FYI: If You Wear This Dated Sneaker Trend in Fall 2025, Make Sure It's With Baggy Jeans
In 2025, retro-inspired, low-profile sneakers remain the top sneaker style. However, another sneaker trend is reemerging, reminding us that fashion is cyclical and trends rarely disappear—especially when its revival is backed by a celebrity. Enter high-top sneakers. Yes, you read that right. The old-school and somewhat controversial silhouette has resurfaced and was spotted on Gwyneth Paltrow this week.
In case you missed it, Paltrow was seen in Milan the other day with her husband Brad Falchuk. She wore a casual yet chic outfit that included a polo sweater layered over a button-down shirt; wide-leg, baggy jeans; and high-top sneakers, specifically Adidas's Jabbar Hi Shoes. These sneakers were originally designed for former basketball player Kareem Abdul-Jabbar in 1978.
Paltrow could have styled her sneakers with any denim trend, but her choice of baggy, wide-leg jeans makes perfect sense. Both the jeans and the sneakers have roots in streetwear and the Y2K era, making them an ideal match. If you're going to get on board with the high-top-sneaker trend this fall, make sure to style them with baggy, wide-leg jeans. Keep scrolling to discover Paltrow's outfit and shop the best baggy jeans and high-top sneakers.
On Gwyneth Paltrow: Adidas Jabbar Hi Shoes ($88)
Get the Look
ZARA
Plain Knit Polo Sweater
According to designers like Prada, Tory Burch, and Toga, preppy polos are a wardrobe essential.
Quince
Organic Cotton Relaxed Oxford Shirt
Fashion editors love a button-down shirt because it looks elegant on its own and polished when layered under a sweater or jacket.
Madewell
The Harlow Superwide-Leg Jeans
These are made from Madewell's Airy Denim, meaning they don't actually feel like you're wearing jeans.
Shop Baggy Jeans and High-Top Sneakers
Converse
Chuck Taylor All Star High Top Sneakers
Year after year, high-top Converse prove their staying power.
levi's
Super Baggy Barrel Jeans
Seriously, if you don't own Levi's jeans, what are you waiting for?
ISABEL MARANT
Bobby Perforated Suede Wedge Sneakers
The fact that these are now on Net-a-Porter shows how cyclical fashion is.
Gap
Mid Rise Ultrasoft Baggy Jeans
Don't sleep on Gap's denim.
Veja
Wata II High Top Sneakers
Fashion people always come back to Veja because of its sustainable and stylish sneakers.
Reformation
Cary Low Rise Slouchy Wide Leg Jeans
These are a WWW editor favorite.
Golden Goose
Mid Star Suede High-Top Sneakers
Everyone is reaching for suede sneakers right now—and for good reason. The style lends a very rich vibe.
We the Free
Tinsley Baggy High-Rise Jeans
Free People has just launched its new We the Free jeans, which feature a high-rise, rigid denim fabric, and a slightly loose fit.
