
For me, scoring new jeans is a closet triumph. But breaking them in? That's an uphill battle. I've learned, albeit the hard way, to wear jeans at least five times before they're no longer stiff.
Currently, Hailey Bieber and I are both taming under-$100 pairs from Gap, just in time for denim season. I went with an on-sale straight-leg style, inspired by Fall 2025 runway trends. Bieber, on the other hand, channeled what Marie Claire's fashion features editor, Emma Childs, coined a "Low-Slung and Slouchy" silhouette. The supermodel chose Gap's Low Rise '90s Loose Jeans, marking her ninth re-wear since August 20.