Context

As part of the Sermon on the Mount, Jesus speaks this line to warn his followers against false prophets. They might appear cute and fluffy and harmless, like a sheep, but in reality, false prophets are as dangerous as the big bad wolf.

Where you've heard it

A "wolf in sheep's clothing" is anything dangerous that disguises itself as something not dangerous. Like the Trojan horse.

Or a sheep in grandma's clothing.

Pretentious Factor

If you were to drop this quote at a dinner party, would you get an in-unison "awww" or would everyone roll their eyes and never invite you back? Here it is, on a scale of 1-10.

Did anyone ever stop to think that the wolf might just like wool? It's breathable, hypoallergenic, keeps you warm in the winter, cool in the summer…