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 of sheer tights and your favourite boots and you’re ready. Always appropriate for the office, but also for those weekend 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 feminine maxi dresses I'm lusting after this season. Midi dresses were made for knee-high boots, and longer maxi styles work excellently with statement ankle boots. Why not throw glittery boots into the mix, as 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: 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: If you like a pop of colour in your wardrobe, this bright 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.