Quilted silk printed with a floral motif, finished with a mini chain strap and a kiss lock closure—does it get any more girly? This dainty bag falls squarely on the ultra-feminine end of the fashion spectrum, which makes it the perfect accessory for a borrowed-from-the boys outfit. I'd pair it with a tailored suit and red lipstick to create an ensemble that says "My look may be menswear-inspired, but I'm all woman." 

$990; call 212-243-8600

—Bronwyn Barnes, Entertainment Editor