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By Fashion Boss Amy Finch

What the hell do you wear to a date night in the middle of winter? It’s a tough one because you don’t want to lose your whole sense of style and become ‘all black’ with every piece of your wardrobe although I know how easy that is.

We’ve found some cracker pieces to make you feel super special, and a little bit sexy, wear when it’s chilly out.

Here’s 8 looks to satisfy any evening and pretty much every style. Dresses, denim ‘n’ knits, slick jackets, heels, boots and sassy skirt. We got you covered so you feel cool and confident for any event.

ps. Chelsea (above) wearing Billy J Boutique, dress and cardigan.

LOOK #1 – WILD THING – pair a statement print midi dress with sock ankle boots,and don’t be afraid of colour.

NA-KD Leo Mesh Frill Dress – $88.95 – Buy now!

The Iconic Spurr Mimi Sock Ankle Boots – $41.00 – Buy now!


LOOK #2 – DRESS UP A CLASSIC – Blazer / Mom Jeans combo and take the look from day to night

The Iconic Atmos & Here Kalila Embroidered Longline Blazer – $71.97 – Buy now!

Bardot Sonia Bodysuit – $39.99 – Buy now!

Zara Mom Jeans with Side Stripes – $69.95 – Buy now!

Novo Louisa Heels – $69.95 – Buy now!

LOOK #3 – DARE TO BARE – live on the edge and opt for a knit dress

Glassons Mini Knit Dress – $29.99 – Buy now!


The Iconic Therapy Bowie Boots – $79.95 – Buy now!


LOOK #4 – FEMININE WITH A TOUCH OF EDGE / COMFORT – pair a cropped knit with a pleated midi skirt. A pair of stilettos dresses this up and adds a final touch of class.

Dotti Chenille Scallop Hem Jumper – $49.95 – Buy now!

Zara Pleated Skirt with print – $69.95 – Buy now!

Rubi Mimosa Strappy Stiletto Heel – $49.95 – Buy now!


LOOK #5 – THE CASUAL OPTION, because not all dates have to involve heels right? Pair some sneakers with a cute wrap dress & denim jacket for a perfect casual date look

Boohoo Sophia Spot Print Ruffle Detail Wrap Tea Dress – $34.00 – Buy now!

Cotton On Girlfriend Denim Jacket – $49.95 – Buy now!

Decjuba Chain Sneakers – $69.95 – Buy now!

LOOK #6 – CLASSIC DATE NIGHT DRESS WITH A TWIST – take this look into winter with a pair of tan/brown ankle boots.

Petal + Pup Camden Dress – $69.95 – Buy now!

Forever New Bridget Block Heel Ankle Boots – $74.99 – Buy now!


LOOK #7 – BACK IN BLACK, can never go wrong right? Throw in a faux fur/velvet coat for added winter impact!

Sheike Penelope Knit Jumper – $59 – Buy now!

Sportsgirl A-Line Mini Skirt – $69.95 – Buy now!

Sportsgirl Tamika Lace Up Bootie – $89.95 – Buy now!

Cotton On Teddy Peacoat – $79.95 – Buy now!


LOOK #8 – DRESS TO IMPRESS – without the need to show off flesh. A pair of over the knee boots with a midi dress is so on trend and you can never go wrong with adding a (p)leather jacket.

The Iconic DP PETITE Faux Leather Biker Jacket – $69.95 – Buy now!

Decjuba Sarah Cropped Sleeve Dress – $89.95 – Buy now!

ASOS Stradivarius Over The Knee Block Heel Boot – $99 – Buy now!


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