Taking on those autumnal months with its changeable weather conditions, the Todd Snyder Italian Boucle Shirt Jacket ($388) blends casual and structured tailoring together in one. Stitched from a woven 100% cotton boucle in Portugal, this hard wearing shirt holds on to its traditional styling roots with the addition of two patch and flap pockets on the chest. It’s green, military colouring pairs well with all manner of outfits while the classic fit is both comfortable and suited to most body types. Adding desirable warmth when the temperatures drop while continuing to look smart in every situation, this shirt is a no brainer for the modern man.