10 Dress-and-Boot Combos That Work Every Time

If you can find a more iconic fashion duo than the dress-and-boot combo, do tell. This pairing is so easy to fall back on right now when the mornings are dark and the weather is dull so we’re not able to get as creative with our wardrobes. Grab a go-to dress, throw on a pair or sheer tights and your favourite boots and you’re ready. Always appropriate for the office, but also for those three festive after-work drinks commitments you oversubscribed yourself for. 

We’ve spotted some of our favourite influencers wearing excellent dress-and-boot combinations recently, which inspired us to start the shopping list below. Although you can be pretty safe in the knowledge that most boot styles go with most dresses, these street style looks might just inspire you to leave your comfort zone and try a new pairing this season. I’m on the lookout for the perfect black chunky pair to balance out the glitzy minidresses I keep lusting after for party season. Midi dresses were made for knee-high boots, and longer maxi styles work excellently with statement ankle boots. Why not throw glittery cowboy boots into the mix, like Megan Ellaby has?

Keep scrolling for more inspiration and to shop the best styles.

Style Notes: We couldn’t not include Lizzy Hadfield’s LBD and Jimmy Choo combo. So simple but so effective for party season. If these boots make all legs look this good, we’re sold. 

Style Notes: Florrie’s ruched beige Totême dress is anything but boring and feels really modern paired with burgundy Rejina Pyo boots. 

Style Notes: We’re crushing on Bettina’s yellow-and-blue pairing here. The prairie-style dress works so well with pointed-toe croc-embossed boots. 

Style Notes: Buckled boots always toughen up a floral dress. Lisa’s layered look is inspiring us for the colder weather. 

Style Notes: This outfit makes us feel happy just looking at it. We’re loving how these glittery boots change up a floral dress. We’d also wear them with a knitted dress to the pub this winter. 

Style Notes: We’ll never say no to an animal-print dress. Monikh styles her perfectly with a quilted puffa and lace-up chunky black boots. Forever our style inspo.

Style Notes: Nanushka is always a winner for dresses. Alexis Foreman keeps it clean and simple with this long style. We love that she pairs it with classic black ankle boots. You can’t go wrong here. 

Style Notes: This Cefinn pinstripe-dress–and–black-suede-boots combo is giving us all the autumn office inspiration. Just throw on a camel coat and you’re set. 

Style Notes: Hajra shows us that knee-high boots and a floral maxi dress are a winning winter combination if we’ve ever seen one. 

Photo:

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Style Notes: As Jeanette Madsen proves, the best way to make a formal maxi dress daytime appropriate is it pair it with chunky flat boots and your favourite mini bag.  

Style Notes: This is one of those wear anywhere, lasts for seasons dresses that only come along once in a blue moon. Karina makes it winter 2019 appropriate here with Mint Velvet’s hiking boots

Style Notes: If you like a pop of colour in your wardrobe, this bright Cefinn midi makes a nice change from all the minimalist neutrals we’re seeing at the moment. As Eni shows, just add classic suede boots and this dress can come with you to the office all year round.