25 Pics Of Mom Kylie Jenner Dressing Like It’s 1992

Although many fans would say Kim Kardashian is the style icon of the Kardashian-Jenner household, we think Kylie has been giving her a run for her money in recent years. She may be the youngest of the family, but Kylie has proven countless times that she knows her way around a shopping mall (or should we say designer showroom?).

Perhaps one of the trends Kylie has nailed is ‘90s clothing. In the past couple of years, it’s become all the rage to rock things that were considered trendy two decades ago. Everything from slip dresses to flannels, biker shorts, chokers, and space buns have come back into fashion. Out of all the Kardashian sister, Kylie has proven she loves rocking a grunge-chic look the most. The celebrity is constantly photographed in little satin dress or oversized graphic T-shirts with snap pants. She’s even rocked jelly shoes and miniature backpacks on multiple occasions, which definitely proves she’s not afraid to be bold with her look.

These twenty-five pictures prove that Kylie is the queen of ‘90s style. Plus, the thing is that most of the outfits are easy to recreate with clothes that we likely have in our own closets.

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25 The Definition Of A '90s Baby

via people

Kylie looked like she traveled back in time with this ‘90s inspired outfit. From her Louis Vuitton headscarf to her silk slip dress layered over a white t-shirt to her chunky combat boots screams grunge-chic. And we’re so here for it. Despite being a total trendsetter, Kylie says she doesn’t like following fashion rules or trends. “I don't really follow trends - I don't like wearing what other people are wearing. I just like to be original!” she’s explained.

24 Back At It Again In White Sneakers

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In this casual photo, Kylie embraced several different ‘90s trends by opting for a pair of baggy, distressed jeans and a casual-looking graphic top. Her white high-tops added to the vintage vibes we’re getting from this simple look. Plus, imagine how easy it’d be to recreate this at home! “I change my style maybe every month. I'm, like, punk one month, ghetto fab the next, classy the next. I'm just young and finding out who I am,” Kylie has said about her fashion sense.

23 Bringing On The Bucket Hats

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Who knew bucket hats could be so chic? Bucket hats were one of the biggest trends of the ‘90s, and although we’re still undecided on whether we like that this trend has come back, Kylie is clearly a huge fan of it. The mom-of-one paired a camo bucket hat with matching, oversized joggers. Her combat boots added a bit of grunge to the look, while her white crop-top helped the outfit feel fresh and current, despite being so ‘90s-inspired. However, we’re still not sure if we’ll be buying a bucket hat anytime soon.

22 A Babe In A Bandana

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It seemed like everyone rocked bandanas in the nineties, even if it didn’t really go with their look. Over the years, Kylie has made it clear she loves bandanas, including when she posted this cute selfie to social media. Despite being such a style icon, Kylie insists that she’s not as materialistic as one might think (she has seen her shoe closet, right?!). “I'm not materialistic. I love clothes and all that stuff, but I don't need it to live,” the star once said.

21 Is This Kylie Jenner Or Courtney Love?

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Kylie definitely looked like she was taking inspiration from ‘90s rocker Courtney Love (aka. Mrs. Kurt Cobain) when she posted this outfit to social media. Her bleached-blonde locks and dark lipstick gives her a similar vibe to what the Hole frontwoman rocked a few decades back. Leopard print was huge in the ‘90s, so Kylie kept the vintage vibes going with her bold coat. Her worn-in graphic tee helped give the look a bit of grunginess.

20 She's Bringing Bermuda Shorts Back

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Anyone who grew up in the ‘90s knows that Bermuda shorts were a huge trend at the time. Although some say they make your thighs look bigger, Kylie clearly couldn’t care as she rocked this vintage trend during a casual day out. Her muscle tank top and tank-tops kept the nineties vibes coming. But when it comes to personal fashion, Kylie says that fans should dress according to what makes them feel best. “I just want to inspire my fans to be whoever they want to be because that's what I've always done,” the reality star once said.

19 She's Snapped Into These Pants

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Snap pants- aka. those pants that have buttons down the side that you can literally undo- have (for some strange reason) found their way back into fashion. Tons of celebrities have been rocking this original ’90s trend, including Ms. Kylie. The young mom posted this photo to her social media wearing a pair of black and white snap button pants. Both her oversized sweatshirt and miniature backpack are ‘90s-inspired trends, too. Clearly, this girl wishes she could grow up in the past!

