Okay, I like this guy, Tootie, and he likes me, but the problem is we are both frightfully shy, so we really don't talk much, and when we do it is awkward like we're both afraid we'll say something wrong. I don't want to lose him b/c I really like him, but I want communication.. Will it ever lose it's "awkward beginning?"
Well someone has to just be bold and take the risk of opening up and breaking the ice. It sounds hard, but trust me, it can really be worth it. You have to assess how much this means to you. If he isn't willing to communicate due to shyness, then you have to decide whether it's worth allowing to slip away due to that. Maybe if one person carries the confidence, the other will feel more comfortable in time and really open up.
Are you guys friends, or just distant admirers?