Something is wrong with the guy, more than wanting to go to a strip mall for hookers. He's a kook.
If he really did this, he deserves to be arrested and charged. Forget about paying a Chinese masseuse for a 'happy ending', a "crime" which is as old as humans have been on Earth, btw. That's nothing.
If he really is that freaking dense, he should be arrested and charged with "gross stupidity", and confined for his own good. He may have dementia or some other mental condition which prevents him from making normal rational decisions.
But even that doesn't explain why his entourage, or even his chauffeur, did not warn him that he was making a HUGE mistake. And that there are a million other ways to do the exact same thing in an infinitely safer and more discrete way.
I hope he had a condom. In fact, that would be a bodysuit condom situation. Each woman did ~1500 random guys per