I’m a Stylist—5 Expensive-Looking Outfits I’m Living in This Winter

Even as a stylist, I still sometimes struggle to feel inspired with what to wear myself on dark, cold winter mornings. It can be hard to feel like your most polished, stylish self when you have the unpredictable British weather to contend with and essential layers to add. Not to mention if you’re shopping on a budget and can’t just throw money at the situation with fancy clothes. 

I’m sure I’m not the only one who faces this predicament when I sit staring at my wardrobe. So, in order to offer some helpful advice and outfit inspiration, I thought that I’d set some time aside while it’s a little quieter right now, and have a think about what winter outfits I’ve actually been living in at the moment. You know, the ones I’ve been pulling out on repeat because I know they make me feel good. Mostly, that means outfits that look put-together and expensive, but are easy to recreate on a reasonable budget. They also have to be versatile, and easy to throw on for whatever I might be doing that day. 

Unsurprisingly, there are some common threads that run through these outfits—all of which are styling tips I dish out to my clients regularly. Things like, keep it simple: If you want your outfits to look expensive, I always suggest sticking to a colour palette of classic neutrals, and if in doubt opt for tonal outfits in different shades of the same colour. In my opinion, minimalist designs always look the most expensive, even when shopped on the high street, but look out for elevated details like an oversized coat, interesting textures and premium materials—or a sleek pointed toe on a black boot. These kind of things will always add polish to a simple outfit. 

Knee-high boots have been a particular saviour for me recently as you can add them to leggings and your favourite knit for a reliable winning look. I’m also obsessed with how shearling jackets can elevate a cold-weather outfit so easily and how switching jeans for wide leg trousers (which are actually a lot comfier) make it seem like you’ve put in ten times more effort. 

That should hopefully have kickstarted some outfit ideas for you, but for more, keep scrolling to see the five expensive-looking winter outfits I’ve been living in recently. Most of them are so simple you probably own the pieces already, but if not I’ve added links to some of my favourite winter buys below, too. 

A classic.

This knit is just beautiful, don’t you think?

I love H&M jeans. These go from a size 4-22.

Beautiful boots on the high street are a rare find, but these are pretty special.

Zara has plenty of faux shearing-trimmed jackets, but this cropped style is one of my favourites.

This top is so versatile. Wear it under a shirt or dress for extra warmth.

All Who What Wear editors agree, these ARKET trousers are just perfect.

These kitten-heeled boots are the perfect desk to dinner shoe.

A beautiful double-breasted coat will last you for years.

Uniqlo’s cashmere is some of the best on the high street.

I’m a big fan of Arket’s jeans and this wash is my go-to.

Converse are both comfy and stylish. Win, win!

Fashion girls love polo sweaters, and so do I. Choose a classic hue like camel to ensure it is timeless.

Ok, these wool-blend trousers are just amazing. Wear with a knit as above or pair with a black blazer.

Have you ever seen a more perfect everyday boot?

Trust M&S to make such a chic leather blazer.

A pop of colour can instantly elevate a winter outfit. I love this frog green hue, which is currently on sale.

Relaxed-fit denim is here to stay, and the whole Who What Wear team are thrilled.

There are plenty of stylish knee-high boots on the high street right now, but I think these are my favourite thanks to the slick square toe.

Pearls instantly lifts a look. Give them a modern twist by layering a selection of chains as opposed to just the one.

Up Next: Spring/Summer 2023 Fashion Trends: The 21 Looks You Need to Know About

 This story was originally published at an earlier date and has since been updated.