This time of year is one of the most difficult for dressing. It’s still too warm to pack up the tanks, yet chilly enough for sweaters at night. The trick to surviving (stylishly, of course) is to make your key items work in any weather. Studio assistant Kyla has this skill mastered. On a hot day in August, we snapped her wearing her favorite denim shirt crop-tied with a maxi skirt and slouchy Frye boots. As temperatures dipped early this week, she rocked the shirt again, this time with rolled skinnies, a draped Inhabit cardigan, and classic Rag & Bone Newbury booties.