Heh. It's possibly I identify a little too closely with Sam's loneliness when he was in high school, the sense that he just wasn't like anyone else and that there's no point in even trying.

Dean's plight is just that much more visible than Sam's, you know? He's the broken boy with the dead mother, the one with the abandonment issues and the guilt complexes. It's easy to feel bad for him (and boy, DO I!), and so much easier to dismiss Sam's misery as selfish entitlement, when it's really not.