There is this guy I like and I can tell that he is very attracted to me... so much so that I think I kind of make him nervous. We also connect on an intellectual level as well. I decided that I would ask him out because he is older and it might be weird if he asked me out. He said that going out would be fun, so I let him know when I am free and he never got back to me. I sent him an email and told him merry Christmas and he never replied... I know he is very busy at work right now so I am not sure if it is that or if he is really nervous and maybe I should have just set a time and seen if it worked for him... or maybe he doesn't really want to go out. I am not sure what to do. Do I wait for him to say something to me and kind of ignore him for a while? Do I just send him and email and say hey what about we do something together Friday and go from there?
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I'd give it a little time to see if he responds, usually though it would be a bit odd to start a message with specifics like times or days. The first message is to get a feel for if he is interested in seeing you in some way (be that as friends or on a date). If you've already sent 2 messages I'd leave it a week. Then if there's nothing coming your way you might want to either A. leave it (probably for the best) of B. send another message to try and get a response or catch him in person and pose the question casually then.0