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He is running the standard mystery stuff. He is indirect approaching, asking a opinion opener. I think he was using the difference between hot and cute. It would happen within the first five minutes, while he was still in attraction.
Interesting... I see this as either a string of bad timing, where he just happened to approach at a time when an obstacle was away, giving her the opportunity to blow him out when she returned... Or perhaps his routines thoughts and plans are saying indirect game, but some other part of him is saying direct game... perhaps his body language, tonality, perhaps as Rye Lee said hes paying more attention to the target directly.
If this is more then just a string of bad luck, then I'm putting this on congruency. The reason why MM works for Mystery and SS Works for Ross and (typically) direct game works for a natural is congruency. If someone has a frown nad tears in there eyes and they claim to be happy, not sad, or "ok"... you know thats a lie. Women tend to have very strong natural congruency detection skills because they need them for child raising... My guess is that something he is doing is coming across inconguently with his desired frame and therefore a part of the target/obstacle is thinking he seems a bit fake.
Ah Hobbit, now for the joy of teaching... you now get to analyze all of his non-verbal ques until you pin-point the incongruency. Have fun, and rememebr it'll be worth it when you see him get that confidence that only comes by being a closer.