One of the greatest things I learned from Neil, Mystery, and the like, was to always have little games to play with girls when the conversation runs thin. These games keep things interesting and they keep the conversation light and flirtatious.
It this video Neil demonstrates the 5 questions routine. A simple stupid routine, but good in the fact that you can use at a bar to further a conversation with a girl. A great trick as Neil says, is to always make a bet with the girl for something. It can be anything from a drink, making her do something embarasing, or if the kino is there, the IOIs are there, a kiss.
Here is Neil Straus doing the routine on a woman.