Okay I consider most of the people I have created budding bonds with here to be of high intelligence. I need some literal advice and I do not trust to get it from my friends Real Time. Recently I posted about the passing of my young friend. In the process, I made contact with his family, his father reached out to me and I, being the type of person I am, offered anything and everything he or his family may need. We ended up meeting up for lunch. Herein lies the dilemma. He is obviously making a pass at me. He is asking me on dates now and calling me constantly. I cannot tell if he is merely mourning and needs someone to talk to, but he is rather obvious and is even bluntly asking me on dates. I have no idea what to do about this. I am not interested in him. I have made it clear that I am very picky and that I am single for a reason. I have done everything I could at a very delicate period in his life. We are Both mourning the loss of his son, but on my end, its crossed a line into awkwardness. I am set to speak at his sons funeral too, so this has to go on at least until after the services. I do not want to abandon him, but at the same time, I cannot figure out how to get beyond the obvious. What would you do if you were me? I cannot figure out how else to point out that I am not intersted. I have been literal. No beating around the bush. I even explained how rare it is I find anyone romantically interesting enough for me to Want to date them. At the same time, I know he is in pain and maybe, psychologically, he isn't in his right mind due to this fact. How can I remain a friend without allowing him to cross boundaries?