Even when Sam and Dean have tried to part ways they always find a way to continue fighting the good fight together. They really are destined to be the ones who try to save the world.
It's been a running joke for the past thirteen seasons of Sam being the more sensitive one of the two. While Dean gives Sam a hard time he still lets Sammy hold on to who he truly is.
They had an entire musical written about their brotherly bond. I am pretty sure this alone makes them top billing as the best siblings currently on TV. Who else has had a musical written about them?
A lot of people would cal Dean refusing to close the door to hell as selfish but Dean has never minced words when it comes to his brother. It's always just been Sam and Dean against the monsters of the world.
Remember when Sam was excited for Christmas but was quickly disappointed when he found out their dad wasn't going to be there? Dean took it upon himself to get Sam a gift -- though he stole it but it's still the thought that counts.
Sam and Dean are willing to work together on a multitude of cases but it's the various identities they have gone with over the years which makes them the best siblings on TV.
Dean made a deal with a crossroads demon in exchange for Sam's life. Dean's love for his brother knows no bounds and he wants to see his brother live his life.
Pretty sure that this is everyone's favorite iteration of Dean Winchester. Demon Dean only lasted about two episodes but even in that amount of time there was a change in his style of dress that lasted throughout his darker Season 9 arc. Like Will Graham, Dean Winchester is mostly seen in jeans, flannel and hiking boots, reflecting his Midwestern roots. During the darker season however, his shirks all of the above for slimmer, black jeans, leather and darker toned t-shirts. Since he is very firmly not a demon for most of Season 9, this change in costume style seems more so to reflect his darker mood as he deal with the curse on the Mark of Cain. We have to say though, leather jackets definitely look good on this character.
Why do they call this place The Empty? It's full. It's full of sorrow and despair playing over and over again of angels and demons dreaming about their regrets. Forever.