Dean Winchester would have loved to say that he lived 'happily ever after' with Baileigh, Sarah and Ryan, retiring from hunting to live 'a normal, apple pie life'. But if there was one thing Dean had learned over the course of his life, it was that there is no 'happily ever after' for a Winchester.

Instead, his life was 'happily-every-so-often', whenever cases dried up and he had time to go home and visit his family. Sometimes, he made it back home for holidays or birthdays, occasionally, he'd be around for a hockey game or school concert- he never thought he'd be that guy, racing from work to catch the last few minutes of a school concert. And on very rare occasions Dean even managed to squeeze in date nights, and when he was very, very lucky, even family road trips.

Knowing the life he left behind made going back to work harder with every job, but he and Baileigh agreed that his place in the world was on the road hunting with Sam- at least until Heaven and Hell were shut up tight. Sam tried to make life on the road easier: he often pretended to fall asleep on long drives so Dean could call home and catch up, and never complained when Dean needed to make a family related detour.

Dean Winchester never got down on one knee to offer Baileigh a ring, and never stood in front of a gathering of their friends and family to proclaim his love for her. In fact, Dean's family didn't even share his last name, but they were his and he was theirs. And if you met him on the road and asked him about his family over a pint, he'd raise his glass and say, "I'm one lucky son of a bitch."