Interested again..how to go from casual to more?

So curious how to approach this… I’m 28 and interested in a guy again. Years ago (I was 21) we dated briefly few months tops. It was very casual, and we had sex one very drunken night. We never had any big fall out or drama just moved on. A couple years later after another drunken night we had sex again. It was more rebound take care of my needs type of night. We always seem to be attracted to one another whether drunk or not, and we circulate in the same group of friends so its not as if this happens every time we have hung out. We have always got a long great.I honestly have never been the girls that sleeps around drunk or sober. He was a lucky one LoL My problem is we have hung out a few times recently both after drinking and sober, and done nothing more than kiss. We are now texting more and more frequently, but of course he is not chasing me like I am use to with other guys. I’m not chasing him either. I would like to see where things could go, but I feel like I’ve lost my good girl image now, and not sure if he would ever think of me than more than just a hook up. How do you get past casual sex that happened years ago to dating or even a relationship? I should also say that even though we have known each other for more than ten years we don’t each other that well.