not really bitching -just need advice

I live in a big city- I am cute and have a good personality- think I am shy or something seem to have a hard time with the whole dating thing. Anyhow, I met a guy via my work about 8 months ago. He was from another state and under my work circumstances, it would not have been appropriate to act on anything. I saw him once and forgot about him pretty quickly- figured I wouldn't see him again.
anyhow, the other night, I went into a new bar that has opened in my neighborhood. The bartender told me I looked familiar. He was really cute and being that I am hard on myself- just thought it was mistaken identity. We put 2 and 2 together and this is the guy I had met through my job. I no longer work for that place and he is no longer associated with it. He now lives in my same city. We chit chatted a little- I was with a female friend. He paid a lot of attention to me. But when we were about to leave, I was going to say goodbye and couldn't find him. Anyhow, should I go back there- if so, how long should I wait and how forward should I be? He is very cute but seems a bit shy although he is a bartender and I am sure he gets plenty of attention but I don't want that to psych me out too much. A little advice from some other chicks.