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Reading: Hailey Bieber and Oprah Winfrey Swapped Jeans and a T-Shirt for This Equally Timeless Combo — It’s Ideal for Fall
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Live the Gossip > Lifestyle > Hailey Bieber and Oprah Winfrey Swapped Jeans and a T-Shirt for This Equally Timeless Combo — It’s Ideal for Fall
Lifestyle

Hailey Bieber and Oprah Winfrey Swapped Jeans and a T-Shirt for This Equally Timeless Combo — It’s Ideal for Fall

Written by: News Room Last updated: August 30, 2026
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Consider this your seasonal uniform

Credit: Neilson Barnard/Getty Images for Vanity Fair; Astrida Valigorsky/Getty Images; Vittorio Zunino Celotto/Getty Images for Gucci

Celeb-Inspired Sweaters and Trousers:

  • Match with Bieber: Ultra-Stretch Ponte Trouser, $45
  • “Luxurious Without Being Too Heavy”: Mongolian Cashmere V-Neck Sweater, $50
  • Just Like Oprah’s: Organic Cotton Fisherman V-Neck Sweater, $50 
  • Lightweight and Breathable: European Linen Pleated Trouser, $52
  • Same Shade as Paltrow’s: Lightweight Cotton Cashmere V-Neck Sweater, $30
  • Petite-Friendly: Drapey Twill Tapered Trouser, $60

Nothing makes getting dressed easier than following a tried-and-true formula — just take celebrities like Hailey Bieber, Oprah Winfrey, and Gwyneth Paltrow for example.

All three are known for their no-fuss outfits that make them look effortlessly put-together, and they regularly inspire us to stick with the classics. Most recently, the stars ditched the timeless combination of jeans and a T-shirt for a slightly dressier alternative of a sweater and trousers. To add this fall-ready duo to your collection, we found similar styles at Quince. Shop cashmere tops, pleated pants, and more closet staples below.

Credit: BACKGRID; Gwyneth Paltrow/Instagram; Tara Keeney/Oprah Winfrey/Instagram
Credit: BACKGRID; Gwyneth Paltrow/Instagram; Tara Keeney/Oprah Winfrey/Instagram

Bieber’s Sleek Look

Ultra-Stretch Ponte Trouser

Credit: Quince
Credit: Quince

$45 at Quince.com

Mongolian Cashmere V-Neck Sweater

Credit: Quince
Credit: Quince

$50 at Quince.com

Bieber’s colorblock outfit resulted in a sleek and polished vibe worthy of daytime errands or a special night out. To recreate her style, start with a similar pair of mid-rise trousers that have a hidden zipper and hook enclosure for a super streamlined look. This pair from Quince is made from a spandex blend to offer four-way stretch that is comfortable enough for all-day wear. Pair the navy pants with a V-neck sweater in a similar light-blue shade to complete the outfit. This cashmere piece has garnered more than 12,000 reviews and is ideal for fall layering.

Oprah’s Monochromatic Outfit

Organic Cotton Fisherman V-Neck Sweater

Credit: Quince
Credit: Quince

$50 at Quince.com

Drapey Twill Tapered Trouser

Credit: Quince
Credit: Quince

$60 at Quince.com

Oprah reminded us that a monochromatic outfit is a no-brainer for a polished look. She opted for a tan ribbed sweater and matching trousers that have a relaxed silhouette. While we found pieces in a similar tan shade, Quince’s pants have a tapered ankle (which is great for petite shoppers). Shop the back-in-stock pair that has an elastic waistband for comfort and pleated front detail. The V-neck fisherman sweater adds texture, and the cropped length pairs nicely with the high-waisted pants.  

Paltrow’s Classic Combo

European Linen Pleated Trouser

Credit: Quince
Credit: Quince

$52 at Quince.com

Mongolian Cashmere Crewneck Sweater

Credit: Quince
Credit: Quince

$50 at Quince.com

Paltrow looked California-cool in a pair of white pleated trousers and a contrasting gray sweater, and we found nearly identical pieces that fit in with your transitional wardrobe. These linen pants in particular have a similar silhouette, and the lightweight and breathable material means you can reach for them during the final weeks of summer and all of fall — yes, even after Labor Day. Style it with this cashmere crewneck sweater that’s pill-resistant and “feels luxurious without being too heavy,” according to one reviewer.  

Keep scrolling to shop more sweaters and trousers for fall from Quince. 

Mongolian Cashmere Dolman-Sleeve Henley Sweater

Credit: Quince
Credit: Quince

$90 at Quince.com

Lightweight Cotton Cashmere V-Neck Sweater

Credit: Quince
Credit: Quince

$30 at Quince.com

European Stretch Linen Trouser

Credit: Quince
Credit: Quince

$60 at Quince.com

We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation.

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Hailey Bieber and Oprah Winfrey Swapped Jeans and a T-Shirt for This Equally Timeless Combo — It’s Ideal for Fall

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