Dresses To Wear With Ankle Boots

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While everyone is (rightfully) obsessed with the foolproof jeans-and-a-nice-top combo, there’s another underrated duo that we think needs more attention this autumn: dresses and ankle boots.

In changeable weather, this killer combo allows you to rock your fave dresses while keeping your toes warm as the days get colder. It’s a failsafe outfit formula that’ll carry you from work to wine with the girls, or brunch to a birthday party.

Whether you prefer lace-ups or heeled boots, we’ve compiled a handy list of chic dresses that pair perfectly with autumn-proof footwear. These boots were made for walking (and everything inbetween…).


Why Are Ankle Boots So Good With Dresses?

  • They’re seriously versatile: Whether it’s a chunky style or a glossy point-toe option, ankle boots are suitable for both casual and dressier occasions. This adaptability means you can effortlessly transition from a daytime look to a more formal evening outfit while keeping your favourite pair of ankle boots on.

  • They’re perfect for seasonal transitions: If you need to transition between the seasons, the ankle boot is your gal. These boots can be worn comfortably in both spring and autumn, when the weather can be a bit unpredictable.

  • They’re comfy and supportive: Ankle boots typically provide more support and comfort than heels or sandals, making them a practical choice for extended wear. The ankle support they offer is especially beneficial when you’re wearing a dress, giving you more stability and balance

  • There are loads of textures to choose from: From classic leather and suede, patent leather to metallic finishes, the textural variety of ankle boots allows you to play with contrasts, adding depth and interest to your outfit.

  • You can choose a heel height to suit you: Prefer flats? Love a low heel? Hankering for a high heel? The diversity of ankle boots means you can choose the heel height that best compliments your dress and suits your comfort level.

4 Dresses Made for Ankle Boots

Wrap Dress

A wrap dress is a timeless piece that suits lots of different body types, and pairs perfectly with ankle boots. The wrap style creates a universally flattering silhouette, and you can choose from various lengths and patterns. For an elegant look, try pairing a wrap dress in a solid colour with a pair of heeled ankle boots. Just stunning!

Molly Geo Print Maxi Dress, Pink Geo
Molly Geo Print Maxi Dress, Pink Geo

Jumper Dress

As the weather cools down, a midi jumper dress is the ultimate cosy autumnal option. These dresses typically have a relaxed and stretchy fit with long arms for extra coverage. Pair a chunky striped knit dress with ankle boots and tights for a warm and stylish ensemble, perfect for a Sunday stroll or pub lunch.

High Neck Half Forest Beige & Taupe Block Colour Jumper Top/Dress
High Neck Half Forest Beige & Taupe Block Colour Jumper Top/Dress

 

Not quite chilly enough yet? Check out our guide on easy outfits for that tricky in-between weather

 

Shirt Dress

A shirt dress is a wear-everywhere piece that can be dressed up or down for any occasion, and works well with ankle boots. These dresses have an easy-going button-through fit and can be cinched at the waist with a belt for a more defined silhouette. You can choose a classic cotton shirt dress for a casual look, a colourful printed option if you want to turn heads – just add your favourite ankle boots.

Belted Blotch Print Midi Dress in Green
Belted Blotch Print Midi Dress in Green

 

Polo Neck Dress

Nothing quite says cosy like a polo neck. Perfect for those chillier days, but when you still want to look like you’ve put some effort in, a turtle neck dress is just the ticket. Available in a huge range of colours, lengths and materials, so you can really tailor your look to your personal style. Simply slip on and pair with some cosy tights, and – you guessed it – your fave pair of ankle boots.

CHIARA DRESS - BONE
CHIARA DRESS – BONE

 

Now you’ve sorted your dresses for the season, how about something a little different? Check out our blog on our favourite jumpsuits for autumn. But be warned, you’ll be jumping to the shopping cart in no time…

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