Fashion

Fit to Print: Grim and Proper, Day 2

Fashion

Fit to Print: Grim and Proper, Day 2

silk crepe blouse, $350">
SEE by CHLOE silk crepe blouse, $350
Leather Bow Bag, Small, $1,845 ">
VALENTINO Aphrodite Leather Bow Bag, Small, $1,845
Paloma Bootie, $1,115 ">
CHRISSIE MORRIS Paloma Bootie, $1,115
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When shopping for this look, think “Girlie New England Sailor meets Pirate.” This rough-around-the-edges prep school aesthetic calls for a balanced blend of buttoned-up traditionalism and unexpected attitude. Mix navy-and-white stripes and bold-colored crops with a dark lip, a dramatic eye, or a cuffed bracelet to toughen up your look. A pair of heavy, leather brogues or saddle shoes add a utilitarian feel while still delivering de rigueur appeal. Peter Pan collars and big bows are also welcome accessories for the girl who paints her poodle’s nails weekly while also insisting it wears a spike collar.