I wonder if sometimes we allow the notions of romantic love, the high school sweethearts syndrome, as the basis for marriage to override the traditional purposes of economic and familial security.  Many cultures encourage or condone older men, who've supposedly achieved wisdom and wealth, marrying younger women.  It happens all the time in this country without the sensationalism associated with it when engaged in by a public figure such as Trump.
Frankly people's personal lives, maybe especially public figures, are none of my business.  It's a big wonderful world of human interactions and what works for you may not work for me but so what?
Women who detractors call "trophies" or "arm candy" may be engaging in a mutually beneficial arrangement, hopefully with some emotional satisfaction for both parties.  Who are we to judge?
This is only in comment to Trump's marriages, not his unwanted advances to or possible criminal treatment of non-consenting women.