Have you ever kissed a man?

[Krisi]

If you kiss another guy, it's gay. And conventional (hetero) masculinity, as constructed, cannot tolerate certain deviations from its narrow strictures. Like men wearing dresses...

IMO it's a legacy of medieval Catholic morality, modified by conservative Protestant groups such as the Puritans, Lutherans, etc., re-interpreted by the Victorians, influenced by the fundamentalist movements of the 19th century USA, and given its modern form during the post-WWII/Cold War years.

Yea, the Muslims aren't too fond of homosexuality either.

To answer the original question, no, I have never kissed a man and as a married crossdresser who is only out to his wife and never gets close and personal with anyone else while dressed, it's not likely to happen in this lifetime.

For me, strapping on a pair of boobs and a wig does not change my sexual preference. I can't imagine getting romantic with another male.