User blog comment:KillRoy231/One thing that always bugged me/@comment-98.115.189.149-20200205181037

Something that bugs me: If Dean is Michael's vessel because they are alike, and Sam is Lucifer's because they are alike, WHY does Lucifer keep picking WIDOWERS (and made sure Sam lost Jess, and Nick lost his wife)? Has Lucifer been pining for Amara all this time?

Castiel was sent to get Dean out of Hell, and expected Dean to be able to hear his radio static etc voice. When Castiel/Jimmy finally met Dean he was shocked to realize Dean had no faith. Was Dean supposed to be Castiel's vessel, but Dean's lack of faith made them a mismatch? Was Michael a better match because Michael had lost his faith too?