Tell me about it. Sometimes the only time we see the boy is at dinner.
Do you eat together? Some of our longest conversations are at dinner. I also find that car rides are good places to chat. Let him plug in his iPod or choose the station and ask him about the songs/artists he likes. He doesn't have to look at you, so it's less pressure. I've been known to stop by when he's doing homework or playing a video game and just ask him what he's working on, what game is he playing, what level is he on, etc. Just trying to show interest in him. I don't think he wants the same warm fuzzies that his sister does anyway. But overall, he does his own thing. We just want him to know we're still here for him, and he does come to us when he needs us. I bet he knows you're his cheerleader, it's just that he's, well, a teenage boy.