Why won't he admit his feelings for me?

Very strange situation. I think it would be in your best interest to not bother confronting him, and just fire the dude all together. Why? Because if he does like you, why would you want to be with someone that unassertive? You want a man right? Well a real man if he likes you will set up a second date with you, and should ask you out instead of taking three months to do so. Forget confronting him, shut him down. That's my opinion, none the less that leaves the question unanswered. It seems very strange that he flirts with you on the phone, spends 2 hours talking to you and yet has failed to ask you out for a 2nd date. He may like you, but I think he's playing you. I think he either has a girlfriend, or is dating other girls and you are the back up plan. He may like you, but not enough to be his first choice. So in case things don't work out with the other girls he has to keep you interested and string you along. He may have a girlfriend, and is just looking for something on the side. If this is the case, you haven't been out a second time because he has to spend time and money on her, leaving none for you. If he plain old didn't like you I very much doubt unless he just wants to be friends with you he would flirt and spend 2 hours on the phone talking to you. I don't even spend two hours regularly talking to girls I'm just friends with. I say the dude is most probably stringing you along and you are just a back up plan. I would simply just disappear. Don't answer when he calls. Don't return his calls. Don't confront him. If he is playing you, you not communicating with him will send a clear signal. If it turns out that he's just a shy, unassertive male, and is jokingly asking you out to test the waters, your not responding to him will most likely give him the motivation he needs to man up and ask you out. When he leaves a voice mail saying he wants to take you out, then and only then should you respond. If likes you, but is just too busy to fit you in somewhere, fire him. Why? If he's too busy now, he probably always will be, and you will end up being neglected, and sitting home alone most nights anyway. I hope this advice helps you. Please let me know what you decided to do, and how things turn out. I'm interested to know.