"Somewhat shy" can be a real handicap in today's world where people are forever connecting socially--often through technology, but then sometimes with actual meetings. I'm shy, but I'm okay on PC. Drop me into the middle of a party, though, and watch Wallflower here start edging for the nearest exit.

I was a theatre major & learned how to play the part of a not-shy person which I can pull off now IRL. But what I learned is that there's a lot of serious reasons behind why a person is shy. I've since worked on a lot of them in therapy. I don't know whether this is something that would interest you or not. I'm not talking about years & years. It could be a shorter time.

Other than that, dating is the same old game it's always been. Find places to meet potential dates or find people who know people & will introduce you. But neither of those help much when you're shy.

Sorry, I know you were hoping for something faster & easier.