Ditto. The guy comes across as way too suspicious for me.
Admittedly with Anna's complete and utter lack of romancing skills and tendencies MG Night Sky is probably one of the best bets for romance. For the simple fact we probably won't start it on our own in character, and MGNS is probably the only one who is blunt enough for us to even notice what is going on. Admittedly we would probably interpret casual skinship/sexual harassment as interest if that were the case, but it is a plausible way for us to start one.
Anna's social skills are really bad in retrospect.