Got a style question? Tweet us @InStyle with the hashtag #AskInStyle, and we'll respond with an answer printed in a future issue of InStyle or on InStyle.com.
@cmmcdonough asked us: "How can I wear a menswear-inspired hat without looking costumey?"
Our answer: Balance the masculine with the feminine by choosing a coat with soft, fluid lines and steering clear of boys club blazers and brogues (see: Suki Waterhouse and Rosie Huntington-Whiteley for inspiration, below). A romantic floral dress paired with ankle boots and tights is spot on. A wider brim and a shot of color also help take a topper out of the prop closet and into vintage boho territory.
Clockwise, from top: Red velour felt with satin band, Gigi Burris, $360; gigiburris.com. Gray felt with satin band, Maison Michel, $456; matchesfashion.com. Navy blue felted wool with leather band, Sensi Studio, $156; senseistudio.com. Tan felted rabbit fur with grosgrain band, Preston & Olivia, $190; prestonandolivia.com. Black felt with faux-leather band, Vince Camuto, $88; vincecamuto.com.