Many people admire Hailey Bieber’s street style because she’s able to seamlessly incorporate high-end designer items with more everyday pieces. This look from 2018 shows Hailey and Justin walking in sync on the streets of Los Angeles. Hailey’s wearing a classic black and white streetwear look, complete with high-top sneakers.
Along with the standard black hoodie and shoes that anyone can throw on, Hailey adds what is very obviously a fancy designer bag. We’re not designer bag experts, but we’re sure it’s a high-end piece. Her look is further elevated with that buttery-soft white leather jacket and leather leggings. In a cute twist, Justin appears to be wearing matching high-tops but in a reversed color scheme. True love.
A Black & White Look
At this point, Hailey and Justin are famous for hitting the streets in their best athleisure wear looks. This paparazzi snap is no different. Hailey is treating this sidewalk like a catwalk in her white sneakers and oversized white zip-up hoodie. She’s wearing a two-piece black and white set that is the perfect mix of loungewear and high fashion.
Her bike shorts are made of a shiny black fabric, elevating the look to something more than just a gym outfit. Of course, Hailey finished off her look with elevated details like a sleek bun and hoop earrings. Although she didn’t coordinate with Justin this time around, they both look like a casual Sunday, but make it fashionable.
Not Your Average Doctor’s Office Outfit
Most of us wear sweats or comfy clothes to a doctor’s appointment. Not Hailey Bieber. She was photographed leaving her doctor’s office in 2018 wearing this bright green co-ord set. Apparently, now we need to start wearing matching sets to our doctor’s appointments because this look is so cute.
The green denim skirt and jacket have a vintage vibe with a modern cut. Plus, that jacket is giving a menswear feel with its slightly oversized fit. Incorporating menswear in outfits is something that Hailey has since become known for, so it's interesting to see this early iteration. Hailey kept it casual with her footwear by slipping on simple yet chic white sneakers.
Hailey Bieber: Queen of Stealth Wealth
The thing about Hailey Bieber’s street style is that it’s much harder to pull off than one would think. When you first glance at this photo, it looks like Hailey is simply wearing some sweatpants, a crop top, and an old baseball cap. But this look is probably more than the average person’s rent.
If you look closely, that “simple” baseball cap is by Gucci. That hat is easily worth at least a few hundred dollars. Oh, and those comfy sweatpants? They’re by a designer brand called “I.Am.Gia.” Although they’re not too ridiculously priced, they’re no T.J. Maxx bargain find.
High Brow and Low Brow, Together Forever
Many people admire Hailey Bieber’s street style because she’s able to seamlessly incorporate high-end designer items with more everyday pieces. This look from 2018 shows Hailey and Justin walking in sync on the streets of Los Angeles. Hailey’s wearing a classic black and white streetwear look, complete with high-top sneakers.
Along with the standard black hoodie and shoes that anyone can throw on, Hailey adds what is very obviously a fancy designer bag. We’re not designer bag experts, but we’re sure it’s a high-end piece. Her look is further elevated with that buttery-soft white leather jacket and leather leggings. In a cute twist, Justin appears to be wearing matching high-tops but in a reversed color scheme. True love.
A Trip to Tribeca
There’s no denying that Y2K fashion is back in vogue. Hailey Bieber was one of the earliest adopters of the trend. She continues to lead the way for many other young, aspiring fashionistas. This look from January 2023, taken in the Tribeca neighborhood of New York, oozes early 2000s fashion.
Hailey is unapologetically rocking classic Y2K silhouettes, and it works. The low-cut, baggy jeans with the pointy heels are bringing us all back to 2005. Remember those days? Hailey continues to commit to the look with simple layered brown and white tops underneath a boxy fur jacket. Oh, and don’t forget the signature baguette-style handbag. Classic Y2K mom vibes.
Sans Pants at InStyle’s After Party
There’s no denying that Hailey Bieber can rock a red carpet, even if she’s not the intended star of the show. She attended the 2020 InStyle Golden Globes After Party in a menswear-inspired outfit completely designed by Yves Saint Laurent. The glittery suit jacket gave the illusion that Hailey was attending sans pants!
The outfit is quite daring, which is pretty appropriate for an after-party. The belted jacket-turned-dress shows off her amazing legs, and that plunging neckline is no joke. The pointed heels are also by Yves Saint Laurent and come with a $995 price tag. Fun fact - Hailey wasn't wearing any foundation for this event!
The Fashion of Social Media
Social media platforms like Instagram and TikTok have made fashion and styling more accessible. Fashion influencers can become famous, start trends, and drive sales by simply posting a cute outfit for their fans and followers. Hailey Bieber has harnessed the power of social media for her own benefit, often posting street-style outfits that fans drool over.
Hailey posted this seemingly spur-of-the-moment outfit that looks deceptively simple. If we’re being honest, not many people could pull this look off. In this post, she’s wearing a black tube top with baggy cut-offs and sunglasses that your nerdy dad wore in 2001. Even though this look shouldn’t work, it does. What is it about Hailey that makes the obvious look so elevated?
An Outfit Repeater
When it comes to celebrity fashion, repeating an outfit is no longer a major faux pas anymore. In fact, it’s often lauded as a concerted effort to reduce fashion waste and reuse what’s already in someone’s wardrobe. Hailey apparently has a favorite outerwear piece because she’s worn this oversized leather jacket on multiple occasions.
In this instance, Hailey styled her jacket into an all-black look. She’s wearing black high-waisted shorts and a crop top underneath the voluminous sleeves of what we’re assuming is a vintage men’s jacket. As always, Hailey pulls off the oversized menswear trend like it’s a piece of cake.
She Makes Socks with Sandals Look Cool
If you grew up thinking socks with sandals was a major “no-no,” Hailey Bieber is about to blow your mind. It’s doable. It’s not only doable, but it can be totally fashionable. She is absolutely rocking those white tube socks with her black platform sandals. In classic Hailey Bieber fashion, she wore this daring footwear look with a black and white outfit.
Her baggy white shorts and white crop top are visually broken up with a simple black leather belt. We love this all-white look with strategically placed black accessories and accents. Her casual look is so well-curated that even her cream cheese and bagel snack matches. Coincidence or stroke of fashion genius?
