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A play on the idiom "[kiss and tell]": "Kiss and Tell" implies a betrayal of confidence, typically (but not necessarily) when referring to an encounter of a sexual nature. While the phrase "A gentleman doesn't kiss and tell" was originally intended to end a [conversation] by making it clear that details will not be shared, it can also be used to infer that a [sexual encounter] actually occurred. 1) He honestly 'kissed' the girl, then later implied that he did by saying "a gentleman doesn't kiss and tell"... making him a sleezebag and not a gentleman. 2) He didn't 'kiss' the girl, then later implied the he did... making him both dishonest and insecure. 3) He did/didn't 'kiss' the girl but does not want to appear to be a sleezebag and wants to respect her privacy.
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