Wow... "rubbing her hair"... that is a very sensuous choice of words. At least it seems so to me now, and I admit to being a little on the hypersexual side this very moment, in terms of feelings rather than actions...

I think that if are able to put together words so well (I can instantly picture your hand very tentatively reaching for her hair... her hair being a little messy from the wind outside... yup, very erotic and so simple...), you should do well with women.

In terms of dating etiquette, I can tell you what I know, mostly from reading about it on here and on the Relationships forum where you did post. No, I am not a virgin, but I had not formally dated until a few months ago - all the previous relationships landed in my lap without my trying to find them. So now I am more or less formally dating, from time to time, and have not had sex, but did kiss a guy just a bit and held hands with him after a few dates, on my own initiative.

So from what I have read - there are no rules, other than "no sex on the first date", but you are not in danger of violating that one. And I think that you cannot go wrong with waiting for a sign from the lady. There is also the approach of asking for permission in a gentle way - say "Can I give you a hug?" with a nice smile before saying your good byes after an evening together will NOT make you come across as desperate - that I guarantee.