No offense to Kripke, but it has to be said: Either way, it makes a lot more sense that way. From the very start of the series it’s been Sam trying to escape the hunter life they were raised in and settle down with a family, while Dean has always been a hunter through and through – and hunters do not usually die in their lifetime. old age beds. In the pilot episode, Sam has a girlfriend he loves and a career plan, which is taken away from him when Jessica is killed and Dean comes to ask for help. When Dean spent a year in Purgatory, Sam found another girlfriend, Amelia, and a dog, and tried to settle down.
But when Dean spent a year living with Lisa and Ben while Sam was gone, he didn’t adjust too well. He was always out of breath, looking for things to chase, never quite settled. While he doesn’t appreciate Chuck’s rejection of him as a “killer,” Dean has always gotten more out of his hunting life than Sam, taking satisfaction as a call and even enjoying certain aspects of life on the go. road. Dean was his father’s son, and a born and raised hunter; Sam took a little more after their mother, with more of a desire to be able to let go of this life and rest.
Of course, Sam doesn’t necessarily give up on the hunt all together, as we see him answering a call for help on “Dean’s other phone.” He is also presumably married to another hunter. The writers have carefully set up Sam and Eileen’s relationship throughout this final season, giving Sam a possible future family. Whether the actress is unavailable or they’ve simply made the choice to just focus on the boys and Bobby (and, randomly, Jenny the Vampire) for this finale, the woman blurry in the background as Sam plays with her. her son could easily be Eileen, as she appears to be the right height with the right hair color, and Eileen is as much of a hunter as the Winchesters. So Sam is probably still hunting – but maybe it’s only part of his life now, rather than all of it. The way he left the bunker and turned off all the lights certainly suggests he doesn’t live there anymore, and maybe he’s exploring other things as well.
While Sam was carefully set up with a future family all season, Dean hasn’t had any truly meaningful relationships outside of Sam, Castiel, and Jack in years. While he was a rampant womanizer in previous seasons, that was later toned down and his last romantic interest was Amara – and it was a rather complicated relationship. When Castiel tells Dean “I love you” and sacrifices himself two episodes before the end in “Despair,” it’s up to viewers to decide if he thinks it romantically or platonically – but that’s undeniable, Sam being his. brother and Jack his substitute son, Castiel is by far the closest thing Dean has had to a love interest in years.