Sometimes being involved with the Captain sucked because what he really wanted was to join 'Jon' at one of the villas he was talking about and spend time together. Instead, he was going to go out with Malcom and while he knew he'd have fun it wasn't the same. The whole fraternization thing aside, what he and Jon had was a casual involvement that added to their already close friendship. They decided they would keep what they had together private. It was fine most of the time and left them free to socialize as they wanted, but it still sucked.