Welcome to the forum. And condolences on your loss. As to whether the need to cross dress is inherited.....who knows?

A counselor I see for war related PTSD issues is of the opinion each person has some degree of the dna of the opposite sex. In some it is more than others. If her assertion is correct, then perhaps that dna is passed on. Why would a genetic male be attracted to men? Or women attracted to women? Or men feeling the need to emulate a woman? Or a man transition to a woman? Getting past the dna issue I would suspect the degree of dna involved may create more intense desires/needs than in others. And, maybe based upon the degree of dna one person may be able to suppress that need more than others. Dad's degree of involvement may be just a limited cross dressing desire in the form of fetish wear. Maybe dad was able to suppress a more heightened need.

If my wife predeceases me my kids are going to be shocked. There are at least eighteen Xerox boxes of women's clothing in my stash. I don't think my kids are going to think their mom wore size 13 high heels.