Then: Acting since the age of 4, Culkin landed the role of Kevin in
Home Alone at age 10. His childhood career, also landing him roles in
Home Alone 2, My Girl, and Richie Rich, was his rise to fame but also his downfall. Culkin had a difficult family life, with his parents fighting over his fame and fortune. By 14 he quit acting, and dropped out of high school senior year to marry then-girlfriend Rachel Miner. When they divorced he begin his 8-year relationship with Mila Kunis, and in 2003 returned to the big screen - only to develop a drug problem soon after.
Now: In 2013 Culkin released a bizarreĀ
video promoting his pizza-themed parody and Velvet Underground tribute rock band, the Pizza Underground. He's been happily dating former
All My Children actress Jordan Lane Price since 2013. In 2014, Culkin was the target of a
death hoax, with sources claiming he was found dead in his Manhattan home at age 34 (it wasn't true, obviously). He was also part of an ongoing
T-shirt inception joke with Ryan Gosling. And now he has
pink hair.
[Photos via @kino_lica and @macaulaycarsonculkin_]