5 ways to style an oversized blazer for every day in the office

Here are some of our favourite ways to pair the classic oversized blazer, and how to wear it from Monday to Friday.

By Aaron Kok - 5 Jun 2023

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There's so much to be said about the ubiquitous oversized blazer.

It's at once timeless and versatile, allowing you a multitude of ways in which you can re-style it over and over again for the workplace. And in spite of its classic nature, it also carries an air of coolness – that effortless, "just threw this on" vibe as you saunter into the office.

So here's the challenge: what if you could take the same oversized blazer, and wear it from Monday to Friday. Whether you're making power moves or shuffling out the door to after-work drinks, here are some of our favourite ways to pair the classic roomy blazer.

The Item: Tansy Oversized Blazer in Beige, $380 (US$285), The Frankie Shop

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Let's begin with the star here: the oversized blazer. There's no better place to hunt for your roomy outerwear than at The Frankie Shop. Known for their insouciant, effortless approach to tailoring, the Tansy Blazer is no different. It's guaranteed to sell out, so work those fingers fast if you want to snap it up.

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Monday: Wear it with an oversized shirt

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Perfect for those Bare Minimum Mondays, this look gets pulled together with statement accessories. Start with a roomy striped shirt – no pants needed, if it's long enough to double up as a dress – and give it an edgy feel with chelsea boots. Finish with a statement brooch and you're all set.

Shop this look:

Oversized striped cotton-poplin shirt, $422, (US$316.59), Marques'Almeida at Net-A-Porter

Broken Flower gold-tone,faux-pearl and enamel brooch $805, (US$603.86), Oscar de la Renta at Net-A-Porter

Small Pixelated Puzzle Edge bag in satin calfskin, $4,800, Loewe

Bryn denim chelsea boots in beige, $79.90, Charles & Keith

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Obvi, pairing it with a matching trouser is a no-brainer. Punch it up with a bright pop of orange, and finish with classic accessories.

Shop this look:

Tansy pleated trousers, $266, (US$199), The Frankie Shop

Knitted halterneck tank top, $93 (US$69), COS

Metallic shell earring, $19.90, Mango

Leather penny loafers with heel, $1,870, Miu Miu

Iconic top handle bag in Leather, price unavailable, Ferragamo

Wednesday: Channel a little bit of that 'Old Money' vibe

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Here's how you can nail TikTok's fave 'Old Money' look. Bring those wardrobe classics into play, and bank on a pair of pristine white trousers, a graphic tee before slinging on a striped sweater over your shoulders.

Shop this look:

Tennis Club Icon T-shirt, $232, Casablanca at Farfetch

Long-sleeved polo shirt, $79 (US$59), COS

Straight trousers, $49.95, H&M

Panthère de Cartier in medium stainless steel casing, $7,400, Cartier

Leather loafers, $1,580, Gucci

Thursday: From boardroom to bar

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Ladies night calls for something chic and fun, so team your oversized blazer with a figure-skimming slip dress, and finish with a statement necklace.

Shop this look:

Satin midi slip dress, $89.90, Zara

Multi-sized mabe pearl necklace, $449, P by Panache at SocietyA

Michelle recycled polyester platform sandals in Lime, $95.90, Charles & Keith

Rouge d'Armani Matte Venice Collection in 105 Festival, $56, Armani Beauty at Tangs

Friday: Keep it casual in denim

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Casual Fridays call for denim, but ditch the regular jeans and go for a denim wrap skirt. Jazz it up with sparkly earrings and a statement handbag.

Shop this look:

T-shirt, $225, Sunnei

Blue denim wrap midi skirt, $380, Bimba Y Lola

Chroma drop earrings, $275, Swarovski

Cortez in gorge green and malachite, $139, Nike

Sardine top handle bag in Raintree, $5,850, Bottega Veneta