The ear tickling isn't really about hearing exactly. It's more like an emotional response. Tickling someone's ears is another way of talking about someone flattering someone or simply telling them what they want to hear, regardless of whether it is true.
A man tickling a woman's ears would be one who is feeding her lines that he knows are what she wants to hear from him without being truthful. There's also the implication of being drawn to what someone is saying because you find it pleasing. The saying is purely figurative and doesn't really involve the sensation of hearing something audibly...you will be able to discern whether this is happening if you pay attention to what is good and true more than to what you want to hear, and also if you wait to make him show that heis sincere.
