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19 MOST TALKED-ABOUT KYLIE JENNER OUTFITS OF ALL TIME

Each of the five Kardashian-Jenner sisters has had their own fashion journey. Kim loves a sensual style with a sporty touch, Kourtney has moved from trendy to grungy, Khloe favors stylish activewear, and Kendall’s model-off-duty look is clean and chic. Kylie Jenner’s outfits, however, are often more surprising than her older sisters’.

From bold colors to body-hugging styles and simple French-girl looks, you never know what Kylie will wear next. We love that she keeps us guessing! While her sisters have clear styles, Jenner enjoys trying out different looks, and with so many designers available to her, it makes sense to mix things up.

Kylie Jenner’s outfits—whether on the red carpet or in everyday life—offer lots of fashion ideas for everyone. To help you keep track of the beauty mogul and mom of two’s best looks, we’ve picked out some of our favorites.

KYLIE JENNER IN L.A. IN AUGUST 2018

The Kardashian-Jenners are all about that Barbie vibe, and Kylie is definitely no exception. It’s hard to pick what we love most about this look—the stunning dress, the chic shoes, or the sleek platinum ponytail!

KYLIE JENNER AT THE MTV VMAS IN 2018

There’s no need to tell you that the business owner and founder is a boss; this sharp blazer dress outfit speaks for itself.

KYLIE JENNER IN N.Y.C. IN NOVEMBER 2018

Why go for denim-on-denim with separates when you can nail the Canadian Tuxedo look with a stylish jumpsuit? This all-denim outfit is definitely one we can support.

KYLIE JENNER AT THE GRAMMY AWARDS IN 2019

Balmain suits Jenner perfectly, as shown by this blush pink jumpsuit with dramatic sleeves she wore to the Grammys. We imagine this one-piece is as comfy as it is beautiful; it’s a nice change from her usual body-hugging dresses, and we love it!

KYLIE JENNER AT THE MET GALA IN 2019

At one point, Jenner had a purple phase. She brought back her signature color for the 2019 Met Gala and perfectly captured the “Camp: Notes on Fashion” theme.

SOPHISTICATED SEXY

For the premiere of Travis Scott: Look Mom I Can Fly, Jenner chose an outfit that exuded sophistication. The white bodycon dress highlighted her signature curves, while the sexy back cutouts added a fun twist. We also loved the addition of the bow choker!

KYLIE JENNER AT THE ‘VANITY FAIR’ OSCAR PARTY IN 2021

This mermaid-style gown from Ralph and Russo combines sparkly fun with Old Hollywood glamour. Jenner said the look was worth it, even though it made sitting down a bit tricky!

KYLIE JENNER IN L.A. IN MARCH 2021

Is it just a coincidence that Jenner wore a strikingly similar outfit to celebrate the Haqq sisters’ birthday in 2023, just like she did in 2021 at the same venue? The only difference is the color: red instead of black. It just goes to show that even celebrities repeat outfits—sort of!

KYLIE JENNER AT THE BALMAIN SHOW AT PARIS FASHION WEEK IN SEPTEMBER 2022

Having designer friends definitely pays off, especially when they create exclusive looks just for you. Jenner has been a muse for many designers, but this crochet minidress by Balmain’s Olivier Rousteing is one of our top five favorites.

KYLIE JENNER IN PARIS IN SEPTEMBER 2022

Jenner is a strong supporter of the underwear-as-outerwear trend. She paired white hipster briefs with a matching tank top, black tights that blend into her boots, and a grey overcoat on top—simple yet absolutely showstopping!

KYLIE JENNER AT THE THE BOF 500 GALA IN PARIS IN 2022

Jenner is no stranger to a mesh look, but this outfit from the Business of Fashion 500 gala in Paris last fall really caught our eye. Custom-made for her by Casey Cadwallader, the creative director of Mugler, it features a stunning design of asymmetrical lace.

