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Overalls are back on the fashion agenda for summer 2026, but not in the way you might remember them. The latest iteration of the nostalgic wardrobe staple trades twee skinny silhouettes and schoolyard styling for relaxed fits, barrel legs, crisp white denim, and accessories that feel playful without looking too young.
Whether you’ve spotted them on your TikTok feed, your Pinterest page, or on a chic person walking down the street one thing is clear: overalls have officially entered their cool-girl era.
To break down exactly how to wear overalls this summer without looking like you’re trying too hard, we turned to content creator, Marshalls and TJ Maxx Trend Expert, and NYC fashion darling Mandy Lee, better known as @OldLoserinBrooklyn on TikTok.
Ahead, she shares the silhouettes, styling tricks, and unexpected pairings that make the summer-perfect denim pick feel fresh, effortless, and grown up.
“The key to making overalls feel stylish and fun is all in the silhouette and wash,” she told E!. “I always recommend looking for a style that feels current with what’s trending and also aligned with your personal style and preferences. Overall, we’re seeing a shift towards slightly relaxed, wide-leg fits — something that feels effortless versus tight and suffocating.”
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Lily Rose
Almontather Rassoul




