Yes, Alikat, we are on the same page and I, like you, am trying to help the best I can. Sometimes the reality is not always easy to take, or to write. I don't have much problem with him seeing if his lost love is available and interested. The problem I have is I don't think he has the skills to "get the girl" and he probably doesn't even know where to begin. That is why I recommended the Joe Land CD Gaining Confidence with the Opposite Sex; Patti Novak Confessions of a Matchmaker tips on her website and watching her show; the Dr. Phil Books Self Matters and Life Strategies and Ellen Kreidman's relationship programs. Beyond that, I would recommend Tony Robbins, many of his programs are good.
There's fear, and then there is fear itself. I am not equipped to help him with the latter beyond recommending good programs and/or a Psychologist.