Five Versatile Boot Styles for Your Wardrobe

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When we’re talking about wardrobe staples, I think we can all agree that boots belong right at the top of the list alongside jeans and a trench coat. Particularly at this time of year, when it’s peak boots-wearing season! Not only do they shield our paws from the cold, but they come in all shapes and sizes and have the ability to take your outfit from zero to hero. 

If you choose carefully, not only will you live in them for a whole season, but you’ll wear them for years to come thanks to their versatility. That said, choosing the right pair can be difficult, as you want to strike the right balance between practical and stylish. 

I have a weakness for shoes and need to reign it in when it comes to purchasing boots. If I were to let myself go, my collection would have doubled in size this past week alone, with all of the amazing styles I’ve come across putting this blog post together! There are so many chic options available right now – ankle boots, tall boots, heeled boots – oh my! All in a range of textures and heights. 

In this post, I’m going to summarise the 5 classic boot styles that I consider to be the best for your wardrobe. All of these styles straddle both practical and stylish and they can all be easily integrated into your work rotation and off-duty wardrobe. You know how we roll here in the whatveewore universe – it’s less about trends, more about the cost-per-wear 😉

You’ll recognise some of my old faithfuls in this line up as well as some newer styles I’ve treated myself to. So, let’s get crackin’! 

#1 – Chelsea Boots

L: Theory cardigan (sz XS), Arket t-shirt (sz S), Anine Bing skirt (new season version also here), R.M. Williams boots (also here, read my review here), Celine bag (watch my review here), Status Anxiety sunglasses*; M: The Curated coat* (sz XS – same colour also available in this style), Power Of My People shirt* (sz M – use VIRGINIA10 for 10% off – review here), Nobody Denim jeans (sz 26), Gucci bag (review here – AU linkUS linkUK link also here), Arms of Eve earrings*, Ray Ban sunglasses; R: R.M. Williams boots, Everlane Mac Coat* (sold out, similar here), Arket merino tee (sz S – new season version linked), Anine Bing skirt (sz S), Ray Ban sunglassesCeline luggage bag

It doesn’t get more classic than a pair of chelsea boots – you’ve probably got a pair of these sitting in your wardrobe – close-fitting ankle boots with elastic side panels. As an Aussie, I can’t have a category for chelsea boots and not mention the iconic R.M. Williams styles. I bought my R.M. Williams boots a few years ago (you can read my detailed review here!) and haven’t looked back. Since investing in my pair a few years ago (because they are just that, an investment!), the label has expanded their women’s range with seven different styles now available. I’ve written a dedicated blog post sharing a try-on of their different style boots which you can read here, but my numero uno style remains this pair. A bit of height (not an intimidating amount but one that’s actually walkable) which captures the elegance of dressy ankle boots and the ‘everyman’ aesthetic of R.Ms. I’ve included some styles in my line-up as well as some mid-range options that are great quality including these stylish (and podiatrist-designed) boots


R.M. Williams boots (review here)


#2 – Ankle Boots

L: Ally boots* (use ‘VIRGINIA50’ for $50USD off boots), Everlane blazer* (sz 0), Sezane top (sz XS), Nobody Denim jeans (sz 26), Bellroy tote bag* (featured here), Arms of Eve earrings*, Ray Ban sunglasses; R: Ally Shoes boots* (use ‘VIRGINIA50’ for $50USD off all boots), Marks & Spencer trench coat* (sz AU 8 – new season version linked), Stax tank* (sz S), Nobody Denim jeansJuly bag*, Ray Ban sunglasses

Ankle boots aren’t just an autumn/winter thing – they’re a year-round situation as far as I’m concerned. My favourite style has to be a slightly heeled ankle boot which has proven to be endlessly versatile and chic. From my personal collection, my go-to ankle boots are both from Ally Shoes – the lower block heel style (featured here) and their higher version here (reviewed here). The boots are podiatrist-designed so while they’re heeled, they’re amazingly comfortable thanks to the features embedded within the shoe design – additional padding, a rubber sole and a plushy toe bed just to name a few. As you can see from my outfits featured above, they’re also a very sophisticated option and work to elevate my overall outfits.

