Our selection initially gave Argelia Chavez pause–she’s into “tailored, clean lines” and most of our clothes were outside her comfort zone. But the 29-year-old fourth-grade teacher decided it was “good to challenge myself” and ended up putting together an ensemble she was surprisingly happy with: Abigail Glaum-Lathbury’s cropped linen pants with a pocket lining in a contrasting color, a pair of brown leather riding boots by Kathryn Kerrigan, and a gray faux-fur jacket with leather cuffs by Agga B over her own gray turtleneck from Old Navy. “Everything else was so simple–that jacket was a nice contrast,” she says. Her own black knit cap from Discovery adds a touch of sporty spice, while a brown faux-fur muff by Agga B (which has a zippered compartment for keys and cash) ratchets up the posh factor. “I think it helped make the outfit,” Chavez says.

Where to buy

Pants, $168, at Habit

Boots, $260, at kathrynkerrigan.com

Jacket, $430, at Gamma Player

Muff, $170, at Gamma Player

Art accompanying story in printed newspaper (not available in this archive): photo by Saverio Truglia.