Ashley Olsen’s Fall Jeans Are Even More Rare Than Her Public Outing With Mary-Kate Olsen

I can’t decide what’s more surprising: Mary-Kate and Ashley Olsen’s joint appearance at New York Fashion Week or the fact that one of them was wearing jeans. Actually, I can.

The 39-year-old twins literally run a business together—a luxury fashion brand, no less—so it’s fair to assume they spend a lot of time together, whether or not those occasions are caught on camera. As co-founders of The Row, there’s probably no better setting for a sisters night out than a NYFW party hosted by Bloomingdales. So, while it’s been three years since their last public appearance, Ashley’s rip-free, straight-leg jeans felt even more rare.

While both twins are known to hit the red carpet in maxi dresses and skirts (or coats), they tend to move about the city in trousers and sweatpants. On September 11, Mary-Kate and Ashley largely stuck to their typical outfit formula, prioritizing comfort with luxe, oversized layers and sturdy leather accessories. In this case, Mary-Kate opted for a casual grey sweater and oversized blanket scarf, which she paired with square-toed black boots and what appears to be The Row’s Agnes bag.

Ashley Olsen’s straight-leg blue jeans, on the other hand, were an unexpected choice. She paired the structured, yet slightly faded denim with a black boot and bag combo of her own, finishing off the autumnal look with a long black wool coat and an oversized silky scarf. You can see even more photos here.

Like most millennials, the Olsen twins used to be huge proponents of skinny jeans before embracing more relaxed silhouettes in the 2020s, but it seems denim has lost its luster for them over the years. One of Mary-Kate’s most recent denim look came in June 2023, when she paired a vibrant red trench coat with ripped baggy jeans, gold loafers, and a massive Birkin bag in NYC. A year before that, Ashley wore a pair of ripped cigarette jeans, an oversized blazer, and loafers to her 36th birthday celebration.