I would have to say you seem to be focusing to much on canned materail, you say you started recently so if this helps you feel more comfortable running your game its cool but you do not want to keep using alot of canned material further down the line.
The reason i say this is because you ask if its ok to go to 'normal convo'...of course it is! you say your a witty fun guy, show her that, be yourself, the easiest way to nClose is to find something you two have in common and set up a day 2 based on that.
You find the cominality through a normal convo, dude just stuff like
YOU-'so what you been up to today'
HB-'uuuum nothin'
YOU-'comon you gotta be more intresting than that(pause)'
HB-'well i was playing vollyball down at the beach earlier'
YOU-'I LOVE vollyball, i used to play in high school, i like playing at the beach...helps me with my tan, u know
'later in convo
YOU-'Alright i gotta go, we should go play vollyball, mabye on friday or sunday, ill have too see when im free'
aaaaand.....nClose.