Today, I found out I got a hit for the inquiry "should I tell my fiance i kissed a man."

Upon reading this, I scratched my head.

"Fiancé" denotes a man, so one may deduce that the troubled party would be female, as the fiancée. (Perhaps our lovers are two men -- it is the twenty-first century, after all -- but what would be so remarkable about a gay man kissing another man?)

So. Naturally, those who have made public declarations of commitment to one another would be very sensitive to actions that violate those vows, so the question itself is not so remarkable. It is the gender-specific wording that is so strange. Not a person or someone or somebody, but a man, exactly. Presumably, in the engagement between a man and a woman, were either to break faith, it would respectively be with a woman and a man. To reiterate a presumed fact suggests it is unusual, unexpected, to be noted.

The single situation where a woman would find it difficult to share that she had kissed a man -- a man and not a woman -- is if she were a lesbian; yet here she cannot be one, as lesbians do not have fiancés ... unless they are pretending not to be lesbians, but that is also impossible here; in a situation where a lesbian woman is feigning heterosexual impulses, her fiancé cannot be surprised that she would kiss a man (although he may have objections about the situation in general). What on earth is going on here?

Yes, you should tell him.