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, even more recently: How I Met Your Father. She was about to step back into Lizzie McGuire’s platform sandals for a Disney+ revival, but it didn’t work out due to differing creative visions.

2019: The “So Yesterday” singer wed musician Matthew Koma,And they share daughters Banks and MaeThe couple adopted a daughter, who they welcomed in March 2021. She’s also mom to son LucaHer relationship with Mike Comrie.