Our expert says:
The internet is a great way for shy people to meet each other, but as you have found, this doesn't necessarily mean that they'll have fun when they get together realtime. Dont the two of you have any shared interests ? In hobbies, work, studies, politics, movies, music, whatever ? If you both have problems with shyness, either or both might want to consider seeing a counsellor to improve scial skills, self-confidence, and reduce the shyness.
But if you really like each other, the silences don't needo to be uncomfortable, and he should be no more likely to become bored with you, as you with him. And it's as much his responsibility to make conversation and make you feel comforable, as vice versa.
If nothing else, maybe start talking about your different experiences of shyness, and awkwardness in making conversation ?
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