Jennifer Aniston’s Flip-Flop Secret: The Timeless Summer Game-Changer Every Fitness Fan Needs to Know

Is it just me, or does Jennifer Aniston have this magical ability to make the simplest staples look effortlessly chic, no matter the decade? Seriously, flip-flops were her go-to long before they became the summer 2025 essential, and let’s be honest, who else could rock them with everything from slip dresses to jeans like she did in her iconic Friends days? Fast forward to now, Aniston isn’t just stuck in nostalgia—she’s leading a fashion mini-revolution in New York City, swapping out tiny designer bags for The Row’s spacious Marlo Tote and boldly sporting cropped pants that’ve sparked quite the style debate. With her laid-back tank, trusty brown flip-flops, and a down-to-earth vibe, she’s redefining casual cool—and hey, isn’t that what we all aspire to? Plus, there’s a juicy cherry on top: she’s been spotted cozying up with her new beau, hypnotherapist and author Jim Curtis, proving that even timeless style icons can keep evolving, in fashion and love alike. Curious to see how Jen’s blending comfort, class, and a bit of runway risk? LEARN MORE

Jennifer Aniston was rocking flip-flops long before they became the shoe of summer 2025. Back in her Friends days, she was pairing them with everything from slip dresses to jeans—and decades later, she’s still loyal to the laid-back staple.

Spotted this weekend in New York City, the Morning Show star traded in her much-discussed micro Bottega Veneta bag for something far more spacious—a coveted tote from The Row—while embracing one of fashion’s most polarizing comebacks of cropped pants.

The bag in question appears to be The Row’s coveted Marlo Tote in brown leather. It is crafted from supple calfskin and topped off with tubular handles as well as a top zip closure.

Aniston paired the carryall with tan cropped pants that hit above her ankles—a divisive silhouette that’s quietly staging a comeback, spotted recently on Selena Gomez, Kendall Jenner, and Hailey Bieber.

She kept the rest of the look low-key with a fitted black tank and her trusty brown flip-flops (likely from celebrity-favorite Tkees), and minimal accessories.

The actress has been spending time in New York with her new boyfriend, hypnotherapist and author Jim Curtis. A source told People that Aniston was drawn to him after reading his work on self-help and wellness. “They are dating, but it’s still casual,” they shared.

Earlier this week, the couple was photographed out on a double date with Aniston’s close friend Jason Bateman and his wife, Amanda Anka.