If you can't decide between two sweaters, just wear them both. ... Putting your tiny shirt over your big sweater makes for a fun, eye-catching look. 15 of 25. As a Jacket . Getty Images.

Check out J.Crew's new arrivals, and you'll be transported back to the 1980s, when two of its hallmark autumnal pieces were the roll-neck sweater (from 1988) and the rugby shirt (from 1984).

Ramirez stuck to the more conventional route with a navy, two-button suit worn with a black crewneck sweater underneath, which is both seasonally appropriate and relaxed.