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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Kaia Gerber Wore a Trench Coat Just Like a Parisian—With This '90s Skirt TrendA combination French girls love.
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Not Slippers, Not Boots—These New Uggs Are Already Replacing Every L.A. It Girl's Favorite SneakersThey're $150 and they're yours.
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Is This Primary Color Trend the New Red? Kaia Gerber Thinks SoPrepare to see it everywhere this fall.
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Forget Ballet Flats—Fashion People in Paris Prefer This Elevated AlternativeThe next It shoes are here.
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Just so You Know, These Are the Cult-Favorite Hailey Bieber Approved Jeans Every Celeb Is WearingSpotted on Kendall Jenner and Dakota Johnson, too.
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It's Here: The It-Girl Sweater Trend of Fall 2025Kaia Gerber has solidified it.
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If You're Going to Wear Leggings in 2025, Please Only Wear Them Like This, This, and ThisCourtesy of our favorite stylish celebrities.
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Sarah Burton Flipped the Script for Her First Givenchy Campaign—See All the PhotosStarring Kaia Gerber, Eva Herzigova, Adut Akech, and more.
