Sam Meets Castiel For the First Time (Episode 4.07 “It’s the Great Pumpkin, Sam Winchester”). This is a tiny moment, but I love Sam’s first meeting with Castiel. He’s so incredibly overwhelmed to be meeting an actual angel that he completely stumbles over his words. Then there’s that totally uncomfortable moment when he tries to shake Cas’ hand and the angel just stares at him. This scene always reminds me of the scene in episode 6.12 where Cas goes to hug Sam after he gets his soul back, but Sam rebukes him. I love the somewhat awkward relationship between these two.