1) Not exactly what you asked for, but Kasmodia's absolutely brilliant Wincest fic The Little Things (http://kasmodia.livejournal.com/32044.html) features Dean with a "private" problem. The fic is utterly gorgeous, and if you haven't read it, I seriously recommend it.

Summary: What makes Dean Winchester the cocky, promiscuous and utterly adorable bastard that he is? Sam thinks he knows his big brother better than himself, until he accidentally lays Dean’s most closely guarded secret bare. The discovery not only forces him to deal with a whole new bunch of unexpected issues, but rekindles feelings buried long ago. Traveling the US, the brothers need to come to terms with each other, and learn to trust each other on a whole new level. Set during season 6 before the wall crumbles.