The Matchmaker

Sam finds a little out of the way diner that he comes to like very much and he befriends the owner, a guy named Cas that inherited the diner from his brother. Sam also likes to meddle in his brother Dean's life, and he get it in his head that Cas would be perfect for his brother. After being brothers for more than three decades Dean is able to read his brother and he knows when Sam is trying to set him up, and he always stays a step ahead of him. Until now. Sam steps up his game and finally gets them in the same room together when he throws a party for his wife Jessica's birthday.