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Jenny Humphrey Archive

Gossip Girl Fashion Retrospective: Jenny Humphrey’s Style Evolution

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Jenny humphrey style retrospective: outfits from Season 1 to now

Little J’s style has definitely evolved over time. | Photos: Pacific Coast News Welcome to round two of our look back at Gossip Girl’s most iconic fashion moments. Excited? You should be. Today I’ll be walking you through the style evolution of Jenny Humphrey, played by the always-controversial Taylor Momsen. From sweet little freshman to […]

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Gossip Girl Fashion – Seasons 3 & 4: Jenny Humphrey

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The past few weeks, I’ve been working my way through our original Gossip Girl fashion series to create updated breakdowns of each character’s style from Seasons 3 and 4. And while each character has evolved since Seasons 1 and 2, I think it’s safe to say that little Jenny Humphrey has had the most dramatic […]

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Halloween on the Upper East Side: Dress Up Like Jenny and Serena!

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Our series on Gossip Girl Halloween costumes continues with a look at the blonde beauties of the group: Serena and Jenny. These two have totally opposing looks when it comes to hair and makeup, with Jenny as the punky princess and Serena as the buxom babe. If you haven’t seen it already, don’t miss the […]

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Gossip Girl Fashion: How to Dress Like the New Jenny

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I wrote an article about how to dress like Jenny Humphrey earlier this year, but I’ve received tons of emails from you guys wanting an updated version of that article covering Jenny’s new style. As requested, here you go.. Last season on Gossip Girl, Jenny Humphrey didn’t have a distinct style – she mostly dressed […]

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