Dressing for the Drop-Off: 3 Outfits I Wore To Shuttle My Kid to School This Month

Today, I was racing to do drop-off, but temps were in the teens. I reached for a puffer jacket (pictured below) atop what has become one of the most versatile sweaters in my closet—the cocoon cardigan—from Jenni Kayne. It’s beautifully oversized (in fact, I recommend sizing down if you decide to buy one yourself), but it is the ultimate wardrobe workhorse, pairing just as easily with a dress as it does with jeans. (FYI, I’m wearing this petite-friendly silhouette from Frame.) I’m also rocking my new favorite platform loafers from Margaux. (There was no break-in period and they offer comfort, style and support for the mile-long walk.) The final details? The Nura Pearl necklace from Monica Vinader and the Paloma bag from Cuyana in a plum-colored hue.

I idolize fashion girlies in their ability to winterize spring/summer frocks. That’s exactly what I did with a beloved ME+EM long-sleeve polka dot style (similar here), which I paired with black boots from Duo—and OK, Spanx!—plus my oversize wool coat from Rudsak. I felt polished and put together, as well as functional enough to shuttle my kid to school. (My favorite detail is the Paloma bag from Cuyana in a plum-colored hue.)

Chocolate brown has been my color of choice as of late—so when a cozy coffee landed on the books for post drop-off, I couldn’t resist this polo-style Everlane sweater dress. I opted to pair it with a near-matching chocolate brown boot (similar here) for a monochromatic look, plus a beloved pair of earrings from Polène. Not pictured: The sheer pair of brown pantyhose for an added bit of warmth.