. The key here is to get one with no padding and essentially unstructured, so it hangs naturally on your body. That way, you don't have to be so precious with it, and it'll only get doper the more you wear it.