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)