I also kind of like shy/quiet girls but am also shy myself. I had a not so good experience with a shy girl awhile back. Last year I was actually able to work up the courage to ask one out to a movie. She seemed really happy that I asked her and said 'ok' and so we went on the following weekend. I was late picking her up because I had trouble finding her house but we went. We ended up not really talking that much in the car. I kept trying to think of things to talk about but whenever I did she would never continue the conversation and it always just died. We ended up being late for the movie so we were going to wait for another movie to start but had to wait an hour. So we went to the mall that was across the street and walked around for awhile. Both of us still pretty quiet. We just kind of walked around cause we both didn't really have anywhere we wanted to go at the time. We eventually went to the theater to see the movie. I bought her a ticket (she seemed happy about that cause she was about to buy her own right before I did it). We saw the movie, didn't really talk during it. Afterwards just the bland exchange of "that was pretty good. what did you think of it?" and just "it was good." as a reply. Drove her home, said good bye. that was it. kinda a sucky night to say the least. i tried to do my part in communication but never really got anything back for it to be worth anything. so you really need to find someone with the right balance of quiet and charismatic.