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Adam Sandler-Worthy Baggy Shorts Are Trending in NYFW Street Style

Just outside of New York Fashion Week‘s Spring 2025 runways lies a fall transitional dressing gold mine of summertime staples-turned-autumnal must-haves. Alongside menswear-inspired suiting and slicked-back buns galore, the street style crowd’s latest obsession is none other than oversized Bermuda shorts.

Seemingly taking inspo from baggy-shorts connoisseur Adam Sandler, showgoers donned a variety of oversized, knee-length shorts, styling them in their own ways. Some chose ’90s acid-wash denim extending well past the knees, while others embraced a less grungy, tailored, trouser-like look. Whether paired with chunky sweaters, leather jackets or timeless tank tops, oversized shorts are transcending their classic summer seasonality and becoming a go-to for those crisp fall days.

Keep scrolling for our favorite NYFW street style looks (so far!) featuring baggy shorts, and then shop our curated picks below.

On the street at New York Fashion Week Spring 2025. Photo: Launchmetrics Spotlight

On the street at New York Fashion Week Spring 2025. Photo: Launchmetrics Spotlight

On the street at New York Fashion Week Spring 2025. Photo: Launchmetrics Spotlight

On the street at New York Fashion Week Spring 2025. Photo: Launchmetrics Spotlight

On the street at New York Fashion Week Spring 2025. Photo: Launchmetrics Spotlight

On the street at New York Fashion Week Spring 2025. Photo: Launchmetrics Spotlight

On the street at New York Fashion Week Spring 2025. Photo: Launchmetrics Spotlight

On the street at New York Fashion Week Spring 2025. Photo: Launchmetrics Spotlight

Shop our picks for recreating the oversized shorts trend right now, below.

Agolde Nolan Denim Shorts, $198, available here


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Source: Fashionista.com