KYLIE JENNER AT THE COPERNI SHOW AT PARIS FASHION WEEK IN SEPTEMBER 2022

Although Jenner has recently been seen in more neutral tones, she’s always been “a big fan of color,” as Lizzie McGuire’s Miranda Sanchez would say. She particularly shines in blue, making the floral minidress she wore front row at the Coperni Spring/Summer 2023 show a must-have on this list. Don’t miss the matching sunglasses and heels!

KYLIE JENNER IN N.Y.C. IN NOVEMBER 2022

Jenner has certainly influenced many street style trends, but we think she may have borrowed the no-pants look from her big sister Kendall. Regardless, she nails the leggy style with a neutral base, an oversized black trench coat, and pointed-toe heels.

KYLIE JENNER IN ARCHIVE MUGLER AT THE MUGLER COUTURISSIME OPENING IN N.Y.C. IN 2022

At the Mugler Couturissime exhibition opening, Jenner called herself the “Mugler king” on Instagram. Given that it’s been almost a year since the event and we’re still talking about her look, we definitely agree! The Morticia Addams-inspired corset dress is fabulous on its own, but her headpiece would have turned heads even without it.

KYLIE JENNER IN PARIS IN FEBRUARY 2023

Remember when Jenner experimented with bright pastel hair colors? Well, blue is still her go-to! For an afternoon stroll in Paris, the mom of two wore a long-sleeved, body-hugging midi dress in a striking blue shade, pairing it with glittering Barbie-pink boots.

KYLIE JENNER IN L.A. IN MARCH 2023

It’s no surprise that for Malika and Khadijah Haqq’s 40th birthday, the youngest Jenner celebrated in style. The Kylie Cosmetics founder dazzled in a sexy set featuring a satin miniskirt and a matching black satin peek-a-boo mesh top. She completed the look with a leather trench coat, sheer black tights, and pointed-toe heels.

KYLIE JENNER IN MAISON MARGIELA AT THE ‘VANITY FAIR’ OSCAR PARTY IN 2023

Maison Margiela custom-made Jenner’s stunning metallic gown for the 2023 Vanity Fair Oscar Party, and the design did not disappoint. The original piece featured a statement bow tied at the bust and a cape train flowing from her mid-back. The only way this look could have been better is if the beauty mogul arrived in the Batmobile, because it’s definitely giving “superhero, but make it fashion.”

KYLIE JENNER IN JEAN PAUL GAULTIER AT THE MET GALA IN 2023

If anyone knows how to make a statement on the red carpet, it’s Kylie. The Haider Ackermann for Jean Paul Gaultier gown she wore to the 2023 Met Gala turned heads with every step. With its asymmetrical neckline, cold shoulder, and high thigh slit, this fiery ensemble was undoubtedly one of her best looks.

KYLIE JENNER IN PARIS IN MAY 2023

Jenner made a splash in the quiet luxury trend while in Paris. The reality star wore a crisp white midi dress with a corset waist and matching heels, keeping her accessories simple with small silver hoops, black sunglasses, and a tiny white handbag.

CONCLUSION

Kylie Jenner’s impact on the fashion world is undeniable. Her bold, daring, and often trendsetting outfits have captivated audiences worldwide, cementing her status as a style icon. From her early days as a reality TV star to her current role as a successful businesswoman and influencer, Jenner’s fashion choices have continued to evolve and inspire.

The outfits featured in this list represent just a glimpse of Jenner’s extensive style repertoire. Her ability to seamlessly blend high fashion with streetwear, her willingness to experiment with bold trends, and her knack for creating iconic looks have solidified her place in fashion history. As Jenner’s career continues to flourish, it is clear that her influence on the fashion industry will only grow stronger.

BELLA HADID MADE A CASE FOR THE DRESS OVER PANTS TREND IN WINTER KNITS

Forget fashion rules, It girls are rewriting them. The latest chapter? The once-taboo dress-over-pants combo, taking the streets by storm in chic iterations. Katie Holmes rocked a floral frock layered over tailored trousers, and Zendaya slayed a denim dress over metallic pants. Now, enter Hollywood’s queen of cool, Bella Hadid, strutting NYC in a sleek black minidress paired with edgy cargo pants. It’s a high-low clash that somehow screams effortless confidence, proving sometimes the bravest fashion choices yield the most unforgettable looks.


