[SAPPHIREblue]

I think you definitely shouldn't put pressure on yourself to flirt. If you met your last girlfriend on line maybe you should take that approach again. That way you get to know the person before you meet them and can be more honest about your feelings, hopefully letting her know you'd be interested in the possibility of more than friendship before you meet.
As other postees have said, flirting happens when you're comfortable with someone and I reckon all this "how to date" stuff is rubbish. Humans have managed to get it on for thousands of years without oprah telling them how. Just my opinion.