It’s officially fall, and I, for one, already miss summer, but I’m excited to continue ideating fall outfits. I prepared a bit during the summer with fall 2025 outfit trend moodboards, but something was always missing. None of the looks I was saving were totally resonating with me, until I saw Tessa Thompson’s recent outfit in New York, and this look was the epitome of NYC’s chic essence.
She wore an unforgettable, elegant ensemble consisting of a black, lightweight coat layered over a luxe plissé skirt to add texture, a chocolate-hued shoulder bag, and brown ruched leather loafers. Thompson also wore a few gold accessories and black Chanel sunglasses to dress up her outfit. The look was perfection, from the layering to the unexpected twist of wearing loafers rather than a pair of pointed-toe heels or ballet flats. This outfit inspired me to pair unlikely items together, a styling trick all the NYC cool girls tend to turn to when in a rut getting dressed. This is the one outfit I feel confident copying for fall 2025, as it’s not only appropriate for the streets of NYC, but it looks comfortable without compromising style.
If you’re on the hunt for a new fall 2025 outfit idea, keep scrolling to re-create Thompson’s look and shop other similar items.
On Tessa Thompson: The Row Soft Leather Flat Loafers($1290)
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