A Luxurious Elevator Look
We’re about to elevator pitch you this outfit because it’s absolutely fabulous. Picture it: an oversized fluffy jacket with a sleek black dress and sneakers. Sneakers?! Yes, sneakers. Who else would be able to pull off this look but Hailey Bieber? This outfit strikes the perfect balance of eveningwear and street style, and we can’t get enough.
Hailey’s outfit is elegant and timeless but with a modern twist. The extra-fluffy fur coat and floor-length gown would look amazing on their own, but Hailey keeps going. The dad sneakers, tube socks, and chunky glasses are a major Y2K throwback. These subtle lowbrow accessories move this outfit up from a simple elevator look to an immaculately styled outfit.
Sportswear Meets Menswear
Hailey Bieber made headlines (literally) when she cut her hair into a shoulder-skimming bob in early 2023. Her fresh haircut brought a new edgy element to her famously styled outfits, and fans couldn’t get enough. She posed for this Instagram photo with her favorite oversized men’s leather jacket and casual sportswear.
She’s wearing a sports jersey that reads “Hawaii,” white shorts, and running shoes that somehow match her entire outfit. The bob looks immaculate with her Y2K-inspired sunglasses. Basically, this whole look is relaxed and fun but with a high-fashion edge. We can’t think of any other celebrity who could pull off bright red socks like that.
An Unexpected Style Twist
What Instagram fashion girlie hasn’t perfected the over-the-shoulder side pose? Hailey is rocking this classic pose, but she’s doing it in style. She posted this Instagram photo wearing a kitschy “Pink Panther” leather jacket that features the iconic cartoon wearing a patriotic “Uncle Sam” hat. She cryptically captioned her photo “cozy fuzzy things.”
Hailey let the loud leather jacket speak for itself, pairing it with low-rise black pants, thin sunglasses, and her signature hoop earrings. Who knew a cheesy vintage jacket could look so fashionable? This outfit is a perfect example of how Hailey takes unexpected daywear and styles it in new and exciting ways.
Happy Birthday, Hailey
Hailey celebrated her 26th birthday in style with this glam outfit in Tokyo. This birthday look is surprisingly more colorful and girly compared to her usual monochromatic street style. Her sequin and lace corset top naturally glitters under the camera flash, creating a feminine and elegant vibe. No one can go wrong with a light pink and gold color combination.
Of course, it wouldn’t be a Hailey Bieber look without some masculine pieces thrown in. She paired her corset top with super-wide-leg light-wash denim and a floor-length white fur coat. She somehow pulls off this perfect combo of luxury and streetwear in a way that looks glamorous, chic, and elegant.
“Eu te amo Brasil”
Hailey Bieber hit up Brazil in late 2022, so of course, she had to post a few of her outfits along the way. She posted this casual look with the caption, “Eu te amo Brasil. Voltarei em breve eu prometo,” which translates to “I love you, Brazil. I’ll be back soon, I promise.” In a subtle flex, she coordinated her outfit to match the colors of the Brazilian flag.
Her yellow and green crop top is paired with low-rise cargo pants and gold jewelry, creating an understated and effortless look. There’s a little pizzazz added to this everyday look with the gold and ruby belly chain around her waist. She looks like she’s ready to hit the streets of Rio de Janeiro in style.
Beach Bum Chic
Most fashion-forward celebrities love to post-tropical vacation thirst traps of them sitting on the beach, looking hot in their bikinis. We don’t blame them– if you’ve got it, flaunt it! But Hailey takes the classic “celebrity beach pic” and makes it a fashion moment. Leave it to her to create a unique and stylish beach outfit.
She’s styled her wine-red bikini with a sheer cover-up and crochet hat. The cover-up has a groovy swirl print in magenta and yellow, creating a 70s vibe. The checkered crochet bucket hat compliments that vintage feel with its cute red and white pattern. Instead of her signature gold hoops, Hailey’s sporting a silver necklace in this photo.
Enter: The Matrix
If you’re a teenager of the 90s, Neo from the original “The Matrix” most likely comes to mind when you first peep this outfit. Like Keanu Reeves’ character, Hailey Bieber is fully embracing the all-black vinyl look. From the shiny black pants to the teeny tiny sunglasses, it’s giving major “red pill or blue pill.”
We have to admit that we admire the dedication required to pull off this outfit. Black vinyl pants, a matching trench coat, and a barely-there bikini top are not for the faint of heart. There’s a pop of color with her white and lime green sneakers, which are a fun addition to this overall perplexing outfit.
Cute and Casual in Flannel
We love a good flannel look, and this green-themed outfit is doing it for us. Hailey looks utterly relaxed and at ease in this chill vacation outfit. She’s wearing a flannel-print cardigan with large pearl buttons down the front. It’s the perfect combination of “Golden Girls” granny chic and lumberjack.
To finish off the look, Hailey wore green denim pants, a simple gray crop top, and a bright yellow baseball cap. It looks like there’s a Canadian maple leaf on the front, which is probably referencing Justin Bieber’s Canadian roots. This outfit looks like it could be worn anywhere, anytime, from a cozy day at home to an afternoon walk around town.
50 Shades of Orange
This relaxed, beachy look is everything we love in a summer outfit. It’s easy, it’s breezy, and it’s simple. Hailey paired three different shades of neon orange together for this relaxed weekend look. Sounds overwhelming, right? Somehow, all three shades of orange work together to create a chill, modern outfit that captures Hailey’s unique sense of style.
Her creamsicle orange bucket hat and chunky orange slides are on trend without being too in-your-face. The star of the show is her coral co-ord set, though. This outfit is so cute and simple, Hailey’s making us think we could pull off the same look.
Knitwear Meets Streetstyle
Crochet and knitted clothing is having a moment. We’re here for it. Hailey has leaned into this trend by incorporating plenty of knit and crochet pieces into her outfits in recent years. She wore a summertime knit dress with sneakers and a bucket hat for a relaxed, fun look. Actually, the green dress she’s wearing might be intended as a sweater vest, but it’s working for her.
The cute strawberry on the front of her dress creates a fun, whimsical feel to this classic summer look. This outfit might look spontaneously thrown together, but there’s one clue that it was meticulously planned. Do you see how the mustard color on her Air Jordans perfectly coordinates with her bucket hat? Genius.
