Grandma dressing has been on the rise for a while now, and as we recently pointed out, there are a few specific trends that fall into this larger style aesthetic. Some items are poised to be more popular than others for the season ahead, and as we inch closer and closer to fall, fashion girls and celebs such as J.Lo and Kaia Gerber are nailing down these popular retro fashion items as big fall trends.
Case in point: We recently spotted Kaia Gerber wearing three big grandma trends—retro sunglasses, a vacation shirt, and croc-effect slingback heels—while out and about in NYC on her birthday. She styled them to suit her signature effortless vibe by pairing a green silk bowling shirt with vintage jeans and sleek slingbacks. We have a feeling that her cool outfit choice is about to inspire a lot of fashion girls to prioritize these three retro items over all the others. Scroll down to see Kaia Gerber's grandma-chic outfit, shop her look, and then shop more of our picks of each trend.
On Kaia Gerber: Orseund Iris Le Funk Top ($275); Re/Done High Rise Loose Jeans ($250); Cult Gaia Gia Silk-Satin Shoulder Bag ($398); Meshki Yvonne Crop Top ($32); Jimmy Choo Fetto 65 Slingback Pumps ($895)
Shop Kaia's look:
Shop more retro sunglasses:
Shop more vacation shirts:
Shop more kitten-heel slingbacks:
Next up: the random basics all the cool 20-something celebs own.
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Stop With the Ankle Boots—Miniskirts Should Only Be Worn Like *This* in 2025Period.
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FYI: These Are the Anti-Sandal Shoes NYC Girls Are Wearing With Miniskirts When They Go OutSummer shoes they are not.
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Caught on Camera: Every Fashion Girl Is Wearing This Unexpected Shoe Brand With Jeans, Dresses, and SkirtsKaia, Selena, and Sydney are fans.
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Not Leggings, Not Bike Shorts: The Very Specific Activewear Trend L.A. Fashion Girls Wear to Pilates and the GymPerfect for a West Coast summer.
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All the Cool Girls in L.A. and NYC Are Wearing These Sneakers for Runyon Canyon Hikes and WSH WalksKaia Gerber is one of them.
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Stop the Search—This Is the Chicest Legging Trend to Wear With UggsKaia Gerber knows.
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The Anti-Trend Shoe Style All of Your Favorite Celebrities Have in Their ClosetsClearly, it's a chic classic.
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It's Spreading: Every Day, Another Chic L.A. Fashion Person Is Seen Wearing This Black-Pant Trend With Ballet FlatsFrench women also approve.
