Best conversations are emotionally rich. Its all about feeling, and the curiosities/perceptions your setting up in her mind, about you.
I've travelled extensively for my age, so often when bullsh!tting the conversation will take that turn at some stage in reference. It sets up the worldy-man perception, the international player perception, etc. I'll roll into some stories of me with other women abroad, and how I had to jump on to a leaving boat (full movie style) in thailand, to get away from this cutie british/thai minx.
Illustrate value, humor, experience, etc. Bottom line... VALUE AND EMOTION!
Thats what you want your conversations to achieve.
Figure out the things you have going for you, that will achieve these 2 elements. Then let your creativity go to work and imagine some good fun questions that will lead the conversation in such directions.
For example in my case...
"So if you were a cool enough chick, and I was to give you a first-class ticket anywhere in the world.......... where would you go?"
That achieves many things.
A. Sets a frame of her wanting to be "cool enough" with me.
B. Tells her she "MIGHT" have the opportunity to experience some of her worldly dreams through me.
C. I have the status and means to pull some of that sh!t off.
D. Gives you insight into what her flavor/taste is.
E. Steers the conversation into a new direction (I CHOSE), in which I can demonstrate personal value (through my experience).
Sh!t like that.
Now... I'm not saying any of those perceptions have to be real. Cause its just a fun question to find out "who this chick is." Nothing more, nothing less. So, whether she wants to embrace the subcommunication of that question as real or not... doesn't matter... it will still be communicated (and to my advantage).
You want to set up something fun, bigger than life, adventure, mystery, hope, greatness, VALUE/EMOTION.
Another little thing I notice I do in conversations, when they go blank is... UTILIZE IT. They're like massive spaces of attention. EXCELLENT! A simple look in her eye... then kino... POWERFUL. It can be done in fun, or serious pimp sh!t. Whatever level your sarge is at.
Poke her belly. lol... sh!t whatever. It will fire up emotion, fun, and take her down a notch in feelings of potential insecurity.
Rub the back of your finger down her upper arm. Then a sexy genuine smile, with eye contact. Boom... OWNED.
Enjoy the interaction. No need to stress over if the technicalities are in place. Let feeling be your guide.
The ball-busting teasing dynamic is so great cause it achieves the 2 elements of emotion and value. Its fun and all the while expresses your a man of value. Your not sapping on her every word in AFC-eeking approval, etc. Its a lil feist.
Get yourself a few golden questions/stories/leading statements, whatever... that achieve the 2 elements, specifically catering to your character's value. Keep'em in your back pocket. When a pause comes... lovely. You have a thousand and one responses. And worst case... go Juggler's route. Just allow the interaction to have its silent pause. As you would with a real friend. If you can comftorably relax through it... and allow things to spark up again as they will... you've achieved a very powerful dynamic.
Peace'