I'll go ahead and say it: Kendall Jenner’s wardrobe is nothing if not versatile. One day the model might be at fashion week in the last It dress, and the next she’s dashing around the streets of New York in Gazelles, wide-leg jeans and a knit vest. Since she's a fashion chameleon who clearly loves to experiment, it's often just as fun for us to wait with bated breath for her next new look as it is for her to wear them. And as last week, Jenner was having a low-key week in Los Angeles with her very famous family, what better time to look back through some of her best recent outfits in anticipation of what she might wear next?
Unexpectedly, the majority of Jenner's most covetable looks are her off-duty ensembles that rely on a few key basics. She is most likely to been seen dressed down on her days off, opting for relaxed looks with a menswear-inspired charm. But when she glams up, she really knows how to up the ante, and whether it be adding a heeled boot or covetable It bag, Jenner nails the kind of effortless polish that I'm feverishly taking notes on.
So whether you're in Calabasas or Croydon, keep scrolling to see the few key staples that she comes back to time and again and how she managed to create an autumnal wardrobe of reliable basics that work every single time.
Style Notes: Remember when Kate Moss's skinny jeans were all the rage? I think I may have repressed the memory of trying to fit into spray-on denim. But with a new legion of supermodels comes a new brand of off-duty style, and thankfully for us, it has a far more relaxed feel, as does the denim. If you spot Jenner in jeans, it's likely that they're going to be the high-waisted, straight-leg jeans that are the look du jour.
Just the right amount of cropped length to wear with an ankle boot.
A comfortable pair of soft, cotton jeans with just enough stretch to feel supportive.
The best fit for anyone who struggles to find jeans that will accommodate small waists and wider hips.
Style Notes: We're all currently boot obsessed, and with none more so than the knee-high. Loved by models, editors and influencers alike, the tall boot always manages to feel the right amount of dressed up and business ready without looking out of place.
If you're looking for comfortable heels on the high street, try Mango. It's a Who What Wear favourite for easy-to-wear shoes.
For full-throttle glamour, there are no better boots than Paris Texas. Its best-selling boot styles come in low to high heel heights so you can choose from everyday wear or special occasion shoes.
Soft leather, a wearable mid-height heel and an almond-shaped toe, this is a versatile boot you'll wear with everything from midi dresses to jeans and everything in between.
Style Notes: You simply cannot go wrong with leather trousers. The key is just finding the right fit. Jenner's go-to is a looser-fit straight-leg style (yes, in denim and leather alike), but there's also an abundance of kick-flare, cropped, wide-leg and skinny styles on the market now, so there's pair for every body, size and style.
Just add a chunky knit and a pointed boot, and you've got an easy autumn outfit that looks like it took far longer to put together.
These come in no less than eight, eight, vegan-leather colourways.
I love everything about the colour and fit of these unexpectedly chic khaki trousers.
Style Notes: If you want to find the next big trend, my advice is to go supersize. Maxi skirts, dresses and coats always create a striking silhouette (just take a look at Zoë Kravtiz's Olsen-esque maxi cardigan for further proof), and Jenner's olive coat is just the right combination of colour and cut to feel like a fresh trend while still having a classic touch.
This longline coat also comes in Herringbone grey for the minimalists and bright cobalt blue for the maximalists who like to dress boldly.
For relaxed tailoring, look no further than American Vintage. It specialises in quality basics and premium casualwear like this wool-blend coat.
Tick off both the leather and long coat trends in one statement piece.
Style Notes: Tanks, vests, cardigans… if you can knit it, Jenner's got it, and if there's any comfortable piece we can get behind, it's a knitted top. It's been a while since we've seen Jenner in a big, chunky cable-knit jumper (likely to do with the L.A. weather), but it's clear she does have an affinity for layering fine and ribbed knits and wearing with elegant accessories. BRB, just off to search for some silver pumps.
The perfect accompaniment to tailored, wide-leg trousers.
I saw Kendall in a knit vest. Now I want a knit vest.
It might look designer, but it's a fraction of the price. I won't tell if you don't.
Style Notes: The wardrobe staple that we can rely on. We're convinced that the blazer deserves icon status given the myriad of ways we keep thinking of wearing it, and they all still feel brand new. Whether you go low-key in jeans and a tee à la Jenner or dress it up with, well, dresses, the blazer is easily one of the most versatile pieces to invest in, no matter the season.
We fell hard for the original Hopsack blazer, and we're even happier to see it back, and this time in an oversized fit.
Don't forget classic prints. This jacket also comes in two other checks and all-black or camel.
There are co-ordinating trousers for those who prefer a full suit, but this greige jacket looks just as good with jeans.
Style Notes: If you didn't invest in a shacket during the transitional in-between, don't worry. There's still time. Over the last few months of navigating fluctuating temperatures, the shacket has been the key piece that saw us through the not-quite-cold September, but as we edge towards a chilly November, you can layer it up underneath your wool coat and scarf.
Wear with a Jenner-approved pair of glossy leather trousers to give the casual shacket a little extra polish.
Just add black jeans and a chunky Chelsea boot for a classically autumnal outfit.
Max Mara does leisure just as well as its RTW lines, and until it's cold enough for one of its fluffy, camel teddy coats, its stretch jersey jacket will do just as well.
Style Notes: Yes, you can wear leggings outside of the gym, and Jenner wears them not only casually but also dressed up for evening. Look out for good-quality fabrics that won't go sheer when stretched or lose their shape when washed, and I promise you'll be so comfortable you'll think twice before reaching for a pair of jeans.
If you need durable leggings that will keep you warm too, try a pair built for skiing like Jetset's stretch jersey pair.
Just like its control briefs, Spanx leggings are a stretch fit with sculpting compression properties. Just be sure to size up, as they fit a little smaller than true size.
Remy Farrell is a London-based shopping editor with nearly 10 years of editorial experience covering fashion, beauty and lifestyle. After graduating with a journalism degree and working on the editorial and fashion teams for titles such as Grazia, Elle, Cosmopolitan and British Vogue, she moved into the luxury e-commerce sector, working as fashion assistant at TheOutnet.com styling for the social media channels and helping to develop the collections for the in-house brand Iris & Ink. After expanding an assisting and styling portfolio that includes shooting talent such as Gigi Hadid, Victoria Beckham and Miquita Oliver, she also branched out into beauty, creating tried-and-tested reviews and diverse beauty content.
In her role as shopping editor at Who What Wear, Remy is interested in discovering new and exciting brands to share with the Who What Wear readership and particularly loves uncovering hidden gems at affordable prices to make shopping accessible to everyone.
Born and raised in Sheffield, Yorkshire, Remy moved to London in 2014 and lives in the Docklands with her partner and pug Billie.
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