Pretty in Pink
Hailey Bieber has the magical ability to make simple sweatpants look like a million bucks. She called on her inner Barbie for this pink streetwear look. In this nighttime pic, she’s rocking baggy Barbie pink sweats with a magenta spaghetti strap top and an oversized men’s button-up.
The look harkens back to the 90s with its oversized silhouette. Plus, the bucket hat makes this outfit even more trendy. Overall, Hailey looks pretty comfortable and relaxed while remaining iconic. No one should look this good with flash photography if we’re being honest. But Hailey is a model, after all, so it makes sense.
The Queen of Normcore
Normcore reigns supreme these days. Some would argue that Hailey Bieber is its queen. This outfit is proving that point because it's everything the normcore girlies love. Hailey is wearing this monochromatic gray sweatsuit like it’s hot off the runway. Knowing her love of understated designer duds, it just might be.
She paired the simple loungewear set with a bright green puffer vest and matching designer bag. This pop of color is really what makes this street-style outfit stand out. Mixing gray, the most normcore color out there, with a bright green, is a perfect example of how Hailey mixes high and low-brow fashion.
Après Ski, Hailey’s Version
Who would have thought a cropped North Face snow jacket could actually look good? Hailey is working this snowy winter look while holding a Dixie cup of coffee. Hailey Bieber– she’s just like us! This outfit takes everyday pieces and elevates them with a twist. She’s folded up her jacket into a cropped fit to show off her midriff. The way she’s wearing a normal white beanie is hard to pull off, but it’s working.
Her pants are another interesting twist because they look like cargo or ski pants, but they’re actually made of leather. Her effortless, natural makeup makes this whole outfit extra cozy. Now we’re craving a hot cup of coffee.
Tie-Dye in the Desert
When Hailey and Justin go on a road trip, they do so in style. The couple posed for a cute photo in the desert, and Hailey looked relaxed and happy. She’s wearing a tie-dye loungewear set that proves you can look good going out in your comfy clothes. In classic Hailey style, the set is black and white and harkens back to the days of 90s fashion.
She completed her fun athleisure look with white sneakers, no-show socks, and simple gold-rimmed sunglasses. As always, she wore classic gold hoops and minimal, natural-looking makeup to show off her gorgeous face. She really makes being a model look effortless, doesn’t she?
Dressing with Sheer Daring
It used to be a fashion faux pas to wear something see-through. We all remember checking our leggings in the mirror before we went out, right? Well, fear no more. If this street style look is any indication, sheer is the new opaque. Hailey was photographed walking around with her friend Justine Skye in June 2023 in this completely see-through white slip dress.
She’s not even trying to hide the fact that her dress is see-through. She’s fully embracing the white “granny panty” life, and she wants everyone to know. Hailey added a splash of color with her silver and turquoise dad sneakers, but the rest of the look is angelically white.
Anything But Business Casual
Hailey Bieber and her stylist Dani Michelle are famous for styling masculine menswear with more feminine pieces. This look is quintessential of Hailey’s current streetwear style. She’s wearing a camel trench coat that has quite a masculine fit. The shoulders are boxy, and the sleeves are just a bit too long.
But this boxy fit is counterbalanced by Hailey’s matching mini skirt and fitted black t-shirt. It’s an elegant take on officewear that usually gets pushed to the side as “boring” and “too normal.” The outfit is further styled with chunky loafers and white tube socks that most of us wore every day in the 90s. Normcore is back with Hailey at its helm, baby.
A Sleek Nighttime Look
Hailey Bieber is known for her extremely casual streetwear looks, but she can dress to the nines with the best of them. This sleek evening look combines Hailey’s signature retro vibe with eveningwear classics. Her black mini dress is completely devoid of any ornamentation or design except for the embellishment along the neckline.
The dress looks like she’s wearing a giant belt buckle across her chest, which is mirrored by the gold and black wristwatch on her left arm. The black stilettos and simple gold jewelry make this outfit completely modern but reminiscent of the 90s. We could totally see 90s-era Kate Moss rocking this look.
A Business Woman About Town
Hailey Bieber launched her skincare line, Rhode, in June 2022 to much fanfare and publicity. Rhode has so far been a successful business venture for Hailey. With a new business launch comes plenty of busy days full of meetings, publicity, and the like. The model-turned-businesswoman was snapped walking down the street holding a Rhode poster while wearing an outfit that looks straight out of a 90s rom-com.
We had to do a double-take when we first saw this outfit. Is it Winona Ryder in 1994? No, it’s just Hailey casually spotted in LA. In 2023. That worn-in leather jacket and those square-toe leather boots bring a tough masculinity to her outfit, while the earrings and belt soften the whole look.
Hailey Bieber, The Ultimate Normcore Dad?
Whether you love it or hate it, there’s no denying that Hailey Bieber has a very distinctive style. The menswear, the baggy fits, and the uniquely styled everyday pieces create a look that is all her own. Some people might hate this street style look, but fans undoubtedly support this vibe.
Are Hailey’s jeans and polo shirt a few sizes too big? Absolutely. But that’s the point. The thing about Hailey’s street style is that she intentionally styles pieces that many people would overlook as “normal” into something high fashion. If you’ve ever tried to restyle some of your old clothes from years past, you know this is no easy feat.
In Defense of the Winter Mini Skirt
Hailey attended Moncler’s “The Art of Genius” event in February 2023 in a truly unique outfit. Moncler, a luxury skiwear brand, is a celeb favorite for all things winterwear. Naturally, Hailey wore a puffer vest to the brand’s red carpet event. But she styled it with something completely unexpected for a cold winter event: a black mini-skirt.
Hailey showed off her legs for days with this sky-high mini-skirt and strappy heels. She bundled up on top with a black long-sleeve shirt underneath her luxurious white puffer vest. No Hailey Bieber look is complete without hoop earrings, super-skinny sunglasses, and her iconic middle-part bob haircut.
Loafing Around in LA
If we’ve learned anything about Hailey Bieber’s style, it’s that she loves a good loafer and tube sock moment. The chunky black loafers in this February 2023 photo are always on heavy rotation in her wardrobe because she’s constantly styling them with different outfits. For this look, she styled her signature loafers with baggy jean shorts and a cropped sweater vest.
Honestly, her floor-length trench coat would look creepy on anyone else. But for Hailey, it works with her overall style. The tiny handbag and bold hoop earrings play with proportion in a way that’s fun, original, and totally Hailey.
