3 Fall Outfits to Take You Straight from Work to Whatever Comes Next
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Courtesy of Lilly Sisto (@lillysisto); GWYN The Signature Cardigan, goop, $595; GWYN The Waisted Jackie Pant, goop, $450
It’s right around this time of year that the pace of life begins to pick up. It’s almost imperceptible at first—a dinner invite here, a parent-teacher night there. There’s the Q4 board meeting, and then the opening for that exhibition you’ve been looking forward to. Sartorially, one surefire way to make busy days and busier evenings run a little more smoothly is to double down on outfits that can pull double duty. To that end, we’ve put together three seasonal looks that can shift seamlessly from desk to drinks to dinner—no swaps needed.
Desk to Dinner Party
This high-rise skirt has a flattering, feminine shape thanks to the thoughtfully placed pleats in the front and back. We love how it looks paired with a silky button-up in soft sky blue—the drapey silhouette makes a nice counterpoint to the softly structured skirt. Finish with square-toe, knee-high boots and a pair of demure diamond drops: The look reads polished enough for a day of meetings and presentations, and when dinner rolls around, just unbutton the top few buttons, stow your laptop in the structured bag, and pull out your hostess gift (this candle set is our go-to right now).
Conference Calls to Parent-Teacher Conferences
Done in cloud-soft Italian cashmere, this creamy turtleneck sweater has a slim, flattering fit with gentle pleats to define the shoulders. Tuck it into wide, swishy suit pants, then add a few considered extras (a textural antique chain, minimalist ballerinas, and a means-business bag). It’s a commanding look that can handle whatever your 9-to-5 throws at you—but is also cool and comfortable enough for chatting through classroom dynamics when 6 p.m. rolls around.
Client Lunch to Dinner à Deux
A great LBD is the ultimate closet workhorse. It’s chic, it’s simple, it can be dressed up or down. This iteration of the forever-staple is cut from a seasonproof wool blend infused with a touch of stretch. With its boatneck, defined waist, and midcalf hem it reads very Audrey Hepburn—especially paired with a gamine black jacket. But add a snakeskin tote and a statement bangle and the overall effect is refreshingly modern. As for those black pumps, the ruched upper is professional enough for day, and the stiletto heel is sexy enough for date night.
P.S. Styling q’s? You can reach Kaitlyn at personalshopping@goop.com.














