The super-rich guys trooning out is something that comes from a simultaneous desire for control and loss of control, by people who have really outside amounts of control in their day-to-day lives.
They've figured out by their age that there's no such thing as free pussy. No woman comes near them without expecting a lot of financial consideration for the relationship. They've had to cultivate personalities that make it all but impossible for someone to love them for who they are, rather than what they can bring to the table. Hell, at that level of wealth you're really pretty lucky if you can keep them happy with a nice apartment and some furs, and not "businesses" they'll run into the ground after spending millions. And the pussy that seems cheap upfront doesn't stay cheap, those are the bitches who find out who you are and then blackmail the shit out of you. Your lawyer takes care of their NDAs, but it takes time and costs money, so after a while you settle on women who know the deal and will work out the price up front.
And then, even after you pay for their shit, pay for everything they want, they STILL throw their little hissy fits, you still can't rely on them completely to be perfect, sparkling arm candy, and they might still balk at some weird sex shit, or demand apologies in the form of jewelry. They complain about you spending too much time with your golf buddies, or wasting mid-five figures on a strip club outing. Women are a pain in the ass when you're a billionaire, is what I'm saying. You want them, but they're always causing complications in your life and you can never tell when one of them is going to try to ruin your day.