As a shy guy myself, I learned a great technique for practicing your game. Go to the female barber instead of the guy. Conversations are real easy because you don't have to face them all the time. When she asked what I wanted I said "You know what I'm not sure. I always get the same thing and was wondering what you think". You could tell she never gets this and was all flustered. It was the best haircut I ever got. She even gave me some tips. She said from a girls perspective it looks better when the guy leaves his callick in instead of shaving it out. Our conversation ranged from college to the olympics, to me saying how much I love the feeling of getting my head shaved with hot shaving cream (she loved this for some reason). There are so many things you can talk about to a female barber, its so easy. Everyone was listening to our conversation and joined in a little. I had her laughing and talking all fast like she was nervous or something it was great!