34+ Kardashian Fashion Fails They Wish You’d Forget

Wearing this outfit with heeled sandals on a rainy day only makes things worse. Imagine peeling it off—like struggling out of a wet swimsuit. It’s uncomfortable just thinking about it.

Sleight of hand

This floral dress with matching gloves almost makes her hands vanish. While her hair, makeup, and heels look great, the dress fabric feels more like an old tablecloth than red carpet wear. Maybe it was a pregnancy-inspired fashion pick—but even Kim’s beauty couldn’t save this outfit.

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ABC gum

Head-to-toe pink ruffles made Kylie look like chewed bubblegum. The huge shiny belt only made it worse, reminding us of braces stuck to gum. Unless she was headed to a costume party, this look was a definite miss. Not her best fashion moment.

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Safari ready

This full khaki outfit gives off strong zookeeper or safari guide vibes. While the sunglasses and shoes are stylish, the dress in between is bland and boring. This outfit lacked both function and fashion.

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Wearing the carpet

This patterned outfit looks more like a hookah lounge floor rug than designer fashion. From floral spirals to tribal borders to cheetah print, it’s a mix of too many styles at once. The bold, confusing print did Kris no favors.

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Change the guard

Wearing a giant corduroy jacket with a fur collar, a turtleneck, a v-neck sweater, a thick chain, and big headgear, Kendall’s look was just too much. It felt like a strange mix between royal guards and ‘90s hip-hop. Either way, it didn’t work.

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Snake in the grass

Kylie tried to turn heads with this skin-tight, neon green snake-print dress. But the see-through material and hood made it look more like a costume than fashion. Even the square-toed sandals added to the confusion. She looked stunning—but the outfit was not.

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Peek-a-boo

Kris wore a bright, sheer dress that showed off her undergarments under the camera flash. With paparazzi lights everywhere, this dress was a major fashion fail. Maybe that’s why celebs like Paris Hilton have fake paparazzi booths at home—for test photos before going out.

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All washed up

Kim Kardashian’s sleek, shimmery dress would have been stunning—if only she hadn’t added a big, messy mop to the mix. The silver, tight-fitting number with sheer, gem-adorned sleeves and neckline would fit right in on Dancing with the Stars, but the mop-like addition was a fashion mystery. Maybe Kim thought the mop would protect her dress, but it’s hard to understand why anyone would choose this look. Points for creativity, but this outfit just didn’t work.

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Mix ‘n mismatch

Kim’s outfit here looks like a mix of The Matrix and a rap music video, complete with disco shoes, snakeskin pants, and a floral top—because why not? The mismatched colors, patterns, and textures were confusing, and her glasses made it seem like she couldn’t see the chaos below. We can only imagine that Kim might wish this photo never existed. Sometimes, even the boldest fashion choices can miss the mark.

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Crime fighter

Kim’s leotard-style outfit with a pageant-sash fanny pack almost looked like something you’d wear to Six Flags. But then the Pussycat Dolls-inspired hair, “Charlie’s Angels” boots, and ultra-bronzed makeup turn it into something out of a video game. Kim looks ready to fight crime, but maybe she should have dialed down the confidence here—less is often more.

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So that’s where the car floor mats went

Kim’s “short suit” looks like someone took dining room placemats, sewed them together, and turned them into a questionable wetsuit-fish hybrid. It’s like a business suit had a fashion accident and tried to recover with a frayed tutu. Whatever happened here, we hope it never makes a comeback. This celebrity wardrobe mistake is best left in the past.

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Burlap babydoll

We support upcycling, but Kim’s burlap sack dress just doesn’t work. This dress completely hides her stunning figure, creating an unflattering shape from top to bottom. Even her feet seem misshaped in this awkward fit. Sometimes, fashion experiments can end in disaster, and this look is a perfect example.

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Glare factor

Kim and Kanye’s super sparkly outfits scream ‘1980s dance troupe’ rather than red carpet elegance. The sequin overload is hard to look at, and their awkward squinting doesn’t help. Kim’s top half even looks like a robotic reptile. Maybe they were trying to start a flashy fashion trend, but this just didn’t work.

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The lollipop guild

Khloe’s puffy pink jumpsuit gave major Oompa Loompa vibes. The oversized glasses, leopard heels, and rope belt didn’t help either. This awkwardly proportioned romper makes her look like she’s part of a munchkin chorus from The Wizard of Oz. Fashion missteps like this make us wonder if Hollywood fashion is sometimes more about standing out than looking good.

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Pajama party

Kourtney Kardashian’s look here screams “pajama party,” but she paired it with high heels and a party bag. While the colorful leisurewear might be comfy, the rest of the styling—especially her hair and accessories—suggests she accidentally left the house in her PJs. If her little one helped with the styling, we’d totally believe it.

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Black swan dive

Kourtney’s black lace top and accessories were stylish, but the huge, feathery skirt? Not so much. It looked like she was channeling a Swan Lake costume, but unfortunately, it didn’t flatter her shape. A simple black pencil skirt would have worked wonders here. Less is sometimes more, especially when dealing with feathers.

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Under pressure

Kim looks great in this tight white dress, but her swollen feet are hard to ignore. Pregnancy can cause swelling, and even though she’s rocking the rest of the look—hair, makeup, and accessories—it’s clear those feet could use some TLC. With all the times we’ve seen the Kardashians in slippers, we wonder why Kim went for this look.

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Christmas tree topper

Even though the Kardashian-Jenner family is often seen as fashion icons, sometimes their outfits miss the mark. These celebrity fashion disasters remind us that not every trend is a hit. Whether it’s bold, mismatched patterns, uncomfortable fabrics, or just too much sparkle, these fashion mishaps show that even the most famous stars have their off days.

