I once heard theologian Rob Bell define despair as “the belief that tomorrow will be just like today.” When we are in struggle and/or experiencing pain, despair — that belief that there is no end to what we’re experiencing — is a desperate and claustrophobic feeling. We can’t figure a way out of or through the struggle and the suffering.

Despair is the result of each earnest attempt to go through life with virtue, justice and understanding, and to fulfill their requirements. Children live on one side of despair, the awakened on the other side.

An individual in despair despairs over something. So it seems for a moment, but only for a moment; in the same moment the true despair or despair in its true form shows itself. In despairing over something, he really despaired over himself, and now he wants to get rid of himself. For example, when the ambitious man whose slogan is “Either Caesar or nothing” does not get to be Caesar, he despairs over it. But this also means something else: precisely because he did not get to be Caesar, he now cannot bear to be himself. Consequently he does not despair because he did not get to be Caesar but despairs over himself because he did not get to be Caesar.

Despair is a form of certainty, certainty that the future will be a lot like the present or will decline from it.

It's despair at the lack of (I'm cheating, I didn't say all these things - but I'm going to write what I want to say as well as what I did) feeling, of love, of reason in the world. It's despair that anyone can even contemplate the idea of dropping a bomb or ordering that it should be dropped. It's despair that so few of us care. It's despair that there's so much brutality and callousness in the world.

Don't despair: despair suggests you are in total control and know what is coming. You don't - surrender to events with hope.

So to be sick <i>unto</i> death is not to be able to die — yet not as though there were hope of life; no, the hopelessness in this case is that even the last hope, death, is not available. When death is the greatest danger, one hopes for life; but when one becomes acquainted with an even more dreadful danger, one hopes for death. So when the danger is so great that death has become one's hope, despair is the disconsolateness of not being able to die.

It's despair at the lack of feeling, of love, of reason in the world. It's despair that anyone can even contemplate the idea of dropping a bomb or ordering that it should be dropped. It's despair that so few of us care. It's despair that there's so much brutality and callousness in the world. It's despair that perfectly normal young men can be made vicious and evil because they've won a lot of money. And then do what you've done to me.

The specific character of despair is precisely this: it is unaware of being despair.

But the truth, he knows, is otherwise. His pleasure in living has been snuffed out. Like a leaf on a stream, like a puffball on a breeze, he has begun to float towards his end. He sees it quite clearly, and it fills him with (the word will not go away) despair. The blood of life is leaving his body and despair is taking its place, despair that is like a gas, odourless, tasteless, without nourishment. You breathe it in, your limbs relax, you cease to care, even at the moment when the steel touches your throat.

We all had our miseries. But to despair was to wish back for something already lost. Or to prolong what was already unbearable.
-Suyuan

Despair is a form of certainty, certainty that the future will be a lot like the present or decline from it. Optimism is similarly confident about what will happen. Both are grounds for not acting. Hope can be the knowledge that reality doesn't necessarily match our plans.

Despair can come from deep grief, but it can also be a defense against the risks of bitter disappointment and shattering heartbreak. Resignation and cynicism are easier, more self-soothing postures that do not require raw vulnerability and tragic risk of hope. To choose hope is to step firmly forward into the howling wind, baring one's chest to the elements, knowing that, in time, the storm will pass.

Despair is a narcotic. It lulls the mind into indifference.