How to Dress For Confusing Weather

Aka four seasons in one day.

By Nikolina Ilic | Jun 10, 2021

Sure, the calendar may say it’s winter, but with autumn still lingering and the sun still making an appearance, getting dressed in the mornings turns into a guessing game of what gear could pass as seasonally appropriate.

Well, we’re here to help.

The key to acing your style when the temperature has dropped but there’s no snow in sight is to be a master at layering. That means piling on the right layers so you can peel them off as needed, whether the sun comes out or you just hit up an aggressively heated coffee shop.

Today’s fashion landscape can take some navigating. Allow us to take you on a style safari through our favourite trends this season, featuring monochrome dressing, winter layers and just the right amount of attitude.

Try leather

Yup, leather is coming back – in a big way. Wearing a statement jacket with tones of black will help you move seamlessly between smart and casual.

Jacket ($4650) and bag ($1325), both by Bally; hoodie ($200) by SIR; pants ($189) by Double Rainbouu; sunglasses ($420) by Jimmy Choo.

Liam Chandler

Try leather

Yup, leather is coming back – in a big way. Wearing a statement jacket with tones of black will help you move seamlessly between smart and casual.

Jacket ($4650) and bag ($1325), both by Bally; hoodie ($200) by SIR; pants ($189) by Double Rainbouu; sunglasses ($420) by Jimmy Choo.

Liam Chandler

Grab some shorts

No longer just for chefs, nephews and swim coaches, crocs are now as versatile as the rubber they’re constructed with. Combine them with shorts and a trench to really make an impact.

Coat ($1695) by Song for the Mute; shirt ($175) by Double Rainbouu; shorts ($140) by SIR; socks ($135) and bag ($1530) both by Prada; footwear ($69.99) by Crocs.

Liam Chandler

Add a raincoat

Partnered with an elegant shirt, the practical raincoat becomes a major style move that does far more than simply protect you against
the elements.

Coat ($4500) by Prada; and shirt ($745) by Song for the Mute.

Liam Chandler

Add a raincoat

Partnered with an elegant shirt, the practical raincoat becomes a major style move that does far more than simply protect you against
the elements.

Coat ($4500) by Prada; and shirt ($745) by Song for the Mute.

Liam Chandler

Try a turtleneck

When temperatures dip, a turtleneck becomes your best friend. Elevate the sense of comfort by adding a blazer into the mix.

Jacket ($4200) by Hermès; turtleneck ($129) by Country Road.

Liam Chandler

And a trusty Tee

There’s a reason the bomber jacket has never gone out of style. All you need for this humble hero is a plain Tee within the same colour palette.

Jacket ($529), T-shirt ($249) and pants ($99), all by Calibre.

Liam Chandler

White it out

All white is not just for weddings. Throw in some embellishments like this key chain harness to really add some character. Extra tip: avoid coffee.

Jacket ($2160) by Moncler; shirt ($185) by Double Rainbouu; pants ($995) by Song for the Mute.

Liam Chandler

Check mate

A full check suit may seem bold but believe us when we say it’s within your reach. Coupled with some humble Doc Martens, you’ll have a fit that’s as balanced as it is brave. Check mate.

Jacket ($899) and pants ($419) both by Hugo Boss; top ($730) by Bally; shoes ($239.99) by Doc Martens.

Liam Chandler

Check mate

A full check suit may seem bold but believe us when we say it’s within your reach. Coupled with some humble Doc Martens, you’ll have a fit that’s as balanced as it is brave. Check mate.

Jacket ($899) and pants ($419) both by Hugo Boss; top ($730) by Bally; shoes ($239.99) by Doc Martens.

Liam Chandler

Brown's a bonus

Muted shades of brown will help to emphasise the simple beauty in standout items like this leather trench and hold-all.

Coat ($5350) and bag ($4540) both by Bally; sweater ($189) by Polo Ralph Lauren; pants ($129) by Country Road; boots ($695) by RM Williams.

Liam Chandler

Brown's a bonus

Muted shades of brown will help to emphasise the simple beauty in standout items like this leather trench and hold-all.

Coat ($5350) and bag ($4540) both by Bally; sweater ($189) by Polo Ralph Lauren; pants ($129) by Country Road; boots ($695) by RM Williams.

Liam Chandler

Pack a coat

By pairing a polo shirt with a trench coat, you’ll ensure you stay protected whatever the weather.

Jacket ($389) by Politix; polo ($1910) by Prada; pants ($895) by Song for the Mute.

Liam Chandler

Try a pattern

If you’ve got it, why not flaunt it? A head-to-toe patterned look is bold but when worn with confidence becomes the ultimate winter statement.

Jacket ($2700), pants ($2350), shoes ($1410) and bag ($4850) all by Bottega Veneta.

Pray for a puffer

Puffer, baggy pants and knit polo is a timeless look that belongs in any man’s wardrobe.

Jacket ($199) by Country Road; knit ($395) by Christian Kimber; pants ($1475) by Hermès.

By Nikolina Ilic

Nikolina is the former Digital Editor at Men's Health Australia, responsible for all things social media and .com. A lover of boxing, she has written for Women's Health, esquire, GQ and Vogue magazine.

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