Pardon me for butting in this thread but it has helped me realize that my big fear is that I'd be all "I am going to miss you" and it will force him to act like he gives a crap, when in reality he is just waiting for me to leave his office so he can be done with me.

Just thinking about it is absolutely mortifying. I don't want to force myself on anyone like that. I certainly HATE it when people do it to me.