Hailey Reinvents the Windbreaker
We have a serious question. Did everyone’s dad have this exact same windbreaker? No? Just us? Okay. Well, it seems that Hailey raided someone’s father’s wardrobe because she’s wearing this oversized windbreaker like there’s no tomorrow. The jacket has a classic blue and tan color combo that would make anyone’s dad proud.
The thing that makes Hailey’s street style work so well is the high quality of what she wears. Sure, this is a normcore beige windbreaker, but you can tell that it’s extremely well-made. The fabric is unwrinkled, streamlined, and dripping with understated luxury. Paired with a fancy designer bag, this outfit goes from 1 to 100 with just a few styling tricks.
A Gold Goddess
Some people like silver, while other people prefer bronze. Hailey Bieber? She’s a gold girl, through and through. She is famous for her signature gold hoop earrings, but she incorporates other gold jewelry and accessories with her outfits from time to time. This ultra-sleek outfit from January 2023 is a masterclass in gold accents.
Hailey is wearing an all-black outfit with very strategically chosen gold accessories. Naturally, the first thing most of us see is the larger-than-life gold belt buckle. The buckle immediately draws your eye to Hailey’s snatched waist and the other gold accents on her top and pants. She accessorized with elaborate gold drop earrings and a bold red lip, making this a classic femme fatale evening look.
The Power Suit Gets a Makeover
Move over, Hillary Clinton. Hailey Bieber is now the queen of the power suit. The main difference, however, is that Hailey styles her suits to the max for ultimate stylishness. (No offense, Hillary). This look was probably styled by Dani Michelle, who is well-known for her knack for incorporating menswear into many “it-girl” looks.
Hailey’s gray suit is intentionally a few sizes too big, but she’s somehow not drowning in all that fabric. She pulls it off in the way only a top model can– with grace and elegance. The fitted gray t-shirt and her slicked-back hair help create more structure in this look, which is why it works against all odds.
“Men in Black” Meets Bieber
Aspen, Colorado, is quite cold in the winter. Instead of wearing a simple coat and sweater during her 2022 visit, Hailey, of course, took her winter look to the next level. She’s channeling her inner “Men in Black” energy with this outfit. Just look at that luxurious black trench coat and sleek leather leggings.
Everything matches perfectly. Her Saint Laurent handbag, puffy boots, and skinny sunglasses add that extra “oomph,” so this look is anything but boring. This outfit goes to show how Hailey is always wearing simple street-style classics with a twist. So many people have worn all-black outfits with trenchcoats before, but Hailey still stands out.
The Boyfriend Sweater
It seems that Hailey Bieber may have been attempting a not-so-subtle flex with this casual outfit. She was snapped with her husband, Justin Bieber, in December 2022, walking around Los Angeles. She’s wearing a relaxed, oversized pullover with barely visible shorts and sneakers. If you look closely at the sweater, you’ll see that it reads, “Toronto Argos.”
In case it wasn’t obvious, Hailey is totally wearing her husband’s old crewneck sweater. The Toronto Argonauts are Justin’s hometown football team, so we think it’s a safe assumption. Hailey and Justin have openly admitted to sharing clothes, so this instance is a fun example of how Hailey gets creative with Justin’s wardrobe. Being married to someone who is just as fashionable has its perks.
New York State of Mind
As we all know, Hailey Bieber is a famous nepo baby. She’s the daughter of actor Stephen Baldwin and graphic designer Kennya Baldwin. Yes, Alec Baldwin is her uncle. She grew up on Long Island with her famous and successful parents. She was undoubtedly exposed to the unique hustle and bustle of New York City from a young age.
This photo shows that Hailey knows how to embody that classic NYC attitude. She looks sleek, confident, and unbothered in this paparazzi picture. The heavy tweed trench coat and gray pants create a chic monochromatic look that fits right in with the energy on New York City’s streets.
Sporty Spice Energy
Hailey is constantly jetting back and forth between Los Angeles and New York. It’s always interesting to see how she adjusts her street style based on which coast she’s on. This November 2022 photo shows how the warmer California weather changes how Hailey chooses to dress.
She’s wearing a heavy-duty bomber jacket, but that’s the only part of this outfit that feels “wintery.” Underneath, she’s wearing a sporty mini skirt and tank top that looks like a gym outfit more than a “going out” outfit. The overall feel of this look is very sporty, from the Formula One-inspired jacket to the skirt that looks ready for the tennis court.
A Cute Workout Look
Not every outfit can be a slay. At least for us regular non-celebrities. That’s just not the case for Hailey Bieber. Even her casual workout outfits are total slays. Here she is, walking around Los Angeles in a simple but cute gym outfit. This all-white set has white bike shorts with a matching white tank top.
Honestly, that tank top is so cute and has no right to be a workout top. The spaghetti strap silhouette and the cute cut-out in the front elevate this top from a lazy day look to a well-thought-out outfit. The Barbie pink sweater tied around Hailey’s waist adds just the right amount of color to this whole look.
Paris Fashion Week
Paris Fashion Week is no joke for celebrities and it-girls. Aside from the fashion shows, walking around Paris during Fashion Week is the perfect opportunity to show off their personal street style. Hailey attended Fashion Week in 2022 and showed up at Saint Laurent Rive Droite x Sushi Park in this all-black number.
Her whole look is by Saint Laurent, from the faux crocodile-embossed trench coat to the strappy sandals. Hailey has modeled for Saint Laurent in the past and is one of their many fashionable brand ambassadors. It’s no surprise that she dressed from head to toe in these designer duds.
Dusty Pink for Fashion Week
Hailey Bieber started working with luxury designer Yves Saint Laurent in 2021 and has become a staple brand ambassador ever since. She sat front row at Saint Laurent’s Spring/Summer 2023 show during Paris Fashion Week. Naturally, she brought her fierce modeling chops to Fashion Week and didn’t come to play.
For her front-row appearance, Hailey wore a bright lavender mini-dress with a wide collar, bold gold buttons, and strong shoulder pads and sleeves. The silhouette is giving 80s Melanie Griffith “Working Girl,” and we’re here for it. This outfit mixes casual and upscale, a signature of Hailey’s fashion sense.
Goth Girl or Business Woman?
