I'm a Stylist—6 Easy Jeans-and-Heels Outfits I'll Be Trying This Season

If there's one thing that all Who What Wear editors agree on, it's that jeans and heels are always a good idea, and there's nothing like a heel to elevate the most basic of denim outfits. A cashmere jumper paired with cropped jeans and heeled boots? The perfect elevated winter look. Double denim, a blazer and strappy heels? Ideal for date night. An oversized shirt, skinny jeans and block heels? The chicest desk to dinner 'fit. Honestly, our jeans and heels outfit options are pretty much endless. 

Granted I'm currently in full hibernation mode (thanks to what feels like the longest January ever) but with spring on the horizon, now is the perfect time to start making some swaps in your wardrobe and potentially embrace a little height when it comes to your footwear. Maybe because it's been a long cold winter, but I for one can't wait to stop wearing my lug-soled chunky boots with jeans. Now don't worry, I'm not suggesting swapping boots for the highest of heels, though if that's your style, the stiletto is very much having a moment so you're in luck. Block and kitten heels, as well as our favourite heeled-boots, all look great with denim. 

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(Image credit: @monikh)

Who What Wear contributor Monikh Dale wears wide leg jeans and heels.

From slouchy straight leg jeans to puddle jeans, as seen on influencer @smythsisters, anything goes with it comes to denim this year but there are some styles that are reigning supreme. Think minimal washes, bootcut, flare and cropped styles.

But how do you pair these 2 wardrobe heroes together and what are the best heels to wear with these jeans I hear you cry? Well, I've done the legwork and scoured the internet to find some of the best options to pair with your jeans. From butter soft leather mules to platforms (the new heel height I'm totally obsessed with) these are the chicest combos around.

There’s a few style tips to bear in mind before we get started, though. First, don't be scared to play with proportions. Yes, a chunky wedge can work well with a wide leg but an elegant stiletto feels so fresh right now. Just make sure to show a peep of the pointy toe for the most flattering fit. Also, length is everything when it comes to jeans this season. With flares you want to aim for a pair that sweeps the floor. Or maybe you are trying a cropped silhouette for the first time? In that case, aim for the hem to sit approx. 1 inch above the ankle. However, always feel free to experiment and don't be scared to get your favourite jeans altered if you don't think they are quite right. 

Looking for some style inspiration? Just scroll on for my edit of the 6 most stylish ways to wear jeans and heels for this season and beyond.

1. HIGH WAIST PUDDLE JEANS + STRAPPY HEELS

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(Image credit: @smythsisters)

Style Notes: The 90's vibe of the puddle jean (where the hem drapes at the front) are ensuring that this denim style is all I want to wear right now. These don't just worked with a lug soled boot or an Adidas Samba either, when it comes to heels, the strappy sandal the is ideal partner.

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2. CROPPED JEANS + KITTEN HEEL ANKLE BOOTS

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(Image credit: @kimturkington_)

Style Notes: I'm obsessed with this whole outfit. It is just so chic. Note how the length of the jeans hit above the ankle, but not too far up the mid calf. It's that sweet spot that makes them look oh so premium.

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3. STRAIGHT LEG JEANS + PLATFORM BOOTS

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(Image credit: @dinahansen)

Style Notes: A platform boot and a slouchy straight leg might just be my new favourite combo. The platform shape adds just the right amount of edge to a classic jean. 

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4. WIDE LEG JEANS + STILETTOS

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(Image credit: @erika_boldrin)

Style Notes: Triple denim for the win. If you're not a fan of a chunky heel the elegant shape of a stiletto should be on your radar when wearing a wide leg. 

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5. BOOTCUT JEANS + MULES 

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(Image credit: @sylviemus_)

Style Notes: You can never go wrong with all-black ensemble as Sylvie proves. Note the longer length of her jeans too, which instantly elevates the whole look.

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6. FLARED JEANS + SQUARE TOED ANKLE BOOT

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(Image credit: @leasy_inparis)

Style Notes: I'm a 70's girl at heart, so I always find myself going back to flares. The key thing to note about a wide-leg flare shape, is how they are great at balancing out your proportions. A peep of the square toe boot helps to add to the leg-lengthening effect of the jean.

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