If you told me that I could only borrow clothes from Olivia Wilde’s closet, I wouldn’t make a fuss. Time and time again, Wilde proves that she has an impressive collection of elevated basics that strike the perfect balance between aspirational and accessible, classic and contemporary. Don’t believe me? Take a look at her most recent off-duty outfit, which consisted of luxe, relaxed, and well-cut pieces that made her look timeless and utterly of the moment.
Yesterday in New York, Olivia Wilde put together a laid-back and effortless outfit. She wore flowy wide-leg pants and an oversized button-down shirt featuring a popular summer print: stripes. To complete her look, she opted for Adidas Samba sneakers, a canvas tote bag, and her go-to Ray-Ban Wayfarer sunglasses.
On Olivia Wilde: Balenciaga Oversize Stripe Button-Up Shirt ($995); Adidas OG Samba Sneakers ($100); Ray-Ban Original Wayfarer Sunglasses ($180)
This isn’t the first time Wilde has advocated for leaving skinny jeans or tight-fitting pants at home. Other than being spotted in workout leggings, the actress has been seen several times in the last few months wearing baggy straight-leg and cropped silhouettes, which are undoubtedly the comfiest looks to run your errands in. On each occasion, she’s paired her pants alongside lightweight coats, like blazers and denim jackets, and practical footwear, such as retro-inspired sneakers.
Scroll on to shop Wilde’s look and more anti-skinny pants, which look amazing with button-down shirts or any top style.
Shop our favorite anti-skinny jeans
As Wilde proved, pinstripes make an outfit look extra polished.
Madewell
The Harlow Wide-Leg Pants
These come in 7 other colors and sizes 00-16.
Favorite Daughter
The Favorite Pant Pleat Pants
This wardrobe staple lives up to its name.
Dark-hued jeans are set to take off this fall because they’re versatile and elegant.
Open Edit
Wide Leg Satin Pants
From Jennifer Lawrence to Katie Holmes, everyone agrees satin trousers are the easiest way to look “rich.”
MAX MARA
Leisure Bonn Wide-Leg Pants
You’ll have these for years and years.
VERONICA BEARD
Mia Pleated Cotton-Blend Twill Wide-Leg Pants
Who What Wear editors are so into crisp khaki pants right now.
You won’t find a more versatile pair of wide-leg pants at a better price.
rag & bone
Irina Ponte Wide Leg Pants
The perfect pair for the office or lunch meetings.
FRAME
Lounge Wide-Leg Pants
Topshop
Pinstripe Wide Leg Pants
A great alternative to Wilde’s pair.
Reformation
Fernando Wide Leg Linen Pants
Lunya
Pima Wide Leg Pants
These are so comfy, you could totally fall asleep in them.
Stateside
Linen Wide Leg Trousers
Pair these with an oversize leather jacket and sporty sneakers.
THEORY
Hemp Wide-Leg Pants
This denim-like color automatically looks so luxe.
The infamous Cary Jeans are elite with their perfect blue wash and a super-relaxed fit.
Banana Republic
Siena Wide-Leg Italian Wool Pants
Banana Republic offers a fantastic range of stylish tailored pants that combine top-notch quality with wallet-friendly prices.
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Wide-Leg Linen Trousers
Linen pants will always be forward—especially when they feature a pin-tuck and a mid-rise fit.