In the story, "Silky Bob" had so much trust for his friend Jimmy Wells and apparently cherished their friendship, so realizing that the first policeman whom he had a chat with was actually Jimmy Wells, would have surely upset him.
The two friends made an appointment to meet up twenty years later at the Big Joe restaurant. Unknown to Bob, Wells was now a policeman who immediately recognized him as a wanted man in Chicago. Instead of directly arresting him, he sent a plain-clothed police officer to arrest "Silky" Bob. This must-have upset Bob.
