3. Gabriel
We first met Gabriel as the Trickster but came to find he was really an angel who just loves to mess with Sam and Dean. Gabriel has entertained himself by playing pranks on the brothers as well as by continuously making Sam relive Dean’s death (and also wake up to Asia’s “Heat of the Moment”) and even shoves the duo into a couple TV shows. Gabriel seems to be on the side of the angels in the beginning but then switches to side with humanity, but Lucifer kills him before he can be much help. The show’s creators must have a trick up their sleeve on how to revive our beloved angels.
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