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Finding comfortable, fashionable work shoes that don’t compromise is like playing the lottery - a whole lot of hoping, praying and ultimately, trying again next time. When you need your focus to be on your to-do list (rather than on your feet), finding comfortable, fashionable work shoes is a must, but that shouldn’t mean they look any less stylish than you want them to be. Your work shoes can change the look and feel of your whole outfit, so we’ve broken down three classic on-duty looks with our top tips on how to best mix in designs that work as comfortable, stylish work shoes.

Boots make for some of the most comfortable, style work shoes. Perfect for making an understated impact, style a soft leather boot with a pair of wide culottes or apron skirt to add an editorial, timeless feel to your trans-seasonal work wardrobe.

  • Super-soft leathers are key for both all-day comfort and creating a polished, professional look. Nod to your style sensibilities by playing with colour blocking - burgundy, tan, white, forest green and navy are all great choices for this - or choose a printed leather (such as snakeskin or croc) to add a dynamic twist to a classic white shirt and trouser combo.
  • For a more modern take, eschew a pointed toe in favour of a bold square - toe style. Not only is it wider (and therefore more comfortable), but the clean edges add a hard polish to timeless, tailored looks.
  • Look to seamless styles to create a more refined look (it’s better to keep things simple than have too much going on). Not only do seamless finishes ramp up the comfort factor, but the clean lines also create a luxurious, hand-crafted look (a win-win when it comes to balancing both style and practicality.



There’s nothing quite like a pair of heels to give that extra boost of confidence we all need at work. Styled with a structured dress or skirt, there’s a reason why classic closed-toe pumps are our go-to comfortable, stylish work shoes.

  • If wearing a stiletto fills you with fear, buy a style with a cushioned footbed (or one that allows you to insert your own orthotics) to ease pressure on the balls of your feet.
  • Pointed-toe styles can leave your toes feeling as crushed as the mid-afternoon slump; look to the modern square toe as a more comfortable solution. Spacious yet stylish, a square toe is the power-dressing statement - maker you don’t need to grin and bear your way through.
  • As the desire for comfortable, fashionable work shoes has increased, lower heels have taken centre stage. The midi heel (80mm or 3inches) is the perfect office companion, providing arch support, stability and lift in one fell swoop.
Smart leather boots offer a stylish alternative to heels

Flats make for ideal comfortable, stylish work shoes on days when you’re rushing between meetings, travelling or need to stand for long periods. Paired with a sleek tailored suit, there’s no reason why a flat shoe can’t hold its own in the office.

  • Invest in a leather-lined shoe so you can get a chic barefoot look while letting your feet breathe. The leather will give and stretch over time meaning you can experiment with different styles (such as a pointed toe) that might usually be too uncomfortable for all-day wear.
  • Make sure your arch is supported with a small heel (20mm is usually just right); the added lift will keep you going all day while protecting your foot.
  • Flats shouldn’t be boring - explore the world of trims to bring a sense of your personality to your look. An oversized strap and buckle on your ballerina flat or a tassel detail on your loafers can add a focal point to an otherwise classic style and bring your look together.