Do i need to test him to see if he would get jealous? 10 points!?

So far I'm not getting a great impression of this guy. If you're genuinly interested in this guy and would like to date him, you should confront him and ask him "are we dating now or what is this?", it's pointless to have games like trying to make him jealous or ignoring him and so on, it'll only make things confusing. It would be a lot easier to just ask him and find out. And you wouldn't want him to use you just for sex, if he has a reputation, there's a risk of that and you might get hurt. Ask him where you stand, you have the right as the woman he's sleeping with to know if this is just a friends with benefits type of thing or if he is interested in dating you and having a relationship.