I'm a Stylist—9 Easy Yet Classy Trouser Outfits I Plan on Copying This Year

Dressing for winter can be hard. There are so many factors to consider—not least the weather and how to navigate all those layers. If you're a dress person, there's an easy throw-on formula of a knitted midi dress and knee-high boots to turn to. But if you're like me and feel much more comfortable and confident in a pair of trousers, there are many more variables, and it can sometimes be hard not to just turn to your trusty jeans and knits on busy mornings. 

That's why I'm here today. I've recently been scrolling through the feeds of the best dressed people I know, searching for some trouser-shaped inspiration for the year ahead. There were nine looks I added to my saved folder that particularly stood out to me, and I feel they cover basically every occasion you might come up against in winter, from office days and pub drinks to cosy weekend walks and even a party or two. 

The best part is that they're all so simple and therefore easy to copy. In fact, you probably have most of the components in your wardrobe already. If you keep scrolling below, you'll see all nine winter trouser outfits that, in my expert opinion, feel fresh and incredibly chic for the season ahead. In case you are missing any pieces, I've shopped the looks out as well. Happy scrolling!

1. Top-to-Toe Tonal


(Image credit: @modedamour)

Style Notes: There's something so expensive looking about a tonal outfit. Whether it's beige, black, grey or even a bold bright, match your trousers to your knit for an easy but impressive look. Go slightly oversized for a modern take. 

Shop the look:

2. Shearling + Leather


(Image credit: @_jessicaskye)

Style Notes: Cosy shearling coats are everywhere right now, and they pair perfectly with leather trousers. Jess has added a hoodie and chunky ankle boots here for a comfy everyday trouser look that's guaranteed to keep you warm. 

Shop the look:

3. Puffer + Parachute Pants


(Image credit: @greceghanem)

Style Notes: Two major trends ticked off in one outfit. Just be sure to add dainty pointed-toe shoes or a polished bag to balance out the oversized proportions and keep the outfit feeling pulled-together. 

Shop the look:

4. Faux Real


(Image credit: @aniyahmorinia)

Style Notes: I don't know about you, but wide-leg trousers always make me feel a bit glamorous. Why not go one step further and add a faux-fur coat? Adding a textured layer will instantly elevate your look for the evening, but a simple roll-neck, a tonal palette and minimalist accessories keep it from feeling too OTT.

Shop the look:

5. Cream Dream


(Image credit: @dawn.tan)

Style Notes: Wearing cream on cream is a time-honoured trick in the industry for making your outfit look a lot more expensive than it might actually be. All this one needs is a cream coat to finish it off and you'll be flying first class in no time. 

Shop the look:

6. Shades of Grey


(Image credit: @femmeblk)

Style Notes: Playing with different lengths and layers makes this easy outfit feel so sophisticated, but it can so easily be copied with basics you already own.

Shop the look:

7. Leather on Leather


(Image credit: @francescasaffari)

Style Notes: Simply pairing a leather shirt with your favourite leather trousers can make them look even more elevated. This is an outfit you can wear to the office, the pub, and even date nights. Just switch out the boots for heels when you're dressing up. 

Shop the look:

8. Party Pants


(Image credit: @laurennicolefk)

Style Notes: Party season might be over, but that doesn't mean it's not smart to have a fail-safe event look in your arsenal. I'm anti-dresses, so I can't wait to try this look. Here, Lauren shows us all exactly how to pull them off—with an understated classic blazer, heels and a side of serious sass. 

Shop the look:

9. Clever Layers


(Image credit: @aidabadji_)

Style Notes: If you've still not been converted to wide-leg trousers, don't fret. Skinnies and leggings are making a comeback, and this is exactly how to wear them. Tuck them into boots, and layer up on top. Instead of a scarf, tie your favourite knit around your shoulders for an editor-approved styling trick. 

Shop the look:

Next Up: If You're in Need of Black Trousers, Here Are 30 Chic Pairs for Every Budget

This post was previously published and has since been updated.