Preppy style in 2025 evolves beyond stuffy tradition, embracing a relaxed, and personalized look that mixes classic staples with modern twists like oversized blazers, pleated skirts (often with modern details), sweater vests, loafers with fun socks, an “effortlessly cool” vibe, rather than perfect polish.
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The fashion industry wants you to get off your phone and go outside—or, at least, dress the part of an outdoorsman in burly barn jackets, riding boots, tartans, and tweeds.
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What makes the transition into September, October and November so simpatico with corporate style, you might ask? A quick look at this fall trends and the classic workwear wardrobe will show you that there’s a lot of crossover between the two: luxe fabrics, longer hemlines and more conservative silhouettes go hand-in-hand.
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