Love old money aesthetic layering, but I dread dealing with the bulk. Sure, a close-fitting hoodie would probably be okay under a blazer, but then its sleeves would wrinkle the sleeves of a hypothetical button down. If you live in a colder climate, I recommend layering a thermal long sleeve T. Uniqlo has great ones. They give more warmth than a cotton hoodie would. I got the Uniqlo hoodie in a size M for an oversized fit. The blazer closest to the one i’m wearing is now on sale at Club Monaco. LTKFind LTKstyletip LTKunder50

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Sweat Full-Zip Long-Sleeve Hoodie | UNIQLO (US)
Borrem Blazer | Club Monaco (Global)
Etiennette Blazer in Good Wool | Theory
Staple Blazer in Admiral Crepe | Theory
Stretch-Wool Jackie Blazer | Harrods
Doppio Jacket | AnotherTomorrow
Tailored jacket | Chloe US