More like they look proud.
Look, if you are 60, single, and have say $400 million in the bank, who'd you rather marry, a hot young chick or a 70 year old woman? As long as the girl is a good woman and at least has some deep feelings for you.
What's money for if you can't use it to get yourself what your heart desires? Can't take the money with you can you?
I’m sure the hotties living with Hef love him too and crave that body. He should be very proud.