#TBT: When Taylor Swift Shared a Cover With Hilary Duff and Lauren Conrad

Where were you on October 13, 2008? Well, that was the day Us Weekly's Style Issue came out on newsstands, featuring a trio of It girls: Taylor Swift, Hilary Duff, and Lauren Conrad. At the time, Swift was just 18 years old, Duff was 20, and Conrad was the oldest at 22. If they seem like an unlikely group, you're definitely on to something: We couldn't find any photos of the trio together post-2008, making this throwback cover all the more iconic.
The images show just how much their style has evolved since then: Swift was still in her cowboy-boots-and-curly-hair phase, Conrad wore a bubble-hem minidress, and Duff wore a long tank top with skinny leather pants. Although their outfits are more mature these days—Conrad and Duff are moms now after all—we couldn't resist looking back at their cute style from nine years ago.
Scroll down to see the throwback cover shoot featuring Taylor Swift, Hilary Duff, and Lauren Conrad.
Next up, shop the $55 bag Lauren Conrad carried on the red carpet this week.

Erin got her start as a Who What Wear intern in 2011—back when the site only published a single story per day. (We have since increased that number twentyfold.) She graduated magna cum laude from USC and lives in Los Angeles. In college, she also interned at Refinery29, where she was promoted to editorial assistant and then assistant editor. After nearly three years at R29, she came back to WWW in 2015, where she is now the Associate Director of Fashion News. From the Oscars to the Met Gala, she leads the site's entire red carpet coverage strategy. She specializes in celebrity and fashion news but also enjoys writing travel features and runway reports. She frequently contributes to WWW's social accounts and has a sizable following on her personal TikTok.
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