These are the of-the-moment looks that the twentysomething blogger is latching on to this season—and the representative pieces that, if all goes well, will be gradually making their way into his closet.
1. Burgundy and Chocolate Brown
Burgundy and chocolate brown are classic colors, but they have yet to see a resurgence in menswear the way navy and gray have. Both colors work just as well for clothing as they do for shoes, especially this time of year.
(J. Press 100 percent cashmere solid scarf, $140; jpressonline.com)
2. Paisley Prints
Paisley is an ancient Persian and Indian botanical motif—the pattern was brought to Scotland, where it was named and popularized. Perhaps for this reason, it looks best with tweed jackets, which also happen to be very popular again.
(Longer Length Real Ancient Madder 9-cm silk tie, $166; drakes-london.com)
3. Quilted Jackets
With a quilted jacket, you sacrifice neither warmth nor appearance. If you choose, wear one over a sport coat but under a topcoat.
(Barbour Moleskin Liddesdale jacket, $199; orvis.com)
Topcoats were worn by men for centuries but have significantly died out in recent decades. Though they're often heavier than parkas, they are also substantially more handsome.
(J. Crew Mayfair wool-blend coat, $400; mrporter.com)
Turtlenecks are very hit-or-miss: Either they look great, or they make you not want to leave your house. Stick with something hefty in a rib or cable knit and you should have better luck—the rewards are worth the effort.
(Incotex Zanone cable-knit roll-neck sweater, $645; mrporter.com)
6. Slim Cargo Pants
Another area to tread carefully: Find a pair in a more traditional dress-pant cut and store only your wallet or phone in the pocket to avoid adding bulk.
(Ovadia & Sons tan luxury cargo trousers, $275; ovadiaandsons.com)
7. Unstructured Blazers
These have been increasingly in fashion for a while now—they are casual and sporty yet still dressed-up. Flannel wool and moleskin are my favorite fabrics.
(Gant by Michael Bastian double-breasted moleskin blazer, $795; parkandbond.com)
8. Dress Boots
Dress boots keep your feet looking as sharp as the rest of your body, and, best of all, you can wear whatever socks you want to because no one will see them.
(Sanders Newbury, $316; sanders-uk.com)