Trench with tab closures, Black
Fleece by Brooks Brothers ($895).
713 N. Michigan Ave., 312-915-0060;
brooksbrothers.com. Dress shirt
($345) and belt ($310), Ermenegildo
Zegna. 645 N. Michigan Ave.,
312-587-9660; zegna.com. Double
pocket pants, Porsche Design
($460). The Shops at North Bridge,
312-321-0911; porsche-design.com.
Captain Centra Second watch, Zenith
($5,500). Swiss Fine Timing Atelier
Jewellers, 645 N. Michigan Ave.,
312-337-4700; swissfinetiming.com.
Low-top lace-up shoes, Brunello
Cucinelli ($930). 939 N. Rush St.,
312-266-6000; brunellocucinelli.com
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