We love this street-style look that Hailey wore in LA one night. It’s a creative reinvention of the classic business suit with a slight goth twist. Hailey’s outfit is fun and sexy while still incorporating androgynous elements. The top of her two-piece set looks like a business jacket that’s been cut in half and tied up like a cute crop top.
The matching skirt is way shorter than anything you’d see in an office, but it’s still business casual chic. She wore thigh-high black stockings as a cheeky reference to businesswear uniforms of decades past. To top it all off, she paired the outfit with super-chunky goth loafers and a geometric designer bag.
A Casual Business Lunch
Hailey is the queen of street style AND business casual chic. She pulled off this look, which is no easy feat, during a lunch out in New York City one day in 2022. The whole outfit is simply a classic suit jacket turned into a mini dress. It’s daring, it’s original, and it’s stylish.
Hailey has turned the business lunch into something else entirely with this daring outfit. The lapels of the suit jacket form a deep-v neckline. She’s not wearing anything else under there, which is a bold choice only Hailey can pull off. The platform heels give this whole look a modern feel, which is classic Hailey.
If the Vest Fits
Hailey Bieber’s street style is highly coveted by fans and fashionistas alike. This outfit is one of her most iconic looks because it’s so effortless but complicated at the same time. A vest and baggy trousers seem like an easy thing to pull off until you’re the one trying it and magnificently failing. Hailey is rocking this modern take on menswear on a rainy day in New York.
She’s wearing a suit vest as a shirt, making it into a daring crop top rather than an office essential. Her oversized trousers somehow look baggy but fitted at the same time. She’s not even wearing a belt to hold up her pants. That’s how well-tailored they are. How in the world does she do it? We’ll never know.
That’s So 70s
If there’s one thing that Hailey Bieber does well, it’s a monochromatic look. Instead of black or white, she went with an all-taupe outfit while out in SoHo one evening. This whole outfit is like an homage to the 70s. We can’t get enough. Her brown leather jacket is lined with a black fur collar and cuffs, bringing to mind Penny Lane from “Almost Famous.”
The rest of her outfit stays on theme. The shiny brown bell bottoms are definitely made of stretchy material, not denim, which gives the whole look a unique, relaxed twist. Her stretchy blouse and light-colored bag finish off the outfit with even more shades of taupe, adding more texture and areas of interest.
The Pre-Oscars in Saint Laurent
Hailey’s style is extremely versatile. She can go for ultra-casual street style to total glam in the blink of an eye. She dressed to impress during Saint Laurent’s Pre-Oscar party in 2022 with a YSL-designed look. The whole look is a twist on Saint Laurent’s classic all-black style.
Hailey wore the tiniest hot pants we’ve ever seen. But she kept it classy with black lace leggings underneath. The combo looks more like a pair of French lace pants rather than shorter-than-heck shorts. The white crop top and leather jacket counterbalanced the lace nicely with a tougher, more masculine touch. Of course, she hit the red carpet wearing her signature tiny black sunglasses.
Green with Envy
What is it about pre-workout celebrity paparazzi photos that we love so much? Maybe it’s the fact that most of us work out in ratty old pajama shirts and gym shorts that date back to our high school days. Hey, there’s no shame in that game. But it’s fun to see what kind of designer outfits celebs wear when they hit the gym.
Hailey wore this fun, bright green two-piece workout set on her way to a pilates class in Los Angeles. The top and bottom are two different shades of green, creating a nonchalant “I woke up like this” vibe that we all know was anything but spontaneous. She wore an oversized white jacket over her workout gear to infuse her classic street style into an otherwise ordinary, everyday look that we could all easily wear.
Raiding Justin’s Closet?
Justin and Hailey Bieber are one of the most fashionable power couples in the limelight at the moment. Hailey might be known for her laid-back street style, but Justin can hold his own with his sartorial choices. In fact, Hailey and Justin have been known to raid each other’s closets from time to time.
We can’t say for sure, but it sure looks like Hailey dug around in Justin’s dresser to create this outfit. She’s wearing a comfy, oversized pullover sweater and baggy denim cargo pants. This outfit looks so comfortable yet stylish. Hailey once again proves that clothing is genderless. Anyone can wear anything and look great.
Hailey Undercover
Even though Hailey looks like she’s trying to hide herself in the witness protection program, this outfit is still immaculate. She’s covering her face with a baseball cap, sunglasses, and a gray hoodie tied around her face. You almost can’t tell it’s Hailey under all those layers. It’s an odd choice, but maybe she was feeling moody that day.
The outfit is dressed up with an oversized men’s blazer in a subtle blue plaid print. This classic piece of menswear seems at odds with the rest of the outfit because it’s so casual. But Hailey is an expert at wearing different categories of clothing together without looking horrible.
Gray Skies, Gray Sleeves
Despite popular belief, January in Los Angeles can be quite gloomy. Hailey was reflecting the weather outside one winter day when she stepped out in this entire heather gray athleisure outfit. She’s wearing a simple, monochromatic that covers her in gray from head to toe. From the gray leggings to the matching sports bra, this whole outfit looks comfy and cozy.
The star of the show is the gray puffer jacket. It’s giant, luxurious, and totally Hailey. It somehow combines the oversized fit she’s become so famous for with the sleekness of designer athleisure wear. We love how she matches this outfit with only the simplest accessories, like a canvas bag and delicate gold necklaces.
A Floral Moment
This look is something we don’t often see Hailey in these days. First off, it’s pretty dang colorful! Nowadays, Hailey is a monochrome queen, often dressed in white, black, or beige. This outfit, styled in 2021, shows a more colorful side of the model-turned-entrepreneur.
She attended a Saint Laurent Art Basel event in Miami Beach, so her outfit fits right in with Florida’s tropical and lively aesthetic. This skin-tight jumpsuit cuts a classic silhouette with a halter top and sweetheart neckline. It’s like a floral version of Sandy from “Grease.” She finished off the look with square-toe pumps, which were an interesting foreshadowing of her future normcore staple wardrobe.
A Modern Muse
The LACMA Art + Film Gala is held every year at the famous Los Angeles museum. It’s always a star-studded affair, and it was no different when Hailey attended in this white gown in 2021. She looks like a modern muse in this goddess-like dress. The floor-length shift dress has a plunging neckline, oversized sleeves, and strong shoulder pads.
