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Olivia Wilde has a knack for making unexpected outfit combinations feel completely natural. The actress recently stepped out in a look that challenged one of fashion’s long-standing rules: that sweatshirts are strictly casual. Instead, she paired a relaxed gray sweatshirt with tailored black slacks, proving that comfort and sophistication can absolutely coexist.
On June 1, 2026, in Los Angeles, Wilde was spotted wearing wide-leg black trousers with a slouchy gray sweatshirt, pointed-toe pumps and oversized sunglasses. The result felt effortless yet elevated, striking that sweet spot between polished and laid-back that so many of us try to achieve but rarely nail. More importantly, it proved that tailored slacks don’t have to be reserved for the office.
Get the Prettygarden Wide Leg Dress Pants for just $32 (Was $42) at Amazon! Please note, prices are accurate at the date of publication, June 8, 2026, but are subject to change.
If Wilde’s outfit inspired you to rethink your wardrobe, the Prettygarden Wide Leg Dress Pants are an easy way to recreate the look. Available on Amazon for $40, the trousers feature a high-waisted fit, wide-leg silhouette and flowy drape that closely mirror the pair Wilde wore. A button-and-zip closure keeps them looking polished, while an elastic back waistband adds a little extra comfort throughout the day.
What makes the style work so well is the balance between structure and ease. The trousers bring a refined element to even the most casual pieces, whether that’s a sweatshirt, basic tee or oversized knit. Side pockets add practicality, while the lightweight fabric creates that fluid movement that makes wide-leg pants look so chic in the first place.
Shoppers are clearly onto something good here. The pants have racked up more than 700 five-star ratings, with one reviewer calling them “incredibly comfortable” and noting that the material “feels high-quality.” Another shared the “light and flowy” fit earned them “a lot of compliments,” which is pretty much the dream review for any pair of trousers under $50.
The best part about Wilde’s styling trick is how easy it is to recreate. Pair the trousers with a relaxed sweatshirt and pumps for a polished weekend outfit, or swap in a tank top and sandals when temperatures climb. You could even add a silk blouse for dinner plans. Either way, these pants do exactly what Wilde’s outfit proved they can: make even the most casual pieces look intentionally chic.
Inspired by Wilde’s chic trousers? Browse more Amazon styles we’re loving right now.
Shop more black wide-leg trousers that we love:
- Nimin Wide Leg High Waisted Dress Pants — $36!
- Ewedoos Wide Leg Stretchy Trousers — was $36, now $30!
- Feiersi Wide Leg High Waisted Pants — $30!
- Hooever High Waisted Wide Leg Trousers — $37!
- Ododos High-Rise Wide Leg Trousers — was $55, now $50!
Not your style? Explore more wide-leg trousers here and don’t forget to check out all of Amazon’s Daily Deals for more great finds!
