All of his friends end up dying, all his lovers end up dying, and then both Catherine and Elena choose Stefan over him. Think about how much that has to hurt, for him not to feel like he’s loveable or feeling like he’s just a jinx to anyone that he loves.
I am a Delana for a main reason. Damon chose Elena over everything multiple times, even Stefan a few times. When Elena put herself in danger it was always Damon there for her in the aftermath. Sure Stefan was there when her parents died, but Damon is always the one checking up on her after everything is over.
He almost reminds me of an unloved child :/