9 Classic Items Fashion Experts Are Wearing With Their Jeans This Year

There’s no doubt that jeans are a wardrobe staple most of us would be lost without. They provide the backbone to so many outfits, and they’re especially perfect for throwing on during this strange time when we’re in between seasons. As we inch our way out of the depths of winter and slowly approach the slightly sunnier days of spring, I know I'll find myself repeatedly reaching for denim to pair with everything from blazers and knits one minute to t-shirts the next.

Versatile is an understatement when it comes to jeans, and in theory, as well as being perfect for dressing down on relaxed weekends, they can easily be made to look really polished too. Whether you’re looking to dress them up for a date night or an important business meeting or you just like your denim to feel more elevated day to day, the key is to know what to pair them with, and fashion experts are, unsurprisingly, very good at it. To crack the code, I turned to my fellow industry insiders as well as influencers, and I’m here to report back on the most stylish and elevated jeans outfits I’ve seen.

It turns out there is actually a finite number of items fashion people repeatedly wear with jeans to make them look their best—nine to be precise. And the good news is they’re all really classic items you probably already own. Keep scrolling, and you’ll see the best classic items to wear with jeans that will always make your denim work harder, from chic blazers to oversized shirting, smart loafers to Breton stripes.

1. Relaxed Shirt


(Image credit: @sasha.mei)

Style Notes: Not sure what to wear? The shirt-and-jeans formula works every single time.

Shop the Look:

2. Blazer


(Image credit: @louisahatt)

Style Notes: Whatever colour or material you go for, rest assured a blazer will look chic with jeans. Add flats for a casual take or heels for a night out.


3. Striped Jumper


(Image credit: @aida.bdji)

Style Notes: Is there anything more perfect than blue denim and classic, Parisian stripes?


4. Loafers


(Image credit: @chrissyford)

Style Notes: Oh loafers, you never steer me wrong. The perfect shoe for all seasons, wear it with any cut and colour denim and add a trench for rainy days.


5. Trench Coat


(Image credit: @smythsisters)

Style Notes: This one needs no explanation. A great trench is such a wise investment and will be a staple in your wardrobe forever.


6. Black Boots


(Image credit: @anoukyve)

Style Notes: Black, heeled ankle boots are an ideal accompaniment to blue, black or white denim. Choose a stiletto or block heel and you're set. Luckily, there are plenty of options on the high street as well as from our favourite designers this season.


7. Leather Jacket


(Image credit: @aniyahmorinia)

Style Notes: Leather in all forms works with denim. We're particularly fond of a trench, boxy jacket or blazer.


8. Thin Knits


(Image credit: @lizzyhadfield)

Style Notes: Not quite cold enough to bring out the chunky knits? Enter their thinner, lighter counterparts. A soft beige or grey hue is a chic choice.


9. Strappy Heels


(Image credit: @meccajw)

Style Notes: Jeans and heels is my go-to for an evening out. Keep the rest of your look casual or go all out with a statement top.


Emily Dawes
Affiliate Editor

Emily Dawes is the very definition of a fashion multi hyphenate. An editor, stylist and writer with over eleven years’ worth of experience in the industry, Emily is known for her impeccable taste, elegant outfit choices and being able to spot the next big thing in fashion from a mile off. Our readers loyally trust her advice and shopping suggestions; so much so she began her own column documenting the most expensive-looking pieces on the high street, which has become a top-performing piece of content for the Who What Wear brand.

Emily has worked for Who What Wear UK since 2020 in a myriad as roles, spanning from contributing editor and branded content editor. Now, she holds the position of affiliate editor and is responsible for the brand’s overall affiliate strategy, ideation and content execution. Working closely with Who What Wear UK’s affiliate manager, Emily has been instrumental in securing and nourishing brand partnerships, surpassing her goals as standard. Leading the team in tentpole shopping moments including Black Friday and Peak Trading, with Emily’s guidance and leadership, team Who What Wear is in a stronger affiliate position than ever before.

Prior to joining the Who What Wear team, Emily served as YOU Magazine’s acting fashion editor where she managed the fashion team and oversaw all fashion content output for the fast-paced weekly title. Emily is a stylist in her own right, having worked with a slew of VIP clients including writer and television personality, Elizabeth Day, as well as styling and art directing several celebrity cover shoots for glossy print publication, Grazia. Her adept fashion knowledge means brands regularly sought out to work with her as a consultant: previously she has developed marketing and content plans for brands for Cocoon and Edge of Ember. Before entering the industry, Emily obtained a Bachelor of Arts in English and American Studies with International Study from Nottingham University. Fun fact: Emily spent a year studying in America which saw her join a sorority during her time there.

When she’s not working or tracking down the chicest, new-in items to share with our audience, you’ll find Emily bestowing her East London home with her stylish flair, reading everything from the classics to cowboy romance novels and escaping to the country with husband, baby boy and dog, Roo, whenever she can.

Emily is currently on maternity leave.