When it comes to effortless chic, no one does it better than celebrities caught in their natural habitat—the streets. From Los Angeles to Paris, the sidewalks become runways where stars showcase how to merge high-end fashion with everyday ease. Whether it's an oversized Balenciaga blazer paired with vintage Levi’s or a Dior Saddle bag complementing off-duty athleisure, these moments redefine casual glam.
Icons like Zendaya, whose love for bold tailoring knows no bounds, and Hailey Bieber, a master of minimalistic layering, are just a few who consistently turn heads. Of course, Rihanna’s fearless mash-up of couture and streetwear also deserves mention, proving that style is about attitude as much as aesthetics.
Street style isn’t just about clothes—it’s about creating a mood. From oversized sunglasses to statement jewelry, the accessories often steal the show. Keep an eye out for the subtle details that make these ensembles pop, like Kendall Jenner’s barely-there makeup paired with a vintage Chanel crossbody.
Ready to dive into this world of enviable style? Explore our gallery for a fresh take on what’s trending and find the inspiration to channel your inner celebrity. After all, the streets are your runway too.
Isla Fisher’s relaxed-yet-radiant Brentwood look for the Jennifer Klein “Day of Indulgence” event is a masterclass in summer-casual style, proving that effortless chic can be the most impactful statement of all.
Alicia Silverstone revisits ’90s minimalism in an oversized blazer dress, proving classic, understated power dressing never truly goes out of style.
Vanessa Hudgens channels a bohemian goddess, draping her baby bump in a flowing, chocolate-hued number (and looking absolutely radiant while doing so).
Kaitlyn Dever arrived in sun-drenched Brentwood, proving that effortless style (with a whisper of quiet luxury) is the only true indulgence worth having at Jennifer Klein’s annual bash.
Alison Brie attends the Together screening in Los Feliz, unveiling a surprisingly relaxed yet razor-sharp twist on classic denim.
Never one to over-style for a midday outing, Ashley Tisdale offers a masterclass in effortless summer chic—the kind of look that makes a simple family lunch feel entirely intentional.
Lindsay Lohan leaned into boho maximalism—tiered color, wedge heels, and Malibu ease—at Billabong’s beach party, a 2007 snapshot of mid-aughts coastal cool.
Liamani Segura attends the Pink Palm Puff VIP Pop-Up on August 8, 2025, in Los Angeles, debuting a ’90s-inspired look with a casual white top, wide-leg jeans, and a pink sweater.
Camila Cabello unveils a playful (and perfectly polished) urban uniform in SoHo, trading red-carpet drama for a bookstore-ready, all-black ensemble.
Rihanna, ever the trendsetter, fused cozy textures with luxe accessories—her fiery red hair and monogrammed Louis Vuitton backpack sealed the street-style moment.
