Hilary Duff Teases HIMYM Alum Cameo in HIMYF Season 2

Not only will Corbett be reuniting with former Sex and the City co-star Kim Cattrall, who serves as the show’s narrator, he’ll also be playing Duff’s love interest—19 years after portraying her teacher in their 2004 film, Raise Your Voice.

In fact, the season two trailer features Corbett, 61, sharing a kiss with Duff, 35.

“Honestly, we started from a place of who would be the most fun for the role and you know, we were, as we always do, batting around ideas with the writers,” creator, writer and EP Elizabeth Berger told TV Insider. “And then the idea of Corbett came up, and we all just thought that was so exciting. Then as we sort of got further along in the process, we were like, ‘Oh, right, cool, he did this movie with Hilary a million years ago.’ And then we thought, ‘Is that weird?’ And then we thought, ‘No, it’s awesome.’ Hilary’s a grown woman now and everyone can handle it.”