18 The Perfect Mix Of Girly and Grunge

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A huge trend from the ‘90s was layering shift dresses over t-shirts for a more dressed-down vibe. Kylie looked glamorous in this trendy look, which featured a delicate floral slip dress over a white shirt. Her choker and RayBans finished off the stylish look. “I know how influential I am over my fans and followers. I feel like everything I do, my hair color, my makeup, I always start these huge trends, and I don't even realize what I'm capable of,” Kylie has said of her influence.

17 Her Friends Are As Stylish As Her

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Both Kylie and her friend looked like they belonged in a different decade when they stepped out in this bold looks. The makeup mogul embraced the nineties trend by rocking a grungy, graphic t-shirt as a dress. Her boots help to make the look feel fashion-forward and not like she wore this shirt to bed. Her friend, on the other hand, looked stylish in an oversized flannel denim shorts. Her tiny crop top and chunky boots kept the ‘90s theme going.

16 Slipping Out For The Night

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There was a time where it didn’t seem like Kylie wore anything that wasn’t a slip dress. The celebrity clearly has one in every color, including this delicate white material. In this photo, Kylie showed herself on her way to enjoy a night on the town. Her silky dress and matching bomber jacket made her look like the titular character in a ‘90s rom-com — in the best way possible, of course! Her heels helped to dress up the look and ensure that it was fashion-forward.

15 Keep The Patches Coming

Just Jared

Kylie showed up to a ‘90s pop-up shop event in this colorful look that was right on trend. Oversized jackets were all the rage a few decades ago, s Kylie’s patchwork jacket nailed the vintage aesthetic perfectly. Her black-and-white dress only added to the energy of the look. Even though she’s a huge style icon, Kylie knows what it’s like to be judged for looks. “It sucks being judged by the world instead of your close friends or family. I try to just realize that the only people who matter are my family and friends,” she once explained.

14 When Kylie Was All Puffed Up

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Kylie clearly loves ‘90s fashion, so it’s not surprising that the makeup mogul has been photographed in various puffer jackets in recent years. This black jacket certainly had a lot of volume to it, though Kylie’s black beanie and leather pants ensured it wasn’t too over-the-top. Despite being on fire in this look, the reality star admits there are still times her insecurities get the best of her. “I still feel insecure all the time. I feel like it's just a part of being a human being... I just learned normal is very boring,” she once explained.

13 Cher Horowitz Wants Her Look Back

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This throwback photo of Kylie barely looked like her considering it was before all the lip fillers! But this old photo proves the socialite has been a fan of ‘90s trends since she was a teen. Kylie looked stylish in a band t-shirt that she paired with a very Clueless-inspired plaid mini skirt. Her combat boots added to the edginess of the look, as did her layered chain necklaces. If we didn’t know this was Kylie, we’d definitely assume it was just a regular teen living life in the ‘90s.

12 Is This Kylie Or A Traffic Cone?

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Kylie showed off one of her many puffer jackets in this cute selfie. The starlet hid her face with the bright sleeve of her orange jacket. Although the color of her jacket is extremely bold (and kind of reminds us of a pylon, no?), her simple hairstyle and black pants prevent it from being too outrageous. Even though Kylie clearly knows her fashion trends, the star is adamant that she doesn’t have just one look she likes to rock. “Everyone asks, 'What's your favorite trend?' And I never answer that,” she once said.

11 We're Jealous Of Her Jelly Shoes

US Weekly

Back in the ‘90s, it seemed like every celebrity was showing up to the red carpet wearing space buns. Although that might not be an appropriate Hollywood event look anymore, it has become trendy again as a casual hairstyle. On this day, Kylie looked like a total babe when she stepped out with her hair styled in space buns. Even more, the star added to the ‘90s vibes by opting for jelly shoes with socks- we don’t think we’ve seen that trend done since our childhood!

10 She's Cutting Corners In Camouflage

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Puffer jackets were all the rage in the ‘90s, so Kylie was very on trend in this bold look. Her oversized, camouflage jacket added edginess to her look, while her velvet jumpsuit (which was a major trend a few decades ago) helped to take it up a notch. “If you're different, or if you think something about you is just weird and out of the ordinary, I just think that's so dope,” Kylie has said about standing out.

