Spring may bring light jacket season, but fall arguably delivers an even more covetable outerwear occasion: the fateful time of year when two standout silhouettes— bold, oversized topcoats and sharp, cropped jackets—resume their age-old battle for pre-puffer-weather supremacy. The best-dressed guys, of course, are the ones who seamlessly navigate both styles, switching between ‘em without breaking a sweat.
As we approach the crisper months, however, you may be wondering exactly which overcoats and cropped jackets are worth your investment this season. To determine the latest and greatest in men’s outerwear, we asked a handful of menswear pros to share their picks and predictions for fall 2025.
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