Gabriel (Supernatural)

Gabriel is also known for his nicknames The Trickster and '''Loki. '''He was one of the four Archangels created by God, although he was the youngest among them, he was also very powerful. Gabriel appeared as the main antagonist of the Tall Tales and Mystery Spot episodes, both of season 2 and 3. And an anti hero in season 5, he also appeared in Meta Fiction as an illusion created by Metatron in season 11, he also appeared in season 13 where it is revealed that Gabriel had survived in the fight against Lucifer.

Season 3
In Mystery Spot, The Trickster (Gabriel), soon arrests Sam and Dean Winchester in an endless cycle of time. He forces Sam to see Dean dying over and over. With this Sam knows most of people's actions and words. However when Sam realizes that a man acted differently from other people and asked for something other than what he should ask, Sam then goes after him, only to find out that it was The Trickster in disguise. At first Sam confronts him, The Trickster says that since the last time they almost killed him and that it couldn't be like that, with that The Trickster says the move is Sam himself, and wanted to teach Sam a lesson. Sam then threatens to kill The Trickster with a snake. However The Trickster uses it power to get out of the situation. Dean is later killed by Carl when he was robbed. Sam then begs The Trickster to bring Dean back what does.