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* [[Bobby Singer]] (deceased) - Surrogate father figure to the boys from their childhood. He definitely considered [[Sam]] and [[Dean]] to be his sons - "As fate would have it, I adopted two boys. And they grew up great. They grew up heroes."<ref>[[7.10 Death's Door]]</ref>
* [[Castiel]] - Dean said that Castiel is like a brother to him.,<ref>[[6.20 The Man Who Would Be King]]</ref> and that he was a brother. <ref>[[11.23 Alpha and Omega]]</ref>
* [[Jessica Moore]] (deceased) - Sam's girlfriend while he was at [[Stanford]]. He was about to propose to her when [[Azazel]] had her killed by [[Brady]], in order to force Sam back into hunting.
* [[Lisa Braeden]] and [[Ben Braeden]] - Dean had a brief affair with Lisa when he was young, and he looked her up when he was in his last year following his deal with the [[Crossroads Demon]]. Dean returned to them following Sam's sacrifice to imprison [[Lucifer]]. He lived with them for a year. Eventually, he asked Castiel to wipe him from their memories, due to the danger and violence he felt he bought to their lives.
