Cloud and Dingo haven't really hung out before, because they are kind of different in a lot of ways.

Cloud is smart, nerdy type guy, who often hides just how strong/fit he is by avoiding situations where he could appear as strong. Cloud also has a hard time understanding emotions and feelings, but he's sometimes very in touch with those feelings, and has been working very hard to understand feelings and emotions.

Dingo is definitely strong and shows it off when the chance arises, but he's also very smart in a lot of things, but hides that by avoiding situations where he could apply his knowledge. Dingo understands feelings, but has a hard time stepping out of his comfort zone.

So it seems odd that it'd be these two would become drinking buddies! But it seems Cloud is helping Dingo relax a bit and be comfortable! Kind of cute honestly!