Ashley Olsen Rocks Fall Slides And A $33,000 The Row Bag In True Hollywood Style

  • By Miles
  • Sept. 30, 2025, 10:47 a.m.

Ashley Olsen’s Fall Fit: Slidin’ into Autumn with SoCal Swagger

Out here on the West Coast, we know a thing or two about making summer vibes last, and Ashley Olsen is bringing that breezy energy straight into fall. Spotted in New York City on Friday, Sept. 19, the fashion queen and co-founder of The Row was serving up a masterclass in transitional style. Rocking her own brand’s Ama Slides in Black Rubber - retailing at a cool $620 - she’s making a strong case for keeping those open-toe faves in rotation, even as the leaves start to drop.

But let’s talk about the real star of this sidewalk catwalk: that jaw-dropping $33,000 The Row Lady Bag in alligator leather. It’s the same ultra-rare piece that’s been seen on Oscar-winner Jennifer Lawrence, proving these Hollywood heavyweights share more than just a love for minimalist luxe. Ashley paired the bag with wide-leg blue jeans, an oversized black blouse, and a dramatic scarf draped over her shoulder - pure LA-meets-NYC chic.

While us mere mortals might not snag that exclusive bag anytime soon, Ashley’s look is dripping with inspo for fall. From Venice Beach boardwalks to Melrose Avenue boutiques, her outfit screams understated cool. It’s giving us all the motivation to dig out those wide-leg jeans and oversized tops as the SoCal summer heat fades into autumn breezes.

Ashley Olsen and Mary-Kate Olsen

Ashley Olsen and Mary-Kate Olsen

Double the Star Power: Ashley and J-Law’s Shared Style Obsession

Turns out, Ashley isn’t the only A-lister obsessed with The Row’s high-end offerings. Jennifer Lawrence was recently snapped on a night out, toting the same rare Lady Bag that’s got the fashion world buzzing. With a price tag of $33,000 and availability limited to the elite, this isn’t just a purse - it’s a status symbol straight out of a Hollywood red carpet dream.

“When you see a piece like The Row Lady Bag on both Ashley Olsen and Jennifer Lawrence, you know it’s more than a trend - it’s a lifestyle statement,” says a local LA fashion insider.

This shared style sensibility between the two stars isn’t surprising, given The Row’s cult following among celebs. From Kendall Jenner to Dakota Johnson, the minimalist brand - founded by Ashley and her twin Mary-Kate Olsen - has become a go-to for Tinseltown’s finest. It’s the kind of label that doesn’t just make clothes; it crafts a whole vibe.

The Row’s Roots: A Hollywood Story of Stealth and Success

Back in 2021, Ashley opened up about the origins of The Row in an interview with i-D, spilling the tea on how she and Mary-Kate wanted to keep their names out of the spotlight at first. “We didn’t want to be in front of it, didn’t even want folks to know it was us,” she admitted. Their goal? Let the product speak for itself - so much so that they considered finding someone else to be the face of the brand.

Fast forward to today, and The Row is a staple in every fashion-forward closet from Beverly Hills to beyond. What started as a quiet passion project has exploded into a luxe empire, with celebrity fans rocking their pieces at every turn. It’s the ultimate LA story: two sisters building something iconic, one minimalist masterpiece at a time.

So while we might not all have a $33,000 bag in our arsenal, Ashley’s latest look reminds us that fall fashion can still be fire. Wide-leg jeans are sticking around - just ask Katie Holmes, who’s also been spotted in the trend - and oversized blouses are the perfect layer for those chilly Malibu nights. Time to channel your inner Olsen and slay the season, West Coast style!

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Miles
Author: Miles