I wrote this for me, but if it helps you, wonderful.

“And Oh, oh—Well, You know how it feels if you begin hoping for something that you want desperately badly; you almost fight against the hope because it is too good to be true; you’ve been disappointed so often before. That was how Digory Felt. But it was no good trying to throttle this hope. It might—really, really, it just might be true”
- Lion, Witch, And the Wardrobe.

"For some of us, we have been disappointed one time too many. The pain to hope has grown too difficult, and our sick hearts have believed a fatal lie: The risk of hoping is more costly than the benign shelter found in never hoping at all.” Hope is crucially hinged on the very risk of disappointment. Even as I sit writing this I have many hopes for many things, but my hope, rests on the very risk of despair. If am to truly hope in anything, I must risk being disappointed, I must make investments before they have come to pass. Though I desperately wish to know and see the outcome of every little thing I strive for. “But hope that is seen is no hope at all. Who hopes for what he already has?” If I wish to truly hope for anything, I must truly risk being hurt, and not in some sort of intellectual way, but honestly, I must put a part of me and say “I want this to happen, and if it doesn’t, its going to be painful”. A child’s heart that constantly hopes in meaningful things, despite being disappointed so many times before.

In the moment when I find my hope is removed, and wounded by hope I am given two options, to turn around and hope again, or to grow cynical. As Relevant wonderfully says, “A Cynic is one who has been wounded by hope and as, as Solomon put it, had "hope deferred” I think that definition loudly proclaims what I am tempted to become. A man wounded by hope, as the “cynics are the formerly broken-hearted”. I can chose to live a life where I hardly make any investments, to “stifle hope before it has any chance to disappoint”, and I will wake-up 20 years from now full of regrets and hardly any scars[and oh how do I love scars!] or good stories. I must invest in people, in things, in dreams, in ambitions. Why? Love Always Hopes. True love takes true sorrow; true hope takes the risk of thorough disappointment, to stake a claim and to see it through.

Hope does not disappoint us, how wonderful is that? “It's Dangerous. The disappointment will mount, and it will be costly. But it is the only way to life, to truly live."“