Unlike many of her privileged background peers, Hilfiger has a down-to-earth take on trends that is both accessible and personal (she looks like she actually styles herself). Mathematically speaking, she seems to be working with a 60% uptown/40% downtown mix for a smart-but never precious-style. She wears sophisticated pieces in a youthful manner, like pairing the above, furry vest with a t-shirt and skinny black pants for a night at Pete Wentz's weekly karaoke competition. We also approve of how Hilfiger reuses her favorite wardrobe staples, like the animal print belt she wore to a party for a Vanity Fair fete (hot pink dress, far right) and then again for Nina Garcia's book party (black dress, far left).
She's also supporting young designers-always a savvy choice-and wearing buzzy pieces from these up-and-coming lines. The electric blue Hologram Dress ($475) with sequined details (above, second from right) Hilfiger chose for an Art Basel party is not only one our favorite pieces from Alexander Wang's resort collection, but tastemaker Erin Wasson's too. We were also excited to see she's wearing Katy Rodriguez too (above, far right) and doing her own take on a suit, albeit a modern one with shorts instead of a skirt (above, middle). Hopefully Hilfiger's eye and personal stamp will be available to the greater public. She's rumored to be opening a boutique in LA soon and we're quite curious to see what she'd stock!
Photo of Ally at Karaoke, Wireimage.