To answer you're first question, yes he sounds very sensitive which means you're probably going to have to try and hold your tongue in the future if it might upset him. Second, I'd start by talking with him about it. Tell him you didn't realize it would hurt his feelings(maybe reword it to make him sound "manly" or he might get defenseive) and that you're here for him if he ever needs you. Let him know you care and that you're sincerely sorry for the way things came out and I'm sure he'll trust you again in no time. Like I said though, just be aware of his sensitivity in the future because he'll probably take it even worse the next time around. Good luck = )