Why would super super loaded guys need a website for that though? Wouldn't they have an assistant tracking people down for them?
I went on that site and there are enough girls that are looking for about as much as you'd pay an escort per meet.
How about, older dudes might have families so they should be more discreet and avoid the "falling in love and wanting to date an escort" trap because it'll cost them half of their worldly possessions?
If they judge you, it's doubtful that they will tell you so it'd be more your issue than anything if you are worried about them secretly judging. Unless they're named Nicole Green like Mr. Mountain said...