1: Innocence
Sam was 4, he was 8 and the man was 48. Dean knew what he wanted from Sam and just made sure he wouldn't get it.
No matter what else the man took. By the time the man finally left him alone Sam was sleeping peacefully and Dean was bruised and bleeding.
2: Pride
John hadn't had time to grocery shop before he went on his next hunt. Dean watched Sam finish eating the last of the Lucky charms, the entire while planning how he was going to get them more food. He put Sammy to bed then went out. When he got home later that night, Sam had food and Dean had lost his pride.
3: Fear
When you're faced with a werewolf tearing off your arm and losing your brother you have to make a choice. Dean choose easily. He didn't allow himself a moment to fear the growling beast before him. He didn't realize until the next hunt when he threw himself in front of an unmanned vehicle to protect his Sammy, that he simply couldn't fear anymore. Not for his well-being at lest.
4: Love
When love become an obsession that was impossible to break, Dean knew he'd just lost.
He couldn't look at his brother without wanting every inch of him.
He couldn't share a meal without wanting to wipe away the crumbs with his tongue….he couldn't live without wanting him. So he buried every emotion that could love and only allowed himself one night stands.
Every once in a while he'd meet a woman he could imagine loving, then he remember he couldn't. That too was lost to him. So long as his brother breathed air, and probably after that as well, he couldn't love another.
5: Future
He sold his soul for his brother. The thing that surprised him the most was what an easy decision it was. Yes he was scared, but when it came right down it, it felt just right.
After all he gave everything other part of himself up for Sam, why not that as well?
It already belonged to him.