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Lenny Founder Lindsey Davidson Shares Why Stars Look So Good in Their Vintage Denim and How You Can Too

Lindsey Davidson, founder and CEO of Lenny, is making denim dreams come true from her Studio City, California vintage jean outpost.

Rachel Bilson, Whitney Port, Hannah Berner, Carole Radziwill, Katie Lowes, and more are flocking to the destination for perfectly worn-in Levi’s, Wrangler, Lee, and rare European styles in every wash imaginable, plus Davidson’s expert eye.

“My connection to vintage denim began early. I was a total tomboy growing up and practically lived in jeans, so when it came time to build a brand of my own, it felt only natural that it would center on denim and the romance of vintage,” she tells ET.

Whitney Port/Instagram

That adoration comes down to the history woven into every pair she carries.

“We put a lot of effort into finding truly unique washes and silhouettes because that’s the magic of vintage. No two pairs are the same. What captivates me most about vintage denim is the life it has lived before you. … The whiskering, the fading, and the subtle imperfections are all part of the charm and what makes vintage so special and one-of-a-kind,” Davidson explains.

To make them even more original, the entrepreneur offers one-on-one in person and virtual appointments where she provides tailored tweaks to the waist, hips, and seat for a flattering fit, along with custom embroidery options.

Lenny

“The best tip for creating the perfect pair of jeans is to start with a size that’s close to your own. A lot of people think they need to go up two or three sizes, but that really only works if you’re going for a baggy, oversized look.”

Instead, her approach prioritizes the integrity of the denim and the person wearing it.

“We only offer customizations that make sense for that specific pair to ensure the fit, quality, and character remain intact. … By honing in on those key fit points, we can make thoughtful changes that enhance shape and comfort while keeping the craftmanship of the jeans,” she shares.

Carole Radziwill/Instagram

And while requests vary, one universal desire remains. “When it comes to denim, everyone wants their booty to look good. … Shaping in that area can make all the difference. … There’s no better feeling than wearing a pair of jeans that fits you perfectly. It’s the ultimate confidence booster.”

That attention to detail and emotional understanding is exactly why It-girls gravitate toward her.

Hannah Berner/Instagram

“Everyone, celebrity or not, appreciates something personal and intentional. … We take the time to understand the fit, the fabric, and how someone wants to feel when they put on their jeans,” Davidson says.

“Denim can be such a battle for so many women, so our goal is to make the experience fun and supportive. … We love helping people feel good in a pair of jeans that truly feels like them.”

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