If you gravitate toward classic jeans-and-shoe combinations and avoid fleeting fashion fads, there’s good news ahead. The defining jeans-and-shoes pairing for 2026 is refreshingly timeless, and it was just spotted on two celebrities in New York City this week. Olivia Munn and Sadie Sink were photographed out and about wearing strikingly similar outfits, each anchored by a long black coat. Munn layered hers over a sleek turtleneck, while Sink opted for a crisp white T-shirt. Below the waist, their styling choices aligned just as closely.

As you may have already noticed, stovepipe jeans are firmly back in focus. These straight-leg–adjacent jeans are defined by their stovepipe-like silhouette, high-rise waist, and ankle-grazing length, making them endlessly versatile and trend-resistant. Both Sink and Munn highlighted how effective this cut can be by choosing medium-blue stovepipe jeans, a wash that feels effortlessly classic. The result was polished, modern, and adaptable.
To elevate the look further, both women styled their jeans with black leather stiletto pumps. The sleek footwear instantly refined the denim, transforming it into an outfit suitable for NYC’s most stylish settings. It’s a combination that has become increasingly common across the city, blending practicality with understated elegance. Keep scrolling to see the outfits up close and explore medium-blue stovepipe jeans and black leather stiletto pumps that work seamlessly together.
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