Looking chic in winter is tricky. How can we stay warm whilst juggling multiple layers of clothing, the rain and the temptation of just staying at home?

This week’s post is a handy little guide to keep in your arsenal, for when the winter blues hit, and your wardrobe needs a pick-me-up!


Menswear is not only on trend right now, but is the perfect inspiration guide for those chilly days. A tailored pant suit with smaller elements such as a necklace under the collars or sleek stiletto boots will keep you warm and stylish from nine to five. Your partner or brother’s wardrobe has never been of more use!

our tip: play around with combination suits this winter, and play on shades of grey or navy when creating a pant suit look. Also, don’t be afraid to foray into your partner’s cufflink collection. Cufflinks are an excellent way to accessorise any shirt and pant combination!


Winter might make us feel as if we need to hide inside and sacrifice style to the elements. But why should we? Swap out a simple white shirt or black pencil skirt, for one with additional detailing to add fun and flirty elements to your ensemble. After all, inside an office building, the layers come off, so use the boardroom as your catwalk to showcase a feminine yet edgy look!

 MORGAN                                                                       Y.A.S

our tip: tailoring is key. Even the simplest white shirt can be elevated by adding ruffles, buttons or hardware. Seek out accessories that are office appropriate for your corporate code, and let your ensembles speak for themselves!


Whilst floral may be a typically spring fling, taking floral prints in moody Burgundy or purple tones can help add colour to a dreary winters day. Play around with the length of floral dresses or skirts, and have fun mixing up floral prints with other textures such as satin or velvet – especially if your dress code is casual business.

PORTMANS                                                            PORTMANS

our tip: florals in winter are always about balance. darker tones will add depth to any look, even if the floral is understated or subtle.


As the wind chill picks up, swap out crepe or silk blouses for cashmere knits flaunting a mock or turtle neck as a fun addition underneath a blazer. A striking maroon turtleneck under a simple yet well tailored pant suit might make all the difference to your look and feel for the day.

our tip: whilst you don’t need to spend exorbitant amounts of money on knitwear, ensure you invest in pieces that do not reveal threads or catch pills easily. Maintaining a crisp appearance by being well groomed is equally about your hair and makeup, as it is about the state of your clothing.


Scarves and big, bold bags are the way to go in winter. A chic scarf adds warmth to any look and is a great way to add colour and other textures to otherwise simpler ensembles. Also carrying a more structured tote that fits a lot more will add an air of no-nonsense boss lady as you confidently strut to your building, even in the coldest of temperatures.

our tip: as with clothing, spend time and invest carefully in accessories such as bags and scarves. These items should carry you throughout multiple seasons.


This week is about borrowing from the boys – a recreation of the traditional three-piece suit with the ultimate feminine twist. We haven’t forgotten the tie either!


shirt: Oxford | trousers: Jacqui-E | blazer: Forcast | coat: Marks & Spencer | necklace: boutique| cufflings: Hugo Boss  | shoes: Corelli | lipstick: Revlon


If you have any questions, or would like a certain fashion topic addressed, comment below or contact the The Tailor Trailer via instagram or email.

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Share with all your BOSS LADIES and keep a keen eye out for more content coming every Monday, Wednesday and Saturday!

Stylishly yours,

-Salonee and Simran


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