I think Sam shares more qualities with Mary than Dean does. They both wanted to go their own way, be independent of their family and have a life of their own.
Dean wanted a family, like Mary did, but he wasn't willing to take that step away from his existing family in order to get it- like Sam and Mary were.
Dean wanted a family, like Mary did, but he wasn't willing to take that step away from his existing family in order to get it- like Sam and Mary were.
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