===[[8.12 As Time Goes By]]===
After meeting their grandfather [[Henry Winchester]], Sam finally understands what the cupid was talking about when he told them how their parents were brought together: [[Heaven]] was bringing the Winchesters and the Campbells together, the brains and the brawn of the supernatural world.
[[Metatron]] tells [[Castiel]] that the second trial required to close [[Heaven]] is to obtain the bow of a cupid. Metatron has ascertained that Dwight Charles - a bar tender - will be shot by a Cupid's arrow. He and Metatron start watching Dwight, but [[Naomi]] arrives and abducts Metatron. Castiel turns to [[Dean]] for help. When they see a delivery woman, "[[Gail]]," arrive at the bar, they think she will be the one that Dwight falls in love with. However she is the cupid, and she causes Dwight and his regular customer Rod to fall in love.