Wear + When: Fall Fashion Essentials

The clothes and accessories we can’t wait to pile on this fall.

Fall Fashion Essentials Photograph by Fall Fashion Essentials

Everything in this New York City designer’s diffusion line is edgy, colorful, and wallet-friendly. We’ll be layering these pieces with turtlenecks, tights, and jackets well into winter.

Rachel by Rachel Roy Print Dresses, $99 each Photograph by Fall Fashion Essentials

Equal parts tough and glam— exactly how we like it.

Ann Taylor Pave Pyramid Stretch Bracelet, $68 Photograph by Fall Fashion Essentials

These babies are all over street style blogs. We’re thinking navy or gray—paired with a great wool miniskirt— will be a gloriously grown-up twist on the whole school girl look.

American Apparel Thigh-Highs, $15 Photograph by Fall Fashion Essentials

Skinny, dark-wash flares are slightly retro, and this season’s hottest silhouette.

Paige Denim Lou Lou Tulip Flare Jeans, $189 Photograph by Fall Fashion Essentials

The definition of modern lady when tucked into your new flares.

Tucker Tie-Front Blouses, $286 each Photograph by Fall Fashion Essentials

Carrie Bradshaw started the trend, and we’re bringing it back. Belts, blazers, dresses— flower pins on everything!

Emersonmade Dahlia pin, $68 Photograph by Fall Fashion Essentials

For us, stripes will never go out of style, and designer Lauren Moffatt’s muted tones and expanded sizes are just what we’re craving this fall.

Lauren Moffatt’s Bold Stripes, $248-$290 Photograph by Fall Fashion Essentials

High-top oxfords!? Must. Stop. Drooling. And remember to pair with our floral summer dresses when the cooler weather starts.

Madewell Aberdeen Two-Tone Boot, $198 Photograph by Fall Fashion Essentials

This substitute for the classic white button down feels fresh and casual.

Old Navy Chambray Western Shirt, $21.99 Photograph by Fall Fashion Essentials

The ultimate cool-girl alternative to miniskirts for a night out.

Tibi Leather Shorts, $585 Photograph by Fall Fashion Essentials

This fall’s go-anywhere dress, done in a notice-me cherry red.

Diane von Furstenberg Tie-Waist Heaton Dress, $375 Photograph by Fall Fashion Essentials

Sublimely simple and available in a bevy of sizes and fabrics, we hereby declare this structured tote 2010’s version of the classic quilted Chanel bag.

Rebecca Minkoff Brown Alligator Morning After Bag, $550 Photograph by Fall Fashion Essentials

Utilitarian chic that works with everything from pencil skirts to floaty dresses.

Windsor Army Green Safari Jacket, $28.90 Photograph by Fall Fashion Essentials

Silver charms to match with everything, and we especially love the brushed metal texture and unexpected shapes. When’s the last time you wore anything with a stingray on it?

Michelle Chang Charm Necklaces, $48 – $90 Photograph by Fall Fashion Essentials

First, there was the boyfriend jean. Then came the boyfriend blazer, sweater, and cardigan. We’d think twice before letting our guy out of the house carrying any sort of purse, but this “boyfriend” cross-body will work quite well for us, thanks.

Rebecca Minkoff Nubuck BF Bag, $295 Photograph by Fall Fashion Essentials

Nope, we’re not kidding on this one— have you seen the J. Crew window displays? Skinny ties will officially be updating every last one of our high-waisted skirt and button down shirt combos.

Urban Outfitters Skinny Ties, $19 Photograph by Fall Fashion Essentials