Tory Burch Amalie Dress
Photograph: Courtesy of Tory Burch
In theory, sweater dresses are great winter staples: So easy! So cozy! But they’re also prone to bagging out sloppily over the course of the day—or, conversely, clinging unattractively below the waist after an especially robust meal. This one was carefully designed to avoid such infractions. The fit-and-flare style banishes dreaded lower-anatomy cling; the silk/angora blend is neither too wispy nor too heavy; and the classic stripes mean it will remain in style for a long, long time.
$495 at Tory Burch, 45 E. Oak St., 312-280-0010; or toryburch.com