(Photos: Dimitrios Kambouris/Getty Images, Stephen Lovekin/Getty Images)
We kind-of want to dress like Jenna Lyons all year-round, so it makes sense that for the first of our What To Wear Halloween installments we looked to the J.Crew creative guru herself. From a sartorial standpoint, "being Jenna" is fairly straightforward: all you really need is Clark Kent-meets-Martin Scorsese specs (the bigger the better), pointed-toe pumps, a slicked back ponytail, and a pant suit—always a pant suit. That latter element is open to interpretation. Opt for a simple black tuxedo-inspired affair, or, color-block and pattern-mix that thing like you live in latter-day Pleasantville, pairing a Harris tweed coat with eye-catching cropped trousers, a jewel-toned turtleneck sweater, and pastel court shoes.
(From Left: Alice + Olivia Long Crepe Tuxedo Blazer, $396 at Neiman Marcus, GUESS by Marciano Satin Cropped Pant, $198 at Guess by Marciano)
(Retro Super Future 'Paloma' Glasses, $150.13 at FarFetch)
(From Left: Collection Café Capri in Technicolor Floral with Lace, $450 at J.Crew; Merino Turtleneck Sweater, $69.99 at J.Crew, Moschino Cheap and Chic Casual Pants, $235 at Yoox)
(From Left: Wool Blazer Coat, $189 at Zara, Simple Court Shoes, $65 at Topshop)