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Keep in mind that you shouldn't only be escalating. You should be breaking report too. If this girl is cute, you are doing exactly what every other guy does. Tries to get as far as possible without being creepy.
You should be different. You should be fun and flirty, and should escalate but you should also show her that she has to impress you. When you're holding her hand ask her a question. If she gives you an answer you don't like, playfully throw her hand away and say "oh wow, I thought I knew you, you're losing me now" It's an old school move but it works. She will go from "letting you" hold her hand to feeling wierd that you aren't letting her hold your hand. It turns the balance of power so slightly. If she was really into you, she will reach back out for your hand later on, because she will be thinking "damn did I really screw this up, why doesn't he want to hold my hand". Later on when you go to grab her hand again she'll be thinking "oh awesome, he still wants to grab my hand.".
Always keep her on her toes. And never underestimate the fact that girls like to be challenged sometimes. If you break report it can create attraction and can make her feel like she has to chase you, because she's not used to a guy not chasing her.
Admittingly, breaking rapport is something that I'm not very familiar with.
Could you go a little more in depth on what rapport is, how it is built and how it can be broken? I'm mostly concerned with WHY it works in the first place really.
I feel like what you're describing is when you behave in a way that makes the girl question her own actions. Almost like you're showing her your disapproval which makes her second guess whether what she did was right or wrong.