Dream & Sam Winchester
"I did once." Sam sighed. He'd tried. With Jess. But he'd been away from his family then, so he hadn't been truly happy. And after Jess died, well. All hope of ever being happy pretty much left Sam.
He'd had happy moments. There were weeks and even months at a time when he'd been happy. But not fully, not truly and soul-deep. That wasn't for him. He didn't need Destiny to tell him it wasn't in the cards; he knew it wasn't.
"I mean, I guess that's the point of art, isn't it?"