1. Paul Smith Aged Leather Bomber Jacket, $922 at MrPorter.com
2. James Perse Button Front Hoodie, $245 at Barneys.com
3. True Religion Ricky Straight-Leg Jeans, $196 at Saks.com
4. Diesel Brown Bruno Service Belt, $100 at SSENSE.com
5. Diesel Kolly Wool Cap, $60 at Saks.com
6. Marc Jacobs Jersey Paul T-Shirt, $113 at MatchesFashion.com
7. Lanvin Suede Desert Shoes, $580 at MrPorter.com
8. Balenciaga Square Wallet, $240 at Balenciaga.com
Soundtrack of the Day: Classic Sinatra by Frank Sinatra, $8.31 at Amazon.com
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