This top-heavy silhouette is counter-balanced by the straight cut of the skirt that pools around Hailey’s feet in an elegant, relaxed way. Hailey departed from her usual barely-there makeup this time around. She’s rocking that dark berry lipstick and light pink glitter eyeshadow. This look is definitely more sultry and “classic Hollywood” than her usual repertoire. She should do looks like this more often for the fun of it.
Grandpa Chic in Los Angeles
We all have that favorite cardigan in our closet that we love to wear when we’re feeling lazy, sad, or delicate. Hailey Bieber is no different because this cardigan looks vintage, baggy, and oh-so-comfortable. She wore this oversized grandpa cardigan with zipper UGGs and an all-brown outfit.
Since this photo was taken in Los Angeles, it explains why and how Hailey was able to rock that cozy cardigan with shorts in the middle of November. She kept with the monochromatic brown theme by bringing along a brown clutch purse to complete her outfit. Gold and brown make a great color combo, so her gold necklaces were a wise choice.
ELLE’s “Women in Hollywood” Event
Hailey Bieber’s outfits in 2021 show the beginning stages of her transformation into a street-style queen. This look is a bit different than the oversized and casual outfits we see her in today. Her black and white dress is more fitted and revealing, with a creative cut-out across her midriff.
The wide white collar is pretty conservative compared to other outfits Hailey usually wears from one day to the next. Who knew pilgrim-core could look so cute? She completed her “ELLE” event look with black pumps and a retro-style hairdo. Even back in 2021, Hailey was rocking more natural-looking makeup and a smokey eye.
Unruffled and Unbothered
Celebrities don’t always love being followed by paparazzi. Even though rumors abound about Hailey calling the paparazzi on herself, she’s totally over it in this photo. As we can see, she’s not exactly waving at the photographer who snapped this picture. Besides the grouchy attitude, Hailey looks fashionable, as always.
She’s wearing a relaxed gray pantsuit with a baggy striped shirt underneath. If it didn’t fit in that classic oversized way of hers, we’d almost say this outfit could fit into Ellen DeGeneres’ wardrobe. Thankfully, that’s not the case. The bold necklace and trendy sunglasses create an updated, high-fashion feel.
“Justin Bieber: Our World”
If you got it, flaunt it. Hailey Bieber definitely has that “it” factor. She showed off her amazing body at Justin Bieber’s red carpet premiere of his film “Our World” in 2021. For her husband’s event, Hailey wore a pink sequined mini dress and ultra-strappy heels.
The dress is, in one word, awesome. It’s a high-neck mini dress with a thigh-high leg slit. Plus, the sequins create an elaborate snakeskin pattern that perfectly matches the skin-tight fit of the dress. Her hair is down in natural waves, which looks great with her brown-tinted lipstick and golden-bronzed makeup. Honestly, Justin looks a little underdressed standing next to her!
The Biebers at The Met Gala
Everyone who is anyone wants to be seen at The Metropolitan Museum of Art’s annual gala event. The Met Gala is the premier fashion event of the year, where celebrities, designers, and other famous personalities show off their avant-garde and daring looks. Justin and Hailey attended the Met Gala in 2021 in an understated couple’s outfit.
The theme for the 2021 Met Gala was “In America: A Lexicon of Fashion,” so we’re assuming the couple based their outfit around that concept. Hailey wore a midnight black evening gown with a plunging neckline and delicate jewels along the edge. The dress, designed by Saint Laurent, captures Hailey’s elegance and poise.
Va-Va-Voom in Velvet
The thing about Hailey Bieber that is so amazing is that she can dress up or down and still look totally stunning. She wore this sexy black velvet dress to Justin’s art auction event in 2021. We’re not sure what kind of art was featured at this event, but Hailey looks like a modern muse or glamorous artistic statue.
The gown had a fitted bodice and vintage puff sleeves. The real stars of the show were her legs. The dress featured two thigh-high, lace-edged slits that reached all the way up to her hips. She kept it classy with stockings underneath that had delicate detailing. This whole look is giving Jessica Rabbit with a dash of Morticia Addams, and we love it.
Plaid and Mohair, A Match Made in Heaven
July in Los Angeles can be hotter than heck, but that didn’t stop Hailey from wearing a cute mohair crop top during one of the hottest months of the year. This fuzzy brown sweater top is by luxury streetwear designer Jacquemus. Even though it’s barely holding it together by a string, Hailey pulls it off.
In fact, that daring neckline was probably intentional. Hailey never shies away from a daring outfit twist. She finished off this cute and casual look with plaid dress pants, black sunglasses, and mocha-colored Air Jordans. Also, she wore a sweet diamond necklace with a “B” letter charm on it. What a cute way to reference Justin and their shared last name, right?
Chic in Paris
Jetsetting, going out to dinner in Paris, and dressing up in designer dresses are just a few perks of being Hailey Bieber. We’re not jealous; you are. She and hubby Justin dined at the trendy French restaurant Dinand by Ferdi during a trip to the “City of Light” in 2021. Of course, Hailey had to dress the part for such a chic outing.
We couldn’t find the designer behind this dress, but there’s no denying that it’s 100% cool. We love the fun and unique criss-cross neckline and revealing bodice. Plus, other photos taken that day show that the dress was completely backless. The taupe color works gloriously with her skin tone, and her slicked-back bun oozes Parisian chic.
Lavender Haze
We love a good monochromatic look, and Hailey never disappoints. She rocked this purple outfit in Paris, and now we want to rock an all-purple look in Paris. Sigh. One can dream, right? This look is just the right amount of 90s retro and sleek modernity. Her lavender cropped sweater is straight out of “Clueless.”
Her cozy sweater tank top is paired with a shiny satin mini skirt that perfectly matches her giant clutch. The whole look is sleek, chic, and all-around sweet. We particularly love the platform loafers and chunky watch on her wrist. Thankfully, she’s not wearing her notorious white tube socks. That would have kind of killed the vibe of this whole outfit, in our opinion.
Easy, Breezy LA Street Style
Okay, let’s take some notes about this outfit. Next time we’re out and about running errands in our gym shorts, we need to throw an unbuttoned dress shirt over our outfit. Look how chic and breezy Hailey looks in this outfit. She’s wearing a simple white t-shirt and high-waisted gym shorts, but she somehow manages to look completely chic.
