David_Gerard comments on "Stupid" questions thread - Less Wrong
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Of course it always depends on your preexisting relationship and other factors. You always have to calibrate to the situation at hand.
A lot of people automatically form images in their mind if you tell them something to process the thought. I know the girl in question from an NLP/hypnosis context, so she should be aware on some level that language works that way.
In general girls are also more likely to be aware that language has many lavers of meaning besides communicating facts.
Yeah, sorry, I should have garnished that more. "Without knowing more context ..."
I think that a good lesson for all kind of flirting, there no one-side fits all solution to signal it but you always have to react to the specific context at hand.