Lean on your friends a little if you trust them enough to set you up. They know you well and understand the challenges you face in meeting new guys, so a blind date could turn out successfully. When you do land that date, there are a few ways to reduce the anxiety you might feel. First of all, decide what kind of date would suit you best. Perhaps you aren't a big conversationalist - start the date by going to the movies, which will give you two hours to spend together in silence, then provide a conversation starter for whatever you decide to do afterward. If conversation comes to a standstill, then just remember that just because you don't like talking about yourself, human nature dictates that most people do. Ask questions about him - start with his upbringing, cities where he's lived, his occupation, and anything else that enables you to get to know more about him. Be sure to gauge whether or not he reciprocates by asking you questions or if he simply enjoys talking about himself.