The secret is the oversized dress shirt. That’s it. By throwing this over her white shirt, she’s created an outfit that looks coordinated and intentional. Topped off with a baseball cap and chunky dad sneakers, Hailey Bieber can do no wrong. She’s making that green smoothie look like a million bucks.
An Eco Fashion Statement
Every day is Earth Day for Hailey Bieber. She was spotted out and about in LA on June 9, 2021, sporting this simple tote bag that conveyed a powerful message. “Reduce, Reuse, Refill, Recycle,” the canvas tote reads across the front in green letters. Hailey has been known to make subtle statements about the environment before, but this tote bag lays her feelings out loud and clear.
Fittingly, she paired this canvas tote bag with a reusable mug and an oversized cardigan that may or may not be vintage or thrift. The cardigan is a bright, joyful patchwork of rainbow colors. She wore an all-black bodysuit underneath to counterbalance the colorful piece of outerwear, which is a classic stroke of Hailey's fashion genius.
“Out of Office”
Hailey has always been a successful model, but people really started to pay attention to her street style around 2021. This look shows the beginning of the business casual style that she has now become famous for sporting on an almost daily basis. She’s wearing what many would consider to be a standard office outfit, consisting of a white button-up and taupe dress pants.
But Hailey puts her own twist on this every day, often mundane look. The white collared shirt is different than most because it’s cropped just below her chest. The dress shirt fits slightly bigger than usual, creating a billowing silhouette that’s counterbalanced by the tighter fit of her high-waisted dress pants. For a pop of color, Hailey accessorized with a fun, bright orange shoulder bag.
Something Business, Something Blue
Hailey and her stylists love to elevate her street style looks with a unique twist, like a pop of color or a stand-out accessory. With this outfit, Hailey paired a serious business suit jacket with playful pops of blue throughout. Those bejeweled heels are super funky with their tapered heel!
Plus, her blue clutch looks like it’s made with braided leather fabric. We love a subtle touch. Her classy plaid jacket has exaggerated shoulder pads, which gives this whole look a modern 80s vibe. Overall, this outfit gives serious girl boss energy, which is pretty appropriate for the young entrepreneur and business owner.
A Romantic Stroll in Paris
Living in Los Angeles doesn’t give people the opportunity to really bundle up for winter. Hailey and Justin Bieber went sightseeing during a February trip to Paris, and Hailey took advantage of the colder temperatures in the “City of Light.” She wore a mustard yellow leather jacket during a casual outing with Justin around Pont Alexandre III.
It should come as no surprise that Hailey went with a monochromatic look when building this cute and cozy outfit. To match the outstanding leather jacket, she wore mustard trousers and a fuzzy yellow bucket hat. This outfit is so fun and playful, especially with that unique hat. In a now-classic 2021 move, the couple also wore N95 masks. Safety first!
All Eyes on Hailey
Some celebrities like to send subtle or cryptic messages to their fans. Hailey Bieber might be doing this with her outfit, but there’s no way to know for sure. She stepped out in Los Angeles in this bold screenprinted tracksuit that may or may not have been calling out Hollywood culture.
Her hoodie and sweatpants are covered in a pattern of different eyes. Is Hailey cheekily calling out the constant paparazzi and media attention she and Justin get? Or is she simply wearing this outfit because she thinks it looks cool? We’re assuming she wants us to make our own interpretation. How mysterious.
Mopping Up the Fashion Competition
As we all surely remember, 2020 was an interesting year. Plenty of us were lounging around in our sweatpants. Except for Hailey Bieber. She was spotted out and about in her hometown of Los Angeles wearing this incredible and creative outfit. It’s somehow super-casual and avant-garde at the same time.
It seems pretty obvious that this fuzzy fur coat is the star of the show. The top half of the coat is pretty standard, with a wide collar and slim fit. Once you pan to the bottom, however, things get interesting. The entire hemline is cut up into fluffy, rounded-off fringe. It’s incredible. Does it look like a mop? Sure. But is it a COOL mop? Absolutely.
Denim on Denim
Fashion from the early 2000s is back, whether you like it or not. This denim-on-denim outfit that Hailey wore around SoHo is a perfect testament to that fact. She wore a dark-wash denim outfit that mixed hip-hop and high-brow fashion elements. The jeans are low-slung and baggy, which is further emphasized by her chunky white sneakers.
The top, however, is incredibly fitted. The corset bodice and puff sleeves seem more “Jane Austen” than “hip-hop,” which is what makes this outfit so interesting. We love this creative take on streetwear because it’s so original. Of course, no one could pull this off like Hailey Bieber.
Workout Glam
Hailey is not only the queen of street style. She’s also the queen of luxurious athleisure looks. She was spotted leaving her neighborhood gym wearing this cute and simple workout outfit, mask and all. She went with a monochromatic black look, complete with edgy bike shorts made with shiny, almost glittery, material.
Hailey’s outfit looks so comfy and relaxed. Even though she probably worked up a sweat in the gym, she was at least looking cute the whole time in this outfit. The off-the-shoulder cropped sweater brings a cozy vibe to this outfit, which looks pretty dressed up with those fancy workout shorts.
An Edgy Greaser Look
Hailey might be more of an athleisure fan, but she’s very versatile when it comes to fashion. After all, she’s one of the world’s most well-known top models. It just comes naturally at this point. She adopted a new look with this 50s-inspired outfit. She channeled her inner James Dean with a bold leather jacket and vintage-looking blue jeans.
She continued the classic look with a black crewneck tee and a simple black leather belt with a gold buckle. The thing that makes this outfit stand out is its designer touches. If you look closely, you can see the “YSL” brand detailing on the leather belt. Nothing like stealth wealth to bolster a casual daytime look.
Winter White in Paris
Hailey Bieber never fails to serve dramatic looks during Paris Fashion Week. This neutral cream-colored outfit is simple, elegant, and chic to the max. Her Isabel Marant coat flutters around her calves as she walks the streets of Paris. It’s an arresting visual that would make us stop in our tracks if we saw her in person.
She paired her designer coat with a white turtleneck, high-waisted jeans, and Fenty boots that mirror the bagginess of her jeans. The subtle touches of gold jewelry and dark accessories are the only pops of color, giving the whole look the ethereal feel of a winter wonderland.
