It's Time For Our Halloween Edition of . . . Costume or Couture?

The street style star: No, that's not someone in their finest sexy eskimo costume! That's the head of fashion partnerships at Instagram doing her best to stay warm in a Prabal Gurung coat, tights, and combat boots.

The costume: Her style goes across the map, so the key here is to channel her signature pose and flash an exuberant smile and a peace sign.

The street style star: Recall all those great costumes ruined by the necessity of a Winter coat on a cold October night? That's never been the case for the creative director of J.Crew, who is the ultimate professional in layering.

The costume: Make like Joey from Friends, and put on everything in your closet, including a pair of black-frame glasses. But whatever you do, do not put your arms in those coat sleeves. That's as scary a thought as playing Bloody Mary with your friends in the bathroom.

The street style star: Her tiny stature and delicate features might make you think she's an actual Russian doll, but she's really a Russian It girl.

The costume: If you've got a short frame on your side, all you need is a headscarf and matching outfits for you and the other babushkas who you'll surely enlist to be part of your Russian nesting doll group costume.

The street style star: Is that a candy necklace earned from hours of trick-or-treating or was Chanel just happy to see her?

The costume: To capture the fashion insider's "I'm Too Cool to Wear a Costume" costume, just gather up a few on-trend items, from overalls to Birkenstocks (really any flats will do — heels, thankfully, are a no-go), and look bored by it all.

The street style star: Want to spend your Halloween hiding in plain sight? That's just how OP does it. Never too far on either extreme — her most casual outfits are still put together and her boldest ensembles are still wearable — she blends in and stands out at the same time.

The costume: Dress like you are going to a job interview at one of those fictional magazine offices from the movies.

The street style star: Wouldn't the Vogue editrix make the chicest librarian? We doubt she'd agree, but calling this getup "ladylike" doesn't have the same buzz.

The costume: You'd think it'd be more complicated to copy the most powerful woman in fashion's aesthetic, but it's by far the easiest one yet. Just put on your most dainty floral-print dress, tie a sweater around your shoulders, and top it all off with a bob wig and some oversize sunglasses.

The street style star: No one makes the streets of New York, Milan, and Paris her personal trick-or-treating zone quite like the Vogue Japan editor.

The costume: There's only one rule when making like ADR: more is more. Opt for major baubles, embellished heels, high-impact shades, and hats and fascinators to dress the part. Bonus points if your actual face isn't the only face on your outfit.