Chill plans can be the most stressful to dress for, because the word “casual” can mean literally anything. Are we talking casual dressy? Casual, like sweatpants? And even with the “you dressing cute?” text to your best friend, there’s always the chance everyone else got the sweatpants memo and you didn’t – or even worse, you wear sweats only to have the rest of your squad roll up in going out clothes.
To solve the how-chill-is-too-chill problem, I’ve pulled together some totally wearable Casual Outfits™ from your favorite celebs – you know, their non-red carpet looks. These laid-back ideas are appropriate for anything you’ve got saved to your calendar.
Take note: this ’90s styling trick is the secret to toning down a look while leveling-up the style. Just add an open button-up to your favorite pants and tank.
What you’ll need: Black Plain Boxy Bowling Shirt, $20, Topshop
Mrs. Bieber owns the chill fit game. Her moto boot/party dress/oversized shirt combo is perfectly laid-back.
What you’ll need: Black Floral Print Cami Slip Dress, $26, Nasty Gal
Leather Mini and a Tee
If a T-shirt and jeans feels just a little more casual than what you’re going for, swap out your blues for basically anything leather. Add playful accessories (I mean, those SHOES!) for stellar style.
What you’ll need: Plus Faux Leather Mini Skirt, $18, PrettyLittleThing
Retro Cozy Girl
Channel your favorite Instagram stars in a bucket hat and an oversized T-shirt. Mom jeans and chunky sneakers round out your Cozy Girl look.
What you’ll need: Blue Puff Bucket Hat, $37, Etsy
Filing this photo away under “Proof That Sweats Are Perfect For Every Occasion.” Pair a sweatshirt with a mini skirt and booties (plus, LOTS of pearls) for a Camila Cabello-approved pair-up.
What you’ll need: Venus Crew Sweatshirt, $40, And I Get Dressed
Sporty, But Totally Chic
Cargo pants and sneakers are a 2020 match made in heaven. Kendall wore hers with a sunny turtleneck for a little extra cold weather coverage.
What you’ll need: Sabine Denim Cargo Pants, $40, Adika
My last-minute outfit secret: throw on all your favorite pieces and go. Pair up your comfiest turtleneck with your favorite jeans and top with the oversized cardigan you live in on the weekends. Done!
What you’ll need: Openwork Knit Cardigan, $80, Mango
The Chic Tracksuit
Elevate your lazy-day look with statement sunglasses and lots – I mean, lots – of eye-catching gold chains.
What you’ll need: Heavyweight Recycled Cotton Track Pants, $120, Pangaia
Shiny Pants and Soft Knits
Patent leather pants aren’t exactly the definition of chill, but with a beanie and sneakers, Kylie succeeded in toning them down several notches.
What you’ll need: Faux Patent Leather Leggings, $98, Shopbop
Stop what you’re doing! If you don’t already own a blush jacket, click out of this article and buy one ASAP, because with this chic topper, you’ll never be underdressed. Pair it up with medium-wash denim and shades of gold to take your fit a little more on the dressy side.
What you’ll need: Padded Bomber Jacket, $35, H&M
Gigi pulls together graphic tee and jeans with a structured blazer and a bright mini bag. This is an outfit built for dinner dates, shopping trips, and beyond.
What you’ll need: Oversized Check Blazer, $65, ASOS