Bella Hadid traded her Californian sunshine for cozy vibes in a recent SoHo stroll. Shedding her usual summery staples, Bella embraced a luxurious head-to-toe knit look from Frankies Bikinis, proving comfort and style can effortlessly merge. The oversized, sleeveless cable knit turtleneck hugged her close, dipping below her hips like a warm embrace. It perfectly complemented the high-waisted, straight-leg knit pants, creating a monochromatic canvas for an effortlessly chic silhouette.

Temperatures might have dipped, but Bella’s fashion flame burned bright. Black knee-high leather boots added a touch of edgy bite to the soft palette, while teeny-tiny sunglasses shielded her eyes from the city’s glow. Gold jewelry glinted like scattered sunbeams against the knit, and a black leather handbag slung on her shoulder completed the relaxed yet polished look.

As the day surrendered to dusk, Bella seamlessly transitioned her outfit for the evening. A cropped black Sturgis moto jacket, thrown on with nonchalant cool, added a dose of rockstar swagger. Replacing her black shades with metallic eye frames, she traded a casual gaze for a hint of mystery. This simple switch transformed the cozy girl into a downtown femme fatale, proving Bella’s sartorial prowess extends beyond just effortless daytime chic.

With each outfit twist, Bella Hadid demonstrates that versatility is the true mark of fashion mastery. Whether conquering cozy brunch vibes or channeling nocturnal allure, she does it all with an ease that leaves us admiring her ability to navigate the fashion landscape with effortless grace. Hadid’s beauty choices were anything but accidental. Straight, sleek hair framed her face like a polished frame, pencil-thin brows added definition, and a bronzy glow kissed her cheeks, all culminating in a glossy pout that stole the show.

After a well-deserved hiatus from the spotlight, Bella Hadid graced the streets of New York City with a sartorial sigh of relief. Gone were the days of paparazzi-induced anxiety, replaced by an air of confident serenity reflected in her outfit. The crisp autumn air seemed to hug her in a luxurious camel trench, its satin lining whispering whispers of indulgent comfort. Beneath, an all-black ensemble of a sleek turtleneck and tailored trousers formed a solid foundation, a canvas for her understated power play.

Chunky boots, stomp-stomping on the asphalt, added a touch of rebel to the refined elegance. But Hadid wouldn’t deny her playful side. Her signature itty-bitty sunglasses, perched like miniature shields above her eyes, added a touch of mystery. The pièce de résistance? A black-and-white Nahui Olin candy wrapper bag, slung carelessly over her shoulder. It was a playful wink, a reminder that despite the high-fashion exterior, a mischievous spirit still danced within.

Here, Hadid wasn’t just a supermodel. She was a woman on her own terms, reclaiming her space with bold strokes of confidence and a dash of whimsy. This wasn’t just an outfit; it was a story whispered in silk and leather, a declaration that Bella Hadid was back, and oh boy, was she ready to play.

FAQS

  1. What is Bella Hadid’s signature style? 

Known for her off-duty cool aesthetic, Bella mixes vintage pieces with high-end designer labels and athleisure wear. She loves oversized blazers, chunky boots, denim, and playful accessories.

  1. Who are her fashion inspirations? 

Bella has cited her mother Yolanda Hadid, iconic supermodels Naomi Campbell and Kate Moss, and street style stars like Hailey Bieber and Kendall Jenner as influences.

  1. What are some of her most iconic looks? 

The denim-on-denim Balenciaga cargo suit, the vintage Jean Paul Gaultier mini dress with matching gloves, and the neon green Versace two-piece set are some of her most talked-about outfits.

  1. Has Bella Hadid collaborated with any fashion brands?

 Yes, she has collaborated with major brands like Dior, Fendi, and Versace for both clothing and beauty campaigns. She also has her own swimwear line, Frankies Bikinis.

  1. Has Bella Hadid launched any fashion businesses? 

Besides Frankies Bikinis, Bella co-founded a non-alcoholic aperitif brand called Kin Euphorics with her friend Jen Batchelor.