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“I always loved Blair and Serena’s everyday school outfits way more than their gala gowns or super fashiony, extremely Eric Daman-y looks. I grew up desperately wishing I wore a school uniform, and even though real school uniforms looked nothing like the ones on Gossip Girl, I obsessed over their poufy, pleated skirts and crisp button-downs. I would have been laughed right out of my high school if I showed up in knee-high socks and flats, but man, Blair and Serena made it look cool.” — Lewis
“When it came to the school uniforms, the show really hit its stride in season two. Did they push the boundaries of what might pass the dress code at an elite private school in Manhattan? Sure. Did Blair know how to kill it in a cape? Absolutely. And what, you didn’t wear a bejeweled headband to school? Okay. (I found this exact headband by Jennifer Behr in the corner of her sample sale, and I have never been prouder of my shopping prowess.)” — McCall
“I’ll be honest: I went to a prep school where my classmates and I looked nothing like this, ever. Our dress code of collared shirts, blazers, and chinos was decidedly masculine (the school transitioned from all boys to co-ed in the ’70s but neglected to consider female bodies in the dress code until at least 2010), so seeing Blair and Serena on screen gave me a glimpse of what might have been. That said, white button-down shirts are still a staple in my wardrobe, so thank you, Ralph Lauren.” — Elovitz
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