Just a heads up: If you decide to sport this outdated sneaker trend in Fall 2025, pair it with baggy jeans.
By 2025, retro-themed, low-profile sneakers continue to dominate the sneaker scene. However, a different sneaker trend is making a comeback, highlighting the cyclical nature of fashion and how trends seldom fade away—especially when revived by a celebrity. Introducing high-top sneakers. Yes, you read that correctly. This classic and somewhat debated style has made a return and was recently seen on Gwyneth Paltrow this week.
In case you missed it, Paltrow was spotted in Milan with her husband, Brad Falchuk. She sported a casual yet sophisticated outfit that included a polo sweater layered over a button-down shirt, baggy wide-leg jeans, and high-top sneakers, specifically the Adidas Jabbar Hi Shoes. These sneakers were initially created for former basketball star Kareem Abdul-Jabbar in 1978.
Paltrow could have paired her sneakers with any denim style, but her selection of baggy, wide-leg jeans is quite fitting. Both the jeans and sneakers have their origins in streetwear and the Y2K era, making them a great combination. If you're looking to embrace the high-top sneaker trend this fall, be sure to style them with wide-leg, baggy jeans. Continue reading to explore Paltrow's outfit and shop the best baggy jeans and high-top sneakers.
(Image credit: Backgrid)
On Gwyneth Paltrow: Adidas Jabbar Hi Shoes ($88)
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ZARA
Plain Knit Polo Sweater
Designers like Prada, Tory Burch, and Toga consider preppy polos a staple in any wardrobe.
Quince
Organic Cotton Relaxed Oxford Shirt
Fashion editors appreciate button-down shirts for their elegance when worn alone or polished look when layered under a sweater or jacket.
Shop Baggy Jeans and High-Top Sneakers
Madewell
The Harlow Superwide-Leg Jeans
Crafted from Madewell's Airy Denim, these jeans feel more like a second skin than traditional jeans.
Converse
Chuck Taylor All Star High Top Sneakers
Year after year, high-top Converse confirm their iconic status.
Levi's
Super Baggy Barrel Jeans
Seriously, if you don't have a pair of Levi's jeans yet, what are you waiting for?
ISABEL MARANT
Bobby Perforated Suede Wedge Sneakers
The fact that these are available on Net-a-Porter illustrates the cyclical nature of fashion.
Gap
Mid Rise Ultrasoft Baggy Jeans
Don't overlook Gap's denim offerings.
Veja
Wata II High Top Sneakers
Fashion enthusiasts are drawn back to Veja for their sustainable and stylish sneaker options.
Reformation
Cary Low Rise Slouchy Wide Leg Jeans
These jeans are a favorite among WWW editors.
Golden Goose
Mid Star Suede High-Top Sneakers
Suede sneakers are trending right now—and for valid reasons, as they add a luxurious touch.
We the Free
Tinsley Baggy High-Rise Jeans
Free People has launched its new We the Free jeans, featuring high-rise, rigid denim and a comfortably loose fit.
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The ultimate compliment.
Just a heads up: If you decide to sport this outdated sneaker trend in Fall 2025, pair it with baggy jeans.
Because Gwyneth Paltrow stated it.