Ankle boots come in all shapes and sizes, but I’ve collated some classic options for you below – all very wearable and easy to style. I loved the look of both this tan shiny pair as well as this chunky sole boot I tried on in Bared Footwear recently.


L: Bared tan boots; R: Bared black boots


#3 – Something Textured

L: Wittner boots* – on sale! (sz 37 – also comes in black), The Curated coat* (sz XS), Arket merino top (sz S – current colours linked), Jac Cadeaux skirt* (sz S – use ‘VEE15’ for 15% off – similar here and here), Loewe bag (you’ll be hearing a LOT more about this soon! New season version here), Arms of Eve earrings*; R: Sarah Flint boots* (use ‘SARAHFLINT-CCVIRGINIA1’ for 15% off), The Fold blazer* (sz UK 8 – similar here), Arket t-shirt (sz S), Anine Bing skirt (new season version also here), Bellroy backpack (as featured here), Arms of Eve earrings* & ring*

The only thing cooler than a stylish boot is a stylish boot with texture. Think patent finishes, suede textures, playful animal print – maybe a combination of both. The beauty of textured boots is you can inject as much personality as you want. I get asked so many questions about these suede boots that I’ve had in my wardrobe for a few years. I love wearing them to add a bit of texture to my workwear outfits (I particularly enjoy wearing them with my silk skirts just to ramp up the texture party). Equally, I love wearing these croc-print ankle boots (currently on sale!) to lift my simple winter outfits. And how cute are the cowboy-inspired boots I try on below?


Bared boots


#4 – Tall Boots

L: Jane Debster boots (also here), Arket short trench coat (sz XS), Arket long sleeve tee (sz XS – new style linked), Sezane skirt (sz FR 38 – see my dedicated blog post about it here!), Celine bag, Ray Ban sunglasses R: Jane Debster boots (also here), The Curated coat* (sz XS – current season colours here, review here), Reiss dress (sz S – AU linkUS linkUK link), Bellroy Tokyo Wonder Tote* (review here). Arms of Eve earrings*

Without a doubt, the dressiest style out of this line-up has to be the tall boot. If you’re on the petite end of the spectrum like me, they work to elongate your frame. Unlike the intimidatingly high-heeled options from past seasons, this year the style is exceptional in mid-heel form that’s comfortable enough to wear all day, where you get a timeless and chic vibe, but the elegance a tall boot provides. This pair from Wittner (that I try on below) ticks all those boxes and is at the very top of my wish list!

If you reserve your heeled boots for nights out, or dressier occasions, I’m still of the view that everyone needs at least one pair in their rotation. That said, a tall boot doesn’t need to be heeled – there are so many flat and western style pairs that go with so many outfits. You can’t go wrong with an espresso brown or black pair. Make sure you store these properly – ie. with boot shapers or stuffing, to ensure they don’t crease and/or lose their shape. 


Wittner boots


#5 – Combat Style Boots

L: Bared boots, Lilysilk knit* (sz S), Nobody Denim jeans, Gucci bag (review here – AU linkUS linkUK link also here), Status Anxiety sunglasses*, Polene earrings*; R: Bared boots, Arket trench coat (sz XS), David Lawrence shirt* (sz 8), Arket tee (sz S), Celine belt (featured here), Nobody Denim jeans, Bellroy bag* (review here), Polene earrings*

The options are endless when it comes to combat boots. Chunky, robust, utilitarian – you can style them up with a midi dress or style the boots with your favourite pair of jeans. To me, the most iconic pair of combat boots as to be a pair of Doc Martens but I bought this pair at the beginning of the season as I felt they balanced out the “chunk” and the aesthetics. They’ve actually got a 5cm heel because of the chunky sole, but they feel like flats when you walk in them. Combat boots may sit at the statement end of the spectrum, but their versatility can’t be faulted. I love how mine provide a bit of an edge to my otherwise simple outfits. 


Bared boots


I hope you found my round up of these best boot styles to be helpful!

P.S. Five late autumn outfits that embody my three words and you can shop all of my outfits here!


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