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A lot has to do with the level of your tolerance for rejection. But rejection isn't to be feared as much as most guys think. After all, aren't you better off getting a "no" and knowing for sure than keeping on hoping in vain as you move along the periphery hoping to get noticed? IMHO you're better off being a bit more direct (in a nice way) and getting a definitive answer. Then you know for sure whether to move on. The person up top who recommended saying "I like you but seem to get tongue tied when I try to show you" is pretty much on the money.
Then again, easy for me to say because I'm not in your shoes. And back when I <i>was</i> in your shoes, I was scared sick of rejection.
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