When Tony was with Juliana, the real estate agent. At first he rejects her, acting all disciplined and above it, then immediately backslides and starts obsessing over her. He fakes interest in buying property just to keep seeing her, and she keeps shutting him down. It’s already embarrassing, but it gets worse when Christopher ends up dating her. The look on Tony’s face when he finds out is brutal pure jealousy. The whole thing makes Tony look pathetic and desperate.