A Match Made in Heaven
Paris and Hailey’s monochromatic outfits are a match made in heaven. While shopping at Paris’ Bottega Veneta store, Hailey rocked this all-purple ensemble with a surprising pop of red in the form of a designer handbag. Now, red and purple are usually reserved for the “Red Hat Society” ladies, but we’ll give Hailey a pass for this outfit because it’s so amazing.
Her royal purple sweater looks cozy against the dreary February weather. It’s dressed up with a leather skirt-and-pants combo that we can’t really make sense of, but we’re just going to go with it. Everything drapes on Hailey’s body perfectly, making this outfit effortlessly chic and elegant.
Green Leather is Always the Answer
Hailey is always able to take the most basic outfit and dress it up into something glamorous. At first glance, this outfit seems like a pretty standard take on jeans and a t-shirt. However, Hailey has elevated this everyday outfit into a street-style sensation. Her jeans are perfectly tailored and rolled up at the hem, making them look effortless. If you’ve ever had to go jeans shopping, you know how hard it is to find a pair of jeans that fits like this.
Also, that duster cardigan is anything but standard. It’s actually a soft leather trench coat that’s been dyed a unique shade of bold green. You just know that thing is high-quality and costs hundreds, if not thousands, of dollars. We’re not jealous. At all.
Hailey’s “Off the Wall” Look
We love how Hailey effortlessly combines affordable pieces with more upscale outfits. With this wintery black look, Hailey wore Vans sneakers. This classic skate shoe has been worn by generations of fashionistas, skaters, and grunge fanatics alike, making this whole outfit all the more accessible.
Besides the casual sneakers, Hailey’s outfit is pretty luxe. She wore a fur-lined black coat that brought a 70s vibe to the whole look. Her red lipstick, aviator sunglasses, and dark-wash denim bring even more classic elements into an already stellar street-style outfit. Justin is seen in the background wearing a lighter-colored, more casual outfit, which is a change of pace for the couple. Those two are almost always matching their outfits in one way or another.
Gray Sweatpants, Elevated
We’ve all thrown on random pieces of clothing to go out and run errands. While Hailey might certainly do the same thing, we know that she has the help of stylists to make her look effortlessly cool and chic. Whether or not this casual outfit was styled by someone other than herself is beside the point. We’re here to focus on how cute and effortless this relaxed outfit is.
While walking around Los Angeles one day in early 2020, Hailey wore baggy gray sweatpants, a tight crop top, and an oversized button-up flannel. Based on the fit, the flannel is most likely Justin’s because the two notoriously share clothing all the time. She’s wearing gold hoop earrings and a casual hairstyle that we can’t help but dream about recreating next time we have to shop for groceries. Will we ever look this chic in gray sweatpants? Probably not, but we can try.
Grandma Chic
We all love a cozy sweater moment, especially when it’s cold outside. Hailey takes this beloved outfit choice and puts her own spin on it with this outfit. Everything about this luxurious outfit screams “soft and fluffy.” She was seen leaving a Los Angeles spa wearing a cut-off knit sweater and sherpa-lined pants.
Yes, you read that correctly. Look closely. It looks like her pants-slash-joggers are made entirely of sherpa or fleece. That is the coziest move we’ve ever seen. If we got our hands on pants that comfy, we’d probably never take them off. To complete this laid-back look, Hailey wore patent leather slides and a simple cross necklace.
A Coffee-Worthy Lounge Set
If you’re a caffeine addict, you probably can’t talk to anyone until you’ve had your first few sips of coffee or tea. But what if you got to wear a luxurious lounge set like Hailey Bieber? Your mornings would probably be a whole different story. She went out to grab a coffee on a rainy morning in LA wearing this light beige matching set that is to die for.
She looks so relaxed and comfortable in this oversized shirt, soft lounge pants, and matching duster cardigan. Despite the wet asphalt, Hailey’s sneakers are immaculately white, creating a classy sheen to the whole laid-back look.
Hailey Hits the Runway
We all know that Hailey is a famous fashion model, but we don’t often think about her actually modeling on the runway. Well, she was back with a vengeance when she walked for Saint Laurent’s Spring/Summer 2020 “Arrivals” show. She modeled this beach-worthy striped mini dress and looks absolutely fierce for her photo-op.
The Saint Laurent show styled Hailey with a slicked-back bun with a center part to accentuate her natural beauty. She also wore fun hoop earrings and standard strappy black sandals for this runway look. She’s striking a pose in front of the beach, and we’ve never seen her look more at ease.
Streetwear Meets The Runway
Justin and Hailey Bieber work so well together because of their diverse fashion styles. While both of them love to sport streetwear and athleisure gear, Hailey tends to steal the show when it comes to old-school glam and elegance. You can see how well their differing styles work together in this paparazzi photo from 2019.
Justin is rocking his usual baggy pants and sneakers, while Hailey looks relaxed and unbothered in a tan matching set. This top and pant set has a relaxed yet tailored look to it, creating a vibe that would fit in either at home or at a fancy restaurant. The loafers with the fur-lined soles add even more luxury to the whole outfit, as well as an unexpected detail.
A Madonna-Coded Outfit
Coachella has become an annual music festival where being seen is more important than the actual musicians playing onstage. Regardless of your feelings about the whole thing, there’s no denying that influencers and celebs wear outfits that are absolute fire while out in the desert. Hailey attended Coachella’s “Levis Brunch” event in an outfit that looked straight out of Madonna’s original wardrobe.
She’s wearing a black lace corset under a sheer, feather-lined cardigan. The top half of this outfit looks like sexy lingerie, but pairing it with high-waisted vintage Levis gives it a put-together edge. She accessorized with bold gold earrings, necklaces, and bracelets that also have a vintage 80s feel to them. And let’s not forget the bright red Vans high-tops on her feet that give her look a fun twist.
Corporate Off-Duty
Hailey Bieber isn’t afraid to experiment with classic officewear looks. From baggy suit jackets to fur-lined trousers, she’s reinvented almost every piece of clothing that we associate with “going to work.” This bright pink sweater and gray trousers are giving major “corporate off-duty” energy. Is she on her way to a business meeting or just stepping out to lunch? Only Hailey knows.
What we do know is that the turtleneck sweater drapes beautifully and looks amazing with her blonde hair. She wore bold gold earrings and pink lipstick that matched perfectly with the shade of her sweater. Everything about this outfit is planned to perfection. When it comes to Hailey Bieber, we expect no less.