H&M Sweater & Seersucker Shorts, Next Oxford Shirt, Sperry Boat Shoes - Men's Outfit Feedback 

This strikes me as a super preppy spring outfit that says "I was out sailing but it got chilly before I could get back to the dock.

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Winter on top, summer on the bottom. The laws of gravity and physics would make it impossible to be both winter and summer at the same time in the same hemisphere of the world.