In an interview with Cosmopolitan, she recalled meeting the Home Alone star in 2014 through Seth Green, Macaulay's friend and her Dads costar. At the time, the show had recently been canceled. According to Brenda, Macaulay, who was visiting Seth, was trying to make jokes to uplift them — but she wasn't laughing.

Brenda Song and Macaulay Culkin revealed in a new interview that Song was "thoroughly unimpressed" when she first met Culkin in 2014. The pair eventually reconnected while filming the movie 'Changeland' in 2017 and began dating shortly afterward.

Learning more about Brenda Song and Macaulay Culkin, and their engagement has continued to be the unexpected wholesome content I needed. Even if their first encounter left the former Disney star ‘thoroughly unimpressed,’ it’s good to know that they’ve only gotten better with time.