I have the feeling you are overthinking things a little bit too much, you are making it very difficult for you. Of course at the beginning you are going to feel more confident using routines but at some point you have to transition. Just do or say something that you feel comfortable doing or saying, don't try to be someone that you are not.
This is social dynamics, there are many different ways of getting the same result.
You can check these 2 videos that can help you out, the 1st one has 11 tips to improve your daygame and some tips you can use for nightgame too.
http://www.youtube.com/watch?v=BWeQJmdHTns&feature=plcp
This video is about number closing. Remember that it can't/shouldn't be your main goal when you go out.
http://www.youtube.com/watch?v=7oga02d8z1M&feature=plcp