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Stylish outfits that begin with a sweatshirt

Bobby Schuessler is a New York City-based fashion and beauty writer, contributing to brands like E!, Us Weekly, Glamour, Lucky, Men's Health and of course, SheKnows.

Casual chic

If you buy one item this fall, make it a cozy crewneck sweatshirt. Why? You can wear it anywhere! Seriously. We'll show you how to style a comfy pullover three different ways.

It used to be that crewneck sweatshirts were reserved for the collegiate types, but this fall, there's nothing more stylish. You can literally wear a basic pullover for any occasion! Don't believe us? Here are three ways to style a heather gray Topshop sweatshirt for work, play and date night.


For work

Your new casual Friday go-to? A sweatshirt! But don't just wear one by itself with jeans or you may risk looking too casual. Our tip? Take a chambray shirt, button it up all the way to the top, layer on a chunky necklace and slip into dark skinnies and ankle booties—voilà—an oh-so-chic office ensemble.

Casual chic

Long Sleeve Sweatshirt (Topshop, $36), Amabel Chambray Shirt (Anthropologie, $88),
Kut From The Kloth Diana Skinny Jeans (Lord & Taylor, $79), Black Cord Spike Pendant Statement Necklace (River Island, $70), Sam Edelman Black Mariel Boots (, $225)


For play

What better way to stay comfy while hanging out with your girlfriends on the weekend than in a cozy sweatshirt? Pair a moto jacket with printed jeans and easy sneakers, and you're ready for a lazy Saturday brunch.

Casual chic

Long Sleeve Sweatshirt (Topshop, $36), Safety Pin Leather Biker Jacket (Mango, $350),
Printed Jeans (Zara, $70), Vans Authentic Sneakers (Karmaloop, $45)


For date night

Bet you never thought you could wear a sweatshirt and still remain sexy for date night out! Well we're here to tell you that you can! Especially if you pair something sultry on the bottom. Impress your man by wearing a flirty knee-length skirt with your pullover. Sky-high heels and glitzy jewelry will only amp up your look even more.

Casual chic

Long Sleeve Sweatshirt (Topshop, $36), MSGM Mink Skirt (The Corner, $455),
Classic Faux Suede Pumps (Forever 21, $30), Chain Bracelets (Dorothy Perkins, $22)

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