This Sam Winchester photo contains
street, city scene, urban setting, and business suit.
There might also be
brownstone, well dressed person, suit, pants suit, pantsuit, fur coat, fur collar, and fur accent.
Sam wants Dean to see who he really is, he wants him to appreciate him and love him back the way he loves him. Wincest is definately implied, though it's nothing major. You could look past it if you wish.