Jennifer Lopez proves Timberland boots are absolutely back in style on a family date night with Ben Affleck

Jennifer Lopez caught a showing of Licorice Pizza with Ben Affleck and their kids

J.Lo wears a thick high ponytail hairstyle
(Image credit: Getty Images)

Jennifer Lopez stepped out wearing casual Timberland boots while heading to the movies with her boyfriend Ben Affleck and their respective kids.

Officially back together as of this past June, the superstar couple caught a showing of Licorice Pizza, the new Paul Thomas Anderson flick starring Alana Haim and Bradley Cooper, among other stars.

Jennifer took her twins Emme and Max, both 13, along for the outing. Ben's 12-year-old daughter Seraphina also joined the gang alongside her brother Samuel, who is 9. 

Jennifer Lopez and Ben Affleck on a date

(Image credit: Bellocqimages/Bauer-Griffin / Contributor)

As attention-grabbing as any spotting of the celebrity duo is, this particular date in Los Angeles made the news mostly given to style icon JLo's casual outfit. The triple-threat artist wore ripped skinny jeans, a festive floral sweater by Valentino, a purple mask that matched her top and—to the delight of many—a pair of the best walking boots, her Timberlands. As comfortable as she might have looked, don’t get it wrong: the crystal boots are a collaboration between Timberland and Jimmy Choo and they cost a whopping $1,295.

JC x Timberland, $1,295 | Jimmy Choo

JC x Timberland, $1,295 | Jimmy Choo

The wheat nubuck leather boots with a crystal collar are a glamorous update of Timberland's heritage 6-inch style.

Needless to say, JLo’s look inspired loads of comments on social media—most of them praising her outfit and calling back to her “Jenny from the block” days.

"Only miss J.Lo can pull this look off," said one user. "Untied Timberland [shoes] would fall off most others."

This actually isn’t the first time that the celebrity has donned Timberland shoes to much fanfare. After her Super Bowl halftime show in 2020, she posed for a photo with Fat Joe wearing yet another pair of Jimmy Choo x Timberland shoes featuring Swarovski crystals on the rim (the product was not yet available to the public back then). 

She's also been spotted wearing the shoe brand with baggy jeans, ombré leggings and black skinny pants. Clearly, the star is a big fan of the utilitarian, lugged-sole shoes. And we don't blame her considering how awesome she looks when sporting them.

Anna Rahmanan

Anna Rahmanan is a New York-based writer and editor who covers culture, entertainment, food, fashion and travel news. Anna’s words have appeared on Time Out New York, the Huffington Post, Fortune, Forbes, Us Weekly, Bon Appetit and Brooklyn Magazine, among other outlets.