Many siblings would generally peace out if they found out their brother or sister didn't have a soul, but Dean stood by Sam and made sure he was able to get his soul back. Did it cause Sam to go insane when the walls fell down? Yes, but Dean's heart was in the right place.
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.
One impulsive decision could change a life on the season finale of Supernatural. "Let the Good Times Roll" is the 23rd episode of the show's 13th season.
