noun; A person who was very popular, happy, and had tons of friends as a child but grew up alone and jobless. Usually ends up turning to drugs for comfort.
Friend 1: Remember that one kid from high school, Alex, I think? That kid was craaazy, we had some fun times with him!
Friend 2: Dude that kid was always the life of the party! What ever happened to him?
Friend 3: I saw him in the paper for possession of cocaine and marijuana.
Friend 2: Wow, what a Macaulay Culkin.
To call someone on the phone.
"I'll Macaulay Culkin you around 9."