Chance, there have already been some excellent posts, so I won't repeat what they have said so well.
One thing, though, in your original post - he's from a conservative family, and that weighs on his mind.
I went through the same thing, agonizing over that for several years, wondering "what will they think? what will they say? how will they react?"
Through a strange series of circumstances, I ended up coming out to one of my sisters, before I had actually planned to. We were always pretty close. She actually cried, and said "I cannot imagine how hard it must have been for you all these years, having to be two people. You have to come out. You have to do it now."
I thought about that conversation for a while, and started asking myself, "If my family really loves me, will it make a difference? If it does make a difference, what is more important to me - to be who I really am, without them, or to keep letting them love a person who is not really me?" That's what really made up my mind. I mentally prepared myself to tell them "I'm gay; I'm still the same person you've known all our lives. If you're ok with that, great. If you're not ok with it, have a nice life without me." It went well, we all get along great. But I really was prepared to leave behind anyone who would reject me simply because they learned that I was gay.