Spotted: The Original Cast of Gossip Girl Then vs. Now

It’s hard to believe it’s been a decade since Duff made a guest appearance on GG. In her six-episode arc, she appeared as Hollywood star Olivia Burke, who sparked a romance with Dan while at NYU and infamously engaged in a threesome with the not-so-Lonely Boy and his BFF Vanessa.

Since then, Duff starred in her own hit TV series, Younger and, more recently, How I Met Your Father. She was about to step back into Lizzie McGuire’s platform sandals for a Disney+ revivalbut it didn’t work out due to differing creative visions.

In 2019, the “So Yesterday” singer married a musician Matthew Butand they share daughters Banks and Maewho the couple welcomed in March 2021. She’s also mother to son Luca from her relationship with Mike Comrie.

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