The residents from the apocalypse world try to reason with Sam on why it's not a smart idea to go after Dean despite Sam believing his brother can still get through.
Sam losing his shoe on Supernatural Season 3 Episode 3 was the best. The poor guy was cursed by a rabbit's foot, and his luck just keeping get worse and worse.
Sam's aversion to clowns can always provide a few chuckles, but when he was getting chased on Supernatural Season 7 Episode 14, the absurdity of it all was good for some giggles!
Dean getting his Braveheart moment and using the speech from the movie was icing on the cake of a highly engaging episode. If anyone ever asks you why you can't stop watching Supernatural, just show them this one moment and walk away. Mic drop!
Dean's response to everyone's names never fails for a laugh. It was the moment that made it clear Supernatural doesn't take itself too seriously, and it's OK to laugh at some of the things they do.
Who else couldn't get over Sam's version of events in Supernatural Season 2 Episode 15? The whole conversation with Bobby, Sam, and Dean was comical, but Dean just continuing to pop candy in his mouth will be an image you can never forget.
A lot of people would single out Dr. Sexy, but you have to admit those over the top opening credits of Sam and Dean "investigating" were hilarious especially them riding the bike.
Why do they call this place The Empty? It's full. It's full of sorrow and despair playing over and over again of angels and demons dreaming about their regrets. Forever.