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Fringe cringe

Kim Kardashian’s style usually stands out, but this outfit definitely missed the mark. The tassels covering her dress are all over the place—both in their unusual distribution and the length of each strip. The messy fringe and soldier-inspired shoulder details leave us scratching our heads, trying to figure out if this is runway fashion or just a complete fashion fail. This is definitely one Kardashian fashion disaster we’d rather forget.

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Camera flashes and more

When representing a brand, it’s important for models to look their best. But in this case, it seems Khloe Kardashian might have shown a bit too much. Perhaps the side braids and sheer shorts were a trend at the time, but the overexposure in this shot draws more attention to her than the product she’s promoting. Celebrity fashion fails like this make us wonder if it was an ad strategy—highlighting the model more than the brand!

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Self reflection

Kim Kardashian takes “self-expression” to a new level with her jacket featuring her own face printed on it. We’ve heard of wearing our hearts on our sleeves, but this is a step too far. Wearing your face on your side? It’s an odd statement that we’re not sure how to interpret. Is she saying she’s slaying, or asking someone else to slay? Either way, it’s not the most wearable piece of celebrity fashion we’ve ever seen.

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Vanity before sanity

Kylie Jenner is undeniably stunning, but this mirror selfie is a little too “me, me, me.” The beanie, braid, baggy tee, and fierce attitude all come together in a cool look, but the photo feels a bit too meta. While we support self-love, celebrity selfies like this one push it to the extreme. It’s a little much, even for a supermodel like Kylie.

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Tealin’ myself

This outfit is a throwback to the early 2000s, right around the time JLo’s famous green dress stole the show. Kim gave the look her own twist with shiny black leggings, big hoop earrings, and an oversized black purse. The kimono-style top might seem cringey today, but back then, it was a fashion choice many embraced. Fashion is cyclical, so who knows? This look could make a comeback.

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Queen of the jungle

Kim Kardashian has a serious love for leopard print, and she doesn’t just wear it on one piece. She goes full-on with animal print on her entire outfit, from head to toe. We wouldn’t be surprised if she had a leopard print hat to match this look. In fact, a pair of leopard print hoop earrings might have completed this fashion fail. Sometimes celebrity style takes things too far, and this all-leopard look is definitely one of those moments.

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Throwing shade

Kylie Jenner’s outfit here looks like a lamp shade or maybe even a chandelier. The mix of sparkly chains and pink tassels could be considered high fashion by some, but to us, it looks like someone pieced it together from a bunch of magic carpets. It may be fun to twirl around in, but this intricate design is definitely not something we’d want to wear to any social event. It’s a fashion statement that misses the mark for most.

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A bit too revealing

Kim Kardashian and her family are known for their bold fashion choices, and sheer fabrics are a staple in their closets. While this particular outfit is toned down, the sheer top still pushed it in a direction it didn’t need to go. The colors match her makeup and bag perfectly, but the revealing nature of the top clashed with the rest of the look. Sometimes, celebrity style goes a bit too far into overexposure.

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A mouse’s dream

Kim Kardashian often plays up her sexy appeal, but this outfit seems to take inspiration from something other than men’s fantasies. With a design that looks like swiss cheese, this outfit definitely misses the mark. While distressed clothing can be stylish, this one feels more like something you’d find at a low-end store than on a runway. We’re not sure what happened here, but Kim’s stylist may want to rethink their choices.

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All neutral everything

Kim Kardashian’s fashion has evolved, moving toward neutral colors and more subdued outfits. This neutral-toned outfit looks graceful, but it feels a bit lacking. The cutouts near the bottom distract from the overall elegance, and we can’t help but miss the more vibrant and playful outfits she used to wear. It’s a fashion fail that feels a little too basic for a star like Kim.

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Shiny, oh so shiny!

We’ve previously mentioned how Kim’s over-the-top looks were once a fashion statement, but this shiny dress took things too far. While her makeup and hair were subtle, the dress itself felt more headache-inducing than glamorous. It’s a fashion disaster that went from royal to tacky in seconds. Sometimes less really is more.

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Khloe in boots

Khloe Kardashian decided to try something bold with a pair of thigh-high leather boots. Unfortunately, this daring look didn’t work. The boots, reaching up to her crotch, make for an awkward outfit choice that doesn’t quite hit the mark. Khloe’s been known for fashion fails in the past, and this one is another example of trying too hard with little payoff.

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A pants mistake

Kim Kardashian has a massive closet full of outfits, but not every piece is a winner. These pants, with an odd ruffled skirt near the top, are a fashion mistake. While the black top could have worked, the see-through material and strange design make this outfit a definite fail. We can only hope she put this one back in the closet.

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Kendall makes a misstep

Kendall Jenner is known for her killer outfits as a supermodel, but even she makes fashion mistakes. This look, with lace under the T-shirt and costume party pants, misses the mark. The ZZ Top shirt also seems out of place. Kendall usually nails her outfits, but this is definitely a fashion misstep.

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A bejeweled mess

Kim Kardashian’s shiny, bejeweled dress is eye-catching, but not in a good way. The dress feels too flashy and a bit braggy, and it’s more revealing than necessary for the occasion. The oversized cuffs make it look like Kim’s wearing an outfit too big for her, giving her the appearance of wearing her dad’s shirt. It’s a fashion fail that doesn’t live up to her usual stylish standards.

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No, no…just no

Looking back at this throwback outfit, we can’t help but cringe. The huge belt, the awkward top, and the bland leggings make it one of Kim’s worst fashion moments. This is nothing like the bold and stylish outfits she wears today. Even with the occasional fashion misstep, this look is still a low point in her style evolution.

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