You’ll want to wear your sunglasses at night, as well as during the day, when they’re classic Ray-Ban Wayfarers. Think Tom Cruise in Risky Business. Think Jake and Elwood Blues. Think Miami Vice, Madonna and Debbie Harry. Classic never looked so cool.

Ray-Ban Wayfarer sunglasses, $139, zappos.com
 

No denim wardrobe is complete without a great-fitting pair of black jeans. Just right for fall, this style features soft, sueded denim and a figure-flattering boot cut and higher rise.

Not Your Daughter’s Jeans Sarah boot cut, $110, zappos.com
 

What’s easier -- and chicer -- than throwing on a great poncho? It amps up your style quotient while still giving off a vibe that’s casual-cool. Wear it with jeans for day, leather leggings at night. Perfection.

DKNY Pure poncho, $525, neimanmarcus.com
 

If you thought black sweaters were simply basics, you haven’t seen this sassy striped number. Soft cashmere and wide stripes make it a standout. Expect to wear this sweater with leggings, with jeans, with a long skirt, with a suit. Basic? OK, maybe. But boring? Never.

Vince cashmere feather sweater, $275, revolveclothing.com
 

Not sure what to wear to all the holiday soirees that will soon be filling up your calendar? We have two words: Tuxedo. Pants. They’re classic, cool and work for just about any type of party. Plus, the leather trim on this style gives just a touch of tough-girl cool. Party on!

Tibi tuxedo pants, $297, tibi.com
 

If it’s been a while since you splurged on a new fall jacket, the time to act is now. This trench has just a touch of military feel, is water-repellant and is so versatile, you’ll wear it rain, sun or snow.

White House Black Market Trapunto trench, $188, whitehouseblackmarket.com
 

For some, fall means one thing: first snowfall. If you hear the word “powder” and get an instant itch to pull out your skis or board, you’ll love this biker-inspired ski jacket. It doesn't matter if you wear it on the slopes or après ski, you’ll be the most styling woman on the mountain.

Adidas by Stella McCartney ski jacket, $450, adidas.com
 

Maxi skirts are holding on strong when it comes to top fall trends and we are totally digging this long, softly pleated number. But here’s the best part: It’s a little shorter in front, so you still get the maxi feel, but also get to show off your cutest shoes, boots and tights. Score!

Loveappella Hi-Low maxi skirt, $64, piperlime.com
 

We all have a crisp white blouse in our wardrobe rotation, but if you don’t have a black version to mix in, it’s time to get shopping. Like its name, this style is totally effortless – and totally chic.

Chico’s Effortless Lynette shirt, $69, chicos.com  
 

Sweater tights are oh-so cozy for chilly days and nights and this pair has a touch of cashmere, making them soft and not at all scratchy. Now, that’s something to fall for.

Nordstrom, Love tights, $28, Nordstrom.com

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WANT MORE STYLE ADVICE? HERE ARE 20 GREAT FACE-FRAMING BLOUSES.