How to Dress '90s in 2020: Claw Clips, Cargo Pants, and More

Diana may have been Princess of Wales, but there's no denying she was queen of the bike-shorts trend. The royal usually styled hers with an oversize sweatshirt and high socks and sneakers, coining an outfit formula that reads surprisingly chic—and has managed to take over Instagram two decades later. Modern-day trendsetters pair the shorts with boxy blazers for a flexible look with visible boss vibes, the ideal outfit combo for a time when we really do do it all.

Billie the Label Peggy Biker Shorts

Year of Ours V-Waist Biker Shorts

Biker Shorts

Cotton Citizen Milan Tie-Dye Bike Shorts

4. Oversize blazers

Style icons like Whitney Houston, Julia Roberts, and Winona Ryder all dabbled in statement suiting in the ’90s, and the oversize blazer has become an anchor for everyday outfits today. It instantly adds structure and grabs your attention without “doing too much,” and pairs well with slip dresses, athleisure, and vintage denim. Don’t be afraid to invest in a quality blazer—the piece isn't going anywhere any time soon, and it's a solid addition to your Zoom meeting apparel.

Black Oversized Boyfriend Blazer

River Island Plus Blazer in Green

Pink Oversize Blazer

The Oversized Blazer

5. Claw clips

There's no doubt that the ’90s were chock-full of questionable hairstyles. From Justin Timberlake’s signature “ramen noodle curls” to more butterfly clips than any one head of hair ever deserved, many are better left in the past—but claw clips are a pleasant resurgence that anyone can get behind. Kendall Jenner and Bella Hadid have added the accessory to their low-key beauty routines, often accented with gold hoops and face-framing tendrils you likely wore to prom way back when. Check out designer styles that could last a lifetime if handled with care, or opt for an affordable option if you know you're bound to misplace it eventually.

Kitsch Open Claw Clip Set

Balmain Small Acetate Hair Clip

Large French Twist Clip

6-Pack Small Claw Clips