I love/loved Deadpool because, for all of his indecision, he's at peace with what he is. We can all identify with that.
He's always gonna wanna be more, be a hero, but he never will because it's not who he is. Unfortunately, he is one of the best in the world at something you could call bad; killing people. He knows this and that's why he always goes back to doing it, even if it makes him kinda sad.
I liked the fact that he was slowly coming to terms with it. Sort of like an "If I can't beat it, embrace it." mentality, or "Sure, I'll cut a bitch. I'll just cut those who deserve it.", but he'd always get side-tracked by the lure of money. It looked like he was finally about to shrug and be like: "Ok, this is who I am.", but Daniel Way seems to not give a shit about anything that's come before.
Truly, I loved the tragedy of his story and the dark places that it has taken him over the years. For example, the whole arc with him, Siryn and Dr. Killebrew. That gave way to a lot of revelatory speeches by Deadpool, dark material whereby Siryn was trying to convince him not to kill the guy, and he was just saying: "He ruined my life, treated me like a piece of meat." etc. It was tragic and touching, it added a whole dimension to Deadpool that, if you picked up ANY of his comics now, you'd never know existed.
I truly believe that the story in Deadpool #900, where he's hunting down real life readers to stop his popularity growing, was the most accurate depiction of Deadpool in years. It's also very real.
So I suppose that's why I loved Deadpool, and why I'm using the past tense. It makes me sad and I'll always be tempted to pick up a book with him in it, no matter how much I wanna bitch at Marvel, but now's the time to pat him on the back, say goodbye and hope he finds his way to a writer who will take care of him.
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