I'm going to be in college next year and I've never been in a relationship before?

I'm shy (I'm not ugly, but I am socially awkward). I've never even kissed. If at some point a guy does ask me out, should I tell him that I've never been on a date before? I don't want to, but I don't know if pretending that I have already would make it even more awkward. Also, how nerve-wracking is a date and a relationship in general at first? What is expected of me in these situations? I have no idea at all.