So, basically you're upset that he may be shy, and you may be shy, and that neither of you can seem to manage to get out of your own damn way and ask the person out.
Look woman, wither you grow a ****ing pair and actually take the responsibility to ask for what you want in life, or you have to learn to live with the disappointment that men cannot and will not read your goddamn mind.
"Well, then," the Cat went on, "you see a dog growls when it's angry, and wags its tail when it's pleased. Now I growl when I'm pleased, and wag my tail when I'm angry. Therefore I'm mad."