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The change from summer to autumn is quite gradual. It doesn’t necessarily go from heatwave to wearing winter coats overnight; but you can have incredibly warm days and colder nights, or the deceivingly warmer looking days that turn out to give you frostbite. Dressing for the day when dealing with a seasonal transition can be an absolute nightmare. No-one likes to be too hot or too cold so we need to try and strike a balance, if we can.

In this segment we’ve hand-picked some of the items we’ll be wearing this autumn to help navigate those trickier days. Not only will these items help you navigate the transition from summer to autumn, but we’ve thrown a few suggestions so you can continue wearing these pieces through winter. As we move from winter to spring, just pull up this guide again and re-apply.

The long sleeve midi dresses

These dresses from Louche London are perfect for transitioning from summer to autumn. On warmer days, wear with sandals and take a cardigan with you, just in case. For the evenings, when it gets a little chillier, pair with a denim, biker, leather, or cropped jacket to keep you warm. As it starts to get colder, you could layer the dress with a vest top underneath a long or chunky cardigan and tights, and ankle or knee-high boots.

These dresses are also super comfortable and versatile; whether you want to dress up a little for work, head out to dinner or the theatre, or hang out with friends, it’ll be your new go-to.

Chunky cardigan

Who doesn’t love a chunky cardigan? This one from Editor’s Cut, an own and exclusive brand to Stitch Fix- the personal styling service that picks out clothing and send’s it direct to you (we’ll be reviewing our experience with our box in November, be sure to keep your eyes peeled for that). It is an incredibly soft, comfortable and wearable cardigan.

Pair with jeans and t-shirt for a configured look but comfortable and casual, or wear at home with joggers for cosy comfort. Pair with your midi dress for those colder days but if it’s warm, this would look amazing buttoned up with jeans and nothing else; simple but alluring. A fab tip from the Stitch Fix team is to wear with a leather jacket for extra warmth and layering throughout the season.

Over the knee boots

Everyone should have a good pair of knee-high or over the knee boots, they are a sexy autumn must-have.

The Selsie Over The Knee Boots from Dune London can be paired with a short skirt (we’d recommend a dark check this time of year) and give you that bit of warmth and protection on those unpredictable days, plus they really help to elongate your legs. As it gets colder, they’ll look just as amazing with tights. As they’ve got that rounded toe, pair with a midi dress for that 70s, boho vibe. Based on reviews, as they’re over the knee and will have a little give in the fabric, you could even pair with skinny jeans too.

Where you can, go for a little colour, these boots come in a gorgeous butter soft suede and dreamy taupe colour. It can be too easy to wear black in the autumn and winter, especially when it comes to shoe choices, and this colour is really complimentary to the time of year and, you may be surprised, will go with pretty much everything too, it’s just as versatile as black.

Wide leg trousers

I am a big fan of a wide leg. I think they’re just so flattering on every body shape. These wide leg trousers from the M&S Collection are a perfect autumn staple; you can wear them dressed up or down, depending on your mood, and as they’re made from polyester, viscose and elastane, they’re super soft and super comfortable, keeping you warm on those colder days but cool on those warmer ones. With a high waist too, it’ll help to give some definition to your silhouette.

We think these would pair well with a pair of crisp white sneakers and a short-sleeved roll neck top, tucked in of course to show off your waistline. As it gets colder, team with a long cardigan or coat, that would be really flattering.

Do you struggle with dressing to suit the season? Let us know your fashion challenges and we’ll work on resolving them! Just leave us a comment below or drop us an email.

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