Gabriel loves messing with Sam
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Right after Amara gave Dean his mother as a gift, Chuck decided to give a present of his own to his family. He chose to bring back an archangel, to guide the angels and unite them, to teach them how to love humanity and to rule Heaven in a fair way.
He never considered the possibility of Gabriel refusing his task. But, Gabriel being Gabriel, all he cared about was going back to Earth.
In the meantime, on Earth, Sam and Dean Winchester were the only ones left to take care of Lucifer's son.