Face of an Angel Mind of a Demon/Sandbox

"Director Don Siegel noted that he cast Robinson because he had the face of "a choir boy.""

- This Wikipedia article about Andrew Robinson, on the casting of him as the Scorpio killer from Dirty Harry

This is for evil characters who, for whatever reasons, have physical appearances that are stereotypically associated with innocence or virtue.

Not to be confused with Beauty Is Bad or Evil Is Sexy, as looking attractive and looking innocent/virtuous are not necessarily associated with each other. (If anything, they are sometimes contrasted.)

Also not to be confused with the Killer Rabbit, who looks weaker than they are, but not necessarily more innocent.

The Enfante Terrible would be a subtrope of this applied to human children.

Anime and Manga

 * Johann from Monster has a pleasant, almost angelic face. He is evil incarnate.

Comics

 * One such character named Angelface(guess what he looks like) appears in a Blueberry story, as part of a plot to kill Lincoln. He ends up getting his face shoved into a locomotive's furnace
 * Word of God says that Kroenen from Hellboy literally was a choir boy before he became a self-mutilating psychopathic Nazi ninja zombie.

Film

 * The title character of The Good Son.

Literature

 * Played (sort of) straight in Discworld with Mr. Teatime from Hogfather.
 * A plot point in The Picture of Dorian Gray.
 * Ferahgo the Assassin from Salamandastron has baby blue eyes which make him look completely innocent. In case the latter part of his name wasn't enough of a hint, he's not.

Live Action TV

 * One of the UnSubs in Criminal Minds was 13-year-old boy who used his innocent look to get closer to people and then kill them.
 * The original name given to Angleus was 'The One with the Angelic Face' which sounds nice, till you find out just how vicious Angelus was.
 * CSI: Las Vegas had Justin Bieber star as a psychotic teenage murderer.
 * John Simm's initial portrayal of the Master in Doctor Who.

Music
"You look like an angel
 * There's "Devil in Disguise", by Elvis Presley.

Walk like an angel

Talk like an angel

But I got wise

You're the devil in disguise"

Theater

 * Older Than Steam: Iago from Othello. This trope's part of the reason why he's able to manipulate everyone so effectively.

Video Games

 * [[media:Castor2_3926.png|Castor]] from Last Scenario. That's not how you'd imagine a scheming, megalomaniac Well-Intentioned Extremist.

Real Life

 * Dr. H. H. Holmes, sometimes known as America's first serial killer, was said to be strikingly handsome and trustworthy looking.
 * Ditto for Ted Bundy.
 * Then there's the bank robber Baby Face Nelson