I found the excerpt below from Keller Quotes to be incredibly insightful. Not to be overly generic, but I think our culture has bought into a lot of humor, whether knowingly or unknowingly, that militates against the gospel and elevates self-righteousness, pride, and personal insecurity. Most of the men my age or younger than me (I’m 33) seem to have their personality and interpersonal communication profoundly shaped by sarcasm and insincerity. I know I am vulnerable to the charge of being self-righteous in making that assertion(!), but my overarching concern is the absence of genuine sincerity and need of generosity in affections for one another. We need the gospel to be applied to our humor and sarcasm, and once again, Keller nails it.
Below is the complete except from Keller Quotes. I don’t know what the original source is, but the quote is long enough to understand his point in immediate context. Check it out.
“Your humor has a lot to do with how you regard yourself. Many people use humor to put down others, keep themselves in the driver’s seat in a conversation and setting, and to remind the hearers of their superior vantage point. They use humor not to defuse tension and put people at ease, but to deliberately belittle the opposing view. Rather than showing respect and doing the hard work of true disagreement, they mock others’ points of view and dismiss them without actually engaging the argument.
Ultimately, sarcastic put-down humor is self-righteous, a form of self-justification, and that is what the gospel demolishes. When we grasp that we are unworthy sinners saved by infinitely costly grace it destroys both our self-righteousness and our need to ridicule others. This is also true of self-directed ridicule. There are some people who constantly, bitterly, mock themselves. At first it looks like a form of humility, or realism, but really it is just as self-absorbed as the other version. It is a sign of an inner disease with one’s self, a profound spiritual restlessness.
There is another kind of self-righteousness, however, that produces a person with little or no sense of humor. Moralistic persons often have no sense of irony because they take themselves too seriously, or because they are too self-conscious and self-absorbed in their own struggles to be habitually joyful.
The gospel, however, creates a gentle sense of irony. Our doctrine of sin keeps us from being over-awed by anyone (especially ourselves) or shocked, shocked by any behavior. We find a lot to laugh at, starting with our own weaknesses. They don’t threaten us any more because our ultimate worth is not based on our record or performance. Our doctrine of grace and redemption also keeps us from seeing any situation as hopeless. This groundnote of joy and peace makes humor spontaneous and natural.
In gospel-shaped humor we don’t only poke fun at ourselves, we also can gently poke fun at others, especially our friends. But it is always humor that takes the other seriously and ultimately builds them up as a show of affection. ‘We are not to be perpetually solemn. We must play. But our merriment must be of that kind (and it is, in fact, the merriest kind) which exists between people who have, from the outset, taken each other seriously—no flippancy, no superiority, no presumption.’ (C.S. Lewis, “The Weight of Glory”)