Randal was a smart and sophisticated guy. He was an expert at finding people's weak spots and saying something ironic about them. Also, he was good at pretending that he didn't mean it.
He and Anna were just being sarcastic with each other. He just implied that her relationship with Wayne wasn't solid. The problem between them was not Charlotte, but themselves. Also, he said they broke up because they weren't that in love with each other in the first place.
However, Anna was also not shy. She rolled her eyes at him as he talked, and then mocked him for falling in love with a straight guy. She also said that he was naive to think he could turn a heterosexual man into a gay.
In short, neither of them was willing to admit defeat in comparing who could be more sarcastic.
Then, Wayne appear
