I Live in Leggings—7 Fresh Ways I’m Wearing Them This Winter

Let’s admit it—we’ve probably spent more time than we care to admit in leggings and a pair of Havaianas this summer, or maybe you wear yours with a logo tee and a pair of Crocs for an easy weekend look. It can’t always be frocks and strappy sandals after all right?

Winter is almost here, and it’s time to mix it up. A new season is approaching and with it, new styling tricks. Wave goodbye to your lazy girl dressing and please give a warm welcome to our step-by-step guide on how to elevate your leggings for every possible occasion—from coffee runs and dinner dates to weekend errands and work meetings. 

Long gone are the days that leggings were confined to the gym or for lounging about on the sofa (albeit we’ll give you a pass to wear them on either of those occasions, too!). A new legging era has dawned, and we are here for it.

Like what you hear? Scroll on to discover how to turn those basic leggings into outfits even the coolest of girls will envy. Sofa lounging and overly consistent watching of Netflix is still absolutely encouraged, of course.

Style Notes: When you want to zhuzh up your look, step away from classic black and introduce a colour into the mix. Head-to-toe tonal is a failsafe way to pull a outfit together, we are obsessed.

Cosy and chic all in one? Count us in.

Go matchy matchy with the corset style top.

Whether you dress them up or dress them down, these will add a sleek element to any casual look.

Fact: Fashion girls love New Balance, and so do we. 

Style Notes: Leggings can be styled for both day and night. Just pair them with a kitten heel and blazer or smart jacket and you’re good to go. Top tip, make like Hannah and have something that’ll cinch in your waist to define your shape if you’re choosing a baggier fit jacket. 

We love the belt detailing. 

These stretch leggings are a staple, must-have item that you can wear again and again.

Lust list level 3000.

Style Notes: Easy weekend dressing coming right up via Sarah Louise. Quilted jackets aren’t going anywhere for 2023 FYI. It’s the combo of oversized boxy jacket versus the bottom half skinny fit legging which gives such a flattering silhouette. This cropped Ganni version ticks all the stylish boxes.

This chocolate brown shade feels so fresh right now.

A wardrobe staple if ever we saw one. 

Simple and fool-proof.

Chunky boots are here to stay.

Style Notes: Practical and stylish, comfy knits and leggings are a dream duo. Note the oversized wrap cardigan with its pared-back design—it’s giving chic but cosy. Follow Dina’s lead and size up in your favourite knitwear, as it often looks more premium. Finish with a classic knee-high boot. Obsessed.

A great wardrobe staple. 

It’s the high-rise fit for me. 

A knee high boot that you’ll wear year after year. 

Style Notes: To me, this look defines timeless dressing. Why, you ask? Layering the classic Breton sweater and a camel blazer with that iconic bag, in contrast to the not-so-serious Converse, makes the whole look utter perfection. It’s giving cool French girl for sure.

Stripes are often the most versatile piece in anyone’s wardrobe. Wear with leggings or denim, or layer it over your shoulders with a dress.

I will be wearing this blazer all through the year.

Dress these down with trainers or up with heels; the front slit element is super cool. 

Converse go with so many outfits, year round. Leggings, dresses, jeans, wide-leg trousers, you name it.

Style Notes: We’re loving the way Rosie Huntington-Whitely mixes textures to elevate a basic pair of black leggings. A leather jacket + suede boots = a match made in heaven. 

The deep burgundy red makes this a real forever piece. Wear with black, grey, white, navy, camel… Need I go on?

The MOST comfortable leggings, take my word for it.

She’s an icon, she’s a legend, she is the moment. 

Style Notes: In case you were wondering how to dress your leggings up for a night out, this is exactly how you do it. Add a pop of colour with an oversized blazer to make the outfit even more dynamic. 

The perfect LBT (little black top). 

This winter it’s all about dressing to brighten your own day. 

The stirrup adds a nice detail. 

An amazing black belt is versatile piece you’ll have forever.

Now this is a pair of heels you’ll want to wear on all your nights out.

Next Up: I’m an Editor—9 New-In Buys I Just Added to My Winter Wish List

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