I Just Got Back From NYC—6 Trendy Fall Outfits Every Cool Girl Is Wearing RN

I just took a trip to NYC, and let me tell you how inspiring it was to see some fresh outfits IRL. Sure, I get to see plenty of cool fashion moments on the streets in L.A., but New Yorkers bring a different perspective to trends that always leaves me wanting to test-drive them for myself.

In particular, when I grabbed lunch with senior editor Nicole Eshaghpour in SoHo, while sitting at a sidewalk cafe, we noticed a steady stream of cool looks passing by. The outfits were heavy on TikTok trends, including pieces like low-rise baggy jeans and cutouts, as well as directional basics such as cowboy boots and vest tops. We're also 99% sure we even saw Katie Holmes walking by wearing a pair of JW Anderson chain-detail slides. Long story short, there was so much fashion to take in, and I just need to discuss it. Ahead, see seven of the best trendy fall outfit ideas I spotted on the streets of NYC and shop each of the looks.

Cowboy Boots With Blazers and Jeans


(Image credit: @camillecharriere)

Cowboy boots are one of those trends I'm never sure I'm ready for, but now, I somehow feel ready for them. I think it comes down to the way I'm seeing them styled, which mostly revolves around Princess Diana–inspired looks like this that were all over the streets of NYC.

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Vest Tops With Wide-Leg Jeans and Blazers


(Image credit: The Style Stalker)

Vest tops are one of the major items to buy for fall that I saw styled a million ways in NYC. Whether you wear yours with jeans, a matching blazer and trousers, or low-rise pants, you really can't go wrong.

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Structured Tops and Slouchy Trousers


(Image credit: @palomija)

If you read our stories regularly, you probably know that I won't stop talking about slouchy trousers. I've been styling mine with simple pieces like tanks and button-downs, but the streets of New York have me inspired to wear them with structure corset tops. I always love the balance of proportions like this.

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Oversize Blazers and Loafers


(Image credit: @haileybieber)

In NYC, loafers were everywhere—specifically socks with loafers styled in the vein of this Hailey Bieber look with an oversize blazer look.

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Crop Tops and Low-Rise Baggy Jeans


(Image credit: The Style Stalker)

I'm convinced that low-rise baggy jeans with a crop top is the unofficial uniform in New York right now. I spotted this particular outfit formula everywhere from SoHo to the Upper East Side, so I'm convinced that it is.

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Cutout Dresses and Boots


(Image credit: @anna__laplaca)

Team Who What Wear looks good here, and I can't get enough of their cutout-dress looks. While cutouts have been everywhere recently, this particular take taps into what I noticed on the streets of New York.

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Next, Bye, Ankle Boots, I'm Opting For Your Opposite This Fall—Starting With These 25

Associate Director, Special Projects

Kristen Nichols is the Associate Director, Special Projects at Who What Wear with over a decade of experience in fashion, editorial, and publishing. She oversees luxury content and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. She also contributes to podcast recordings, social media, and branded content initiatives. Kristen has worked with brands including Prada, Chanel, MyTheresa, and Luisa Via Roma, and rising designers such as Refine and Tove, and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Before Who What Wear, Kristen began her career at Rodarte, where she worked on assistant styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.