How to Get That "Oversize Everything" Look Hailey Bieber Always Wears

If you're already obsessed with Hailey Bieber, you know exactly what I'm talking about when I say "oversize everything." But if you aren't as familiar with her style as some of her biggest fans are, then let me fill you in: Hailey is definitely considered a major fashion icon as far as celebrity style goes, but one look in particular that she has nailed is anything oversize. We're talking everything from a head-to-toe baggy suit moment to a hoodie so big, she can wear it as a dress. In theory, re-creating that vibe seems simple, but unless you've tried to pull off an oversize T-shirt–and–baggy-jean moment à la Hailey, you haven't come to terms with just how difficult it actually is. 

While it might seem like she just throws together a bunch of baggy clothes and calls it a day, the reality is that there is a method behind the madness, and today, I'm here to decode it for you. Ahead, I have rounded up some of my favorite "oversize everything" Hailey moments and shopped out exactly what you'll need to get the looks in addition to a brief explanation of why each ensemble works. After reading through and shopping accordingly, you'll leave here feeling ten times more confident in your ability to embrace loose clothing this fall. 

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On Hailey Bieber: Vans Old Skool Sneaker ($60)

Putting this look first because it is by far the easiest to re-create. Head to Amazon, order matching sweats in one or two sizes too big, and you've got yourself a Hailey Bieber–approved look. 

Shop the look:

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On Hailey Bieber: Raf Simons shirt; Joah Brown Cropped Cami in Pearl Grey Flexrib ($56); EB Denim Levi’s Og Shorts ($215); Bottega Veneta Chain Mesh Sandals ($1180)

Ever heard of a shacket? Well, Hailey Bieber is the queen of them. Once again, buy one that is one or two sizes too big and pair it with a sleek pair of heels to offset the casual shape up top. 

Shop the look:

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(Image credit: Getty Images)

On Hailey Bieber: Balenciaga coat; Cydnie Jordan Sweatshirt ($125) and Unisex Sweatpants ($125); Alexander Wang sneakers

Fall is right around the corner which is the perfect time to start trying out these oversize Hailey Bieber looks. She is known to live in her roomy yet structured outerwear while keeping it easy underneath via more sweatpants and simple sneakers. 

Shop the look:

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(Image credit: Getty Images)

On Hailey Bieber: Magda Butrym blazer; Jacquemus Valensole Knit Bra ($135); Alexander Wang Bite Flip Shorts ($245); Balenciaga XS Hourglass Smooth Leather Bag ($1590); Bottega Veneta Men's Leather Beatle Boots ($1150); Evolvetogether Milan Face Masks ($9)

If a head-to-toe oversize look feels a bit too intimidating for you, the start off with one larger piece and work up from there. This recent outfit of Hailey's is a perfect example. All you need is a boxy blazer, some denim shorts, and chunky boots. 

Shop the look:

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(Image credit: Splash News)

On Hailey Bieber: Celine sunglasses; Jacquemus suit; Off-White Nike Air Force 1 McA Blue sneakers 

I don't know about you, but there is nothing chicer to me than a baggy suit moment. I love how Hailey kept things simple with a white T-shirt and classic sneakers to really let this look shine. 

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(Image credit: Splash News)

On Hailey Bieber: Drew House sweatshirt; Nike x Off-White Air Force 1 Low sneakers; Balenciaga bag 

No pants? No problem. If your hoodie is big enough, there's really no need for anything else besides some shoes and accessories. 

Shop the look:

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(Image credit: Splash News)

On Hailey Bieber: Gucci sunglasses; Balenciaga coat; Ksubi sweater; Natasha Zinko jeans; Nike Air Force 1 Sneakers ($90); Anderson’s Croc-Effect Leather Belt ($74) 

Last but not least, we have the baggy-jean moment, which Hailey constantly proves she is the reigning champion of. Accompanied by a large leather coat and fuzzy sweater, this outfit proves that sometimes the more oversize items, the better. 

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Lauren Eggertsen
Editorial Director

"Copy (200 words): Lauren Eggertsen is currently the editorial director of Who What Where and has worked at the company for nearly seven years, where she started as an associate editor and has since worked her way up. Lauren has over 10 years of experience in the fashion editorial space, starting her career with internships at Marc Jacobs, Marie Claire, and The Zoe Report, where she was later hired as their editorial assistant. Lauren has worked in the Los Angeles and New York Who What Wear offices but currently calls L.A. home. It is here where she leads and manages Who What Wear's fashion team and oversees all day-to-day editorial content and large tentpole moments. This includes all of the runway, trend, and shopping-driven content that ultimately helps to build a strong brand reputation within the industry. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many of the celebrity cover shoots, including big names like Sydney Sweeney, Lindsay Lohan, and Megan Fox. 


She has also attended multiple fashion weeks, including New York, London, and Milan, where her personal style has been featured on sites such as Elle.com, HarpersBazaar.com, and Vogue.co.uk. She prides herself on discovering and supporting small brands and on her knack for a good vintage shopping find. When she isn't working, she enjoys researching and dining at reputable restaurants around both her neighborhood and the globe.