Season 2: Episode 25: Brother
At the urging of his parents and Debra, Raymond reluctantly takes Robert for a night out, on the anniversary of his brother's divorce. The brothers begin a newfound bonding experience until Robert wants to get in touch with Ray's feelings. Later, Robert tells Ray how much the evening meant to him, and Ray lets it slip that it was his parents idea for him to take Robert out. This really upsets poor Robert, who walks out on Ray.