All-day sunny days in NYC may be less of  a sure bet than in the Sunshine State, but when you're in the entertainment biz you gotta be prepared to cross coastlines and style boundaries at a moment's notice. PR-girl Rose Park's versatile look takes the time-zone transition with ease: Her wide-brimmed ASOS hat and Lucre sunglasses are both UV-protecting practical and classic chic, while the pairing of her Jeffrey Campbell platform heels (HUGE here) with Daisy Dukes (a West-Coast staple) sends out wave after wave of downtown vibes that bowl us over. Toss in a studded Gucci bag and that model pose, and NYC won't be forgetting this Cali gurl anytime soon.

Dark-haired Ranya is a Las Vegas native that's not afraid to gamble with bold style choices. She's sporting a seriously original tooth necklace (her grandmother's - handmade in Africa, no less). The SVA student snuggled up in a comfy, oversized black sweater and gray pants in the East Village this weekend. We'll double-down on that fashion choice - it's a clear winner for fall.

Question: since when is it trendy to wear hand-me-downs from your father? Answer: since Alex Pitta left sunny San Diego and arrived at NYU, sporting his dad's 1980s Ray-Bans. It's hard not to do a double-take on Pitta, from his vintage military blazer and sleek jeans to his impeccably styled hair. If any of you boys out there want to channel some perfect Pitta, check out his style inspiration here.

Over the next few weeks, we'll be spotlighting style on campuses around the city. Alex is a freshman at New York University.

Some kids go that extra mile with style.   We caught up with Stevie Boi (left) and his assistant Benji at The Studio Museum for Harlem's Fashion Row, and we could not stop staring.  A sunglasses designer, Stevie Boi decided against a simple blazer for one with spiked shoulder pads, adding a bow tie necklace and pleather pants for a flash of fashion. But Benji, never the one to be shown up, threw down a simpler + funkier look with a vintage football jacket, no-framed glasses, and a host of necklaces just for fun.  No need to head inside, the real Fashion show took to the streets!

How could we not fall head over heels for Dana?  She's an SVA sophomore with the exact Jeffrey Campbell clogs that we've waited to get our paws on for months now!  She paired the bad boys with knee-length black socks for a Downtown stroll, and kept her legs looking long and sleek in some high-cut denim shorts.  Her flowing top reminds us of Liz's (swoooon), but the heart-shaped glasses (a St. Mark's buy) are all her own...and, well, they're soon to be ours as well!  Gosh, we heart every piece of this chick.

We're giving away a free pair of sunglasses this month! Enter your email address below and enter to win!

Valentina looks like she belongs in a fashion tribe...problem is, which one? Her colorful dream catcher necklace is not only tribal, it's familiar (see Wildcat Ebony Brown and her matching shaved do).  But then there's the tinted spectacles + Mickey/Minnie retro T - more Funky Fannys than Cherokee Chick! Careful how you pick your side, V: in an urban jungle like NYC, gotta pick your fashion wars wisely!

On Day 3, before a night out in the City, Elijah unpacked the vintage goods!  The vintage Steelers jacket is a nod to LA, while the flip-shade sunglasses are a nod to, well, Dwayne Wayne.  Gotta love this kid (and his vintage women's blouse). Watch Day 3 with Elijah below.

III is a feature that lets you into the lives of the trendiest NYC'ers in 3 days and 3 different looks.