Adam Sandler, Patricia Arquette, Harvey Keitel, Rhys Ifans, Tommy Lister Jr., Rodney Dangerfield, Allen Covert, Peter Dante, Jonathan Loughran, Robert Smigel, Reese Witherspoon, Dana Carvey, Jon Lovitz, Kevin Nealon, Michael McKean
After the lord of darkness decides he will not cede his throne to any of his three sons, the two most powerful of them escape to Earth to create a kingdom for themselves. This action closes the portal filtering sinful souls to Hell and causes Satan to wither away. He must send his most weak but beloved son, Little Nicky, to Earth to return his brothers to Hell.
I don't like American Comedies, and I especially don't like Adam Sandler, but for whatever reason, I love _Little Nicky_. Maybe it's A) because I was big into the heavy-metal-heavy Satanic themes when I first saw it at a mere 7 years old, or maybe it's B) because of how young and therefore unrefined my taste was I was when I first saw it, or maybe C) it's just... Actually good? Almost certainly...
Different kind of role for Adam Sandler. He played it to perfection. He is the devil's son who doesn't even want him. His mother is an angel in heaven.