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+ revival, but it didn't work out due to differing creative visions.

In 2019, the "So Yesterday" singer married musician Matthew Koma, and they share daughters Banks and Mae, who the couple welcomed in March 2021. She's also mom to son Luca from her relationship with Mike Comrie.