Best known to many as Kevin McCallister in the Home Alone films, Macaulay Culkin was arguably the most famous child star of the ’90s, particularly with My Girl, Richie Rich, The Pagemaster, and The Good Son. But as he got older, Culkin stepped away with the limelight. He branched out into adult content with indies like Party Monster, telling the story of drug-addled NYC party promoter Michael Alig, and Saved! After that, Culkin didn’t act much, opting to perform with his comedy band, the Pizza Underground. When he acted, it was in odd web projects like DRYVRS, where he played a high-strung adult Kevin McCallister with martial issues, lingering trauma, and psychopathic tendencies. Additionally, he starred in Father John Misty’s “Total Entertainment Forever” music video, where he played Kurt Cobain hanging on the cross, alongside Garfield’s Jon Arbuckle (credited as “Juan Arbuckle”) and Bill Clinton playing the saxophone.