Well so far Caleb's flirting has got him no where with everyone and I don't really see that changing too much, unless he gets surprised by someone. I don't know how much their paths would/did cross either to be honest, am sure there would be the smile and flirt at first (so long as they weren't in the middle of a mission, he does remain professional then and when working). Friends then, maybe one of them friends you have that even if you don't speak to them for days you can pick up immediately where you left off next time? Something like that? LOL.