9 Easy '90s Outfits That I'd Still Happily Wear Today

As a child of the '90s, I'll admit that there are many trends of that decade that I'd rather leave behind (pencil-thin eyebrows and towering Spice Girls–esque platform sneakers among them). And while I did dabble in some of the era's more questionable looks—including butterfly clips and plastic chokers—I'm convinced the decade is far chicer than we give it credit for.

You only have to look as far as celebrity throwbacks featuring Gwyneth Paltrow, Naomi Campbell or Jennifer Aniston to see that the most standout looks from the '90s were often the simplest. From knit dresses to chic silk slips, the outfits that can be categorised as easy and effortless are also the most prominent looks that have stood the test of time. 

With this in mind, I delved into the archive and found a treasure trove of easy '90s looks that I'd happily wear today, including a particularly lockdown-friendly Jennifer Lopez outfit and throwback Julia Roberts look that has been re-created by many an influencer. Keep scrolling to see the easy '90s outfits I'd still wear today. I promise you, they're still worth a space in your wardrobe.

1. The Slip Dress


(Image credit: Getty)

Style Notes: Let's start as we mean to go on, with one of the decades biggest style influences–Gwyneth Paltrow. The actress was a '90s It girl, as evidenced by her penchant for sleek, minimalist looks like the silk maxi dress above. This awards look is a classic silhouette, only made better by the must-have accessory (not Brad Pitt), silver jewellery.


2. Cardigan and Silk Trousers


(Image credit: Getty)

Style Notes: This look may be from almost three decades ago, but it feels more relevant than ever post-lockdown. A simple cardi and silk trousers that could pass as pyjamas? Talk about a perfect WFH outfit. Thank you, J.Lo (although, I'll take mine in easy neutrals). 


3. Logo Top and Jeans 


(Image credit: Getty)

Style Notes: This understated look, courtesy of Naomi Campbell, just might be the most classic outfit formula of all time. Jeans and a white top are a timeless combination no matter the era. and the key to nailing off-duty supermodel style. 


4. Knit Dress and Statement Bag


(Image credit: Getty)

Style Notes: Keeping it relatively simple, our favourite Friend Jennifer Aniston opted for a timeless knit dress and paired it alongside a statement leopard bag for the GLAAD awards red carpet. It might not be the first formal look you think of, but the unexpected combination still manages to make sense with a 2023 update. 


5. Leather Blazer Over a T-Shirt and Jeans


(Image credit: Getty)

Style Notes: Correct me if I'm wrong, but I'm willing to bet I've seen several influencers in this exact outfit lately. Clearly a boxy leather blazer and vintage-wash jeans are guaranteed to stand the test of time. 


6. LBD and Strappy Sandals


(Image credit: Getty)

Style Notes: There's no debating the ease and effortlessness of the LBD. Find yourself a great, versatile fit, and you'll wear it for any occasion, and for years to come. That's what we a call a very sound investment.


7. Denim Jacket and Leggings


(Image credit: Getty)

Style Notes: While travelling isn't always on the cards quite as much as we'd like, that doesn't mean we can't still appreciate a chic airport look. Here, Tyra Banks opts for a denim jacket, a Calvin Klein tee and leggings, and honestly, the picture looks like it could have been taken yesterday.


8. A Basic Top, Pencil Skirt and Knee-High Boots


(Image credit: Getty)

Style Notes: It's impossible to talk about 90s outfit inspiration without mentioning Carolyn Bessett-Kennedy. From maxi coats and column dresses, to her impeccable taste in eveningwear, Bessett-Kennedy set the tone for the modern minimalist brands like The Row, Tibi and Khaite that we love today.


9. A Knit, Mini Skirt and Ballet Pumps 


(Image credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images)

Style Notes: If you needed any further proof that fashion is entirely cyclical, just look at the journey of the ballet pump. From the stage to the street via Audrey Hepburn, Kate Moss, and Alexa Chung, we're wearing them on repeat this spring/summer, and a mini skirt is the simple shoe's best friend. 


Up Next, I Created 5 Outfits For Every Conceivable Occasion With This Blazer–Here’s How

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

Fashion Editor

Remy Farrell is a London-based shopping editor with nearly 10 years of editorial experience covering fashion, beauty and lifestyle. After graduating with a journalism degree and working on the editorial and fashion teams for titles such as Grazia, Elle, Cosmopolitan and British Vogue, she moved into the luxury e-commerce sector, working as fashion assistant at TheOutnet.com styling for the social media channels and helping to develop the collections for the in-house brand Iris & Ink. After expanding an assisting and styling portfolio that includes shooting talent such as Gigi Hadid, Victoria Beckham and Miquita Oliver, she also branched out into beauty, creating tried-and-tested reviews and diverse beauty content.

In her role as shopping editor at Who What Wear, Remy is interested in discovering new and exciting brands to share with the Who What Wear readership and particularly loves uncovering hidden gems at affordable prices to make shopping accessible to everyone.

Born and raised in Sheffield, Yorkshire, Remy moved to London in 2014 and lives in the Docklands with her partner and pug Billie.