>>10531281Because look at that blazer. The way it drapes and bunches like semi-hardened chocolate being poured lets you know just through a picture that that thing is comfy af. Also because he combined two patterned layers in such a way that instead of looking like too much, the subtle patterns and similar tone of the colors contrast and compliment each other beautifully. The pants are just slim enough to look loose yet not wide enough to look baggy, and they're hemmed at the perfect height such that in falling on the shoes they seem to be made of the same somewhat firm melting chocolate as the blazer. The shiny oxfords compliment the subtle sheen of the blazer, and, like the blazer, project an air of classiness (but not formality).
But honestly, it's popular because of one thing- it's just something you want to wear.