9 A Blazer For A Billionaire


Even though shoulder pads and bold blazers have become more synonymous with the ‘80s versus the ‘90s, oversized jackets still had a moment in the ‘90s. Kylie looked like a vision in this powder blue blazer. The oversized fit allowed her to wear it as a dress, while the velvet material only added to the vintage vibes. “People flash back to pictures of me when I was 12 and say 'Kylie's so different,' but how can I look the same from 12 -18?” Kylie has said about how she’s evolved with age

8 Keeping Up With Kylie

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In this photo, Kylie was seen hanging out with her then-boyfriend Tyga’s son King Cairo. The star looked less like her glamorous self as she rocked an oversized, orange hoodie with track pants and a beanie. However, if she was transported back to the ‘90s, this look would definitely be on trend. Kylie has admitted that she tends to dress-down in real life. “I'm way flashier on Instagram and Snapchat because I feel like that's what people want to see, and that's I've always done, so I'm not going to stop,” she’s explained. “People want to see my cars and my purses. People love fashion. But that's so not me.”

7 Kylie Is Going Grunge

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Kylie proved she’s the queen of grunge when she posted a photo in this bold look. The star was wearing an oversized camo shirt as a dress. The distressing on the hem added to the edginess of the look, while her thick, gold belt helped make the outfit chicer and more fashion-forward, thus bringing this ‘90s trend into the present. Of posting pictures to social media, Kylie once said, “I'm young, and I'm a girl, so, when I post something, I want to see what people are saying or what they think of my photos.”

6 Throw It In The Backpack

Daily Mail

Miniature backpacks first became popular in the ‘90s. Though they fell out of style in the early 2000s, nowadays it seems like every girl is rocking a mini backpack-including Kylie! On this day, she flaunted her Louis Vuitton knapsack in a trendy athleisure look. Despite being known for her glamorous looks, Kylie has said she prefers dressing more casually on days where she doesn’t have much to do. “I feel like I'm way too young to wear such heavy makeup all the time. It's just bad for your skin,” she explained.

5 Leaving The Club In Lingerie

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Can you imagine how comfy this outfit must’ve been? Wearing lingerie as an outfit started in the ‘90s when it suddenly became cool to rock a bustier or silk nightgowns while on the town. In this look, Kylie totally looks like she was rocking her satin pajamas to the club, but in the best way possible. The lace detailing and dark striped pattern kept the look on-trend, while her heels and designer purse made it feel like an actual outfit and not something you’d rock to bed.

4 We're Mad For Plaid On Kylie


Years ago, Kylie stepped out in another Clueless-inspired outfit that still has us green with envy. She paired a plaid skirt with a suede crop top and combat boots, which made for the perfect girly-yet-grungy look. Kylie admits that she loves looking online to get fashion inspiration. “I follow all these fashion blogs that are cool and inspire me,” she explained. “I'm not really obsessed with anyone except for the people that I like romantically. I get excited when they post.”

3 We're Seeing Denim For Days

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Kylie rocked her version of Canada's tuxedo when she stepped out in this denim-on-denim look. In the past few years, it’s become trendy again to mix different washes of denim together (like a jean jacket paired with jeans), which is giving us serious ‘90s vibes. Despite how stellar she always looks, Kylie has admitted that she’s been the subject of bullying before. “I've been bullied my whole life, whether it was about my peers or comments,” she said. “And I never talked about my story, really. I feel like I've kind of accepted it because I realized that just comes with the territory.”

2 Sweating It In A Sweatshirt

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Kylie looked slightly stressed out as she was photographed in this super casual outfit. The star rocked an oversized sweatshirt with a pair of leggings and sneakers. While leggings may not be very ‘90s, Kylie’s crewneck jumper totally is, proving she loves ‘90s trends even on casual days. Despite being one of the most famous 21-year old’s ever, Kylie insists she’s just a normal gal. “I have normal friends. I sit at my house, and they practically live with me, and I watch them get ready to go to a high school party, hang out with their friends, go to concerts,” she has said.

1 Feeling Funky With A Fringe

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Despite Kylie constantly changing up her hair, there have only been a few times we’ve seen her with bangs- including this look! The celebrity’s choppy, short ‘do totally looked like a style we’d more likely see in the ‘90s. Her oversized, plaid bomber jacket only added to the vintage vibes we’re getting. “Honestly, what I think set everything off is when I cut my hair off when I was 16 and dyed it blue. After that, I just felt so free and wanted to experiment with my look,” the star has said about changing up her hair.

Sources: Brainy Quotes, Elite Daily

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