Emma Stone

Let's face it: simply stating that an outfit is chic or on-trend isn't enough. In order to really understand what makes a great ensemble work, you need the all-important "why" factor, which brings us to our new informative fashion feature: Why It Works! Each month, we'll break down the inner workings of a must-try outfit and explain the importance of each element involved. Plus, we'll even show you how to get the look with a slew of stylish like-minded items! So let's get to it, shall we?
Emma Stone
While Emma Stone is known for consistently getting it right on the red carpet, we find that her off-duty style choices are worthy of praise too. Take the ensemble she wore arriving to The Late Show with David Letterman in New York this past June, for example. The actress was polished perfection in a Burberry Long Cotton Gabardine Leather Detail Heritage Trench Coat ($1595), Rag & Bone/JEAN Skinny Jeans ($187) in Kensington, and Sergio Rossi patent pumps--a simple and chic combination every woman should have in their repertoire come fall. Here is Why It Works:

Trench Coat: In lieu of a traditional khaki trench, go for one with black or brown leather trim. The subtle detail adds visual interest, giving the outerwear definition without being distracting.
Similar Essentials Burberry Long Cotton Gabardine Leather Detail Trench Coat ($1595); Banana Republic Equestrian Trench ($198); Kensie Double-Breasted Trench Coat ($104).

White Shirt: A crisp white shirt, buttoned all the way to the top and left untucked, keeps your outfit sophisticated while lending the overall look a hint of menswear polish.
Similar Essentials Equipment Signature Blouse ($208); J. Crew Boy Shirt ($148); Gap Boyfriend Shirt ($50).

Skinny Jeans: Skinny jeans--in a dark, solid wash and hemmed right above the ankle--are timeless and professional, plus they're perfect for showing off a sleek heel.
Similar Essentials J Brand Maria Skinny Jeans ($233); Guess by Marciano The Skinny Jean No. 61 ($148) in Dark Vintage Wash; Divine Rights of Denim Skinny Jeans ($27).

Heels: A single-sole, patent stiletto with a slightly pointed toe is elegant and ladylike--think: Catherine Deneuve--so it's a great way to introduce a dressier element to otherwise understated separates.
Similar Essentials Manolo Blahnik BB Pointy Toe Pumps ($595); Kate Spade New YorkTalia Pumps ($298); Aldo Romelia Heels ($80).-- Jessica Baker

Photo of Emma Stone, courtesy of X17