The 2026 Way to Wear the Legging Outfit Millennials Love

As a millennial through and through, I can confirm that I’ve worn my fair share of denim-jacket-and-leggings outfits over the years. (Show me a legging-wearing millennial who hasn’t!) I always thought of it as my “dressed-up” leggings outfit. That said, I haven’t worn the combination in quite some time, as I think we can all agree that the outfit in its original form had grown dated. But then I saw what Diane Kruger (a millennial style icon without a doubt) just wore in NYC, and my recent feelings about the combination changed in an instant.

For starters, Kruger opted for an oversized denim jacket with a sherpa lining. The lining is a cool touch, but the main non-dated takeaway here is oversized. For the leggings, she opted for a black stirrup pair, which gave the outfit an elevated look. Underneath the jacket, Kruger wore a cardigan, which continues to look quite fresh in the year 2026. To finish things off, she wore a pair of trendy ballet flats (Alaïa’s leather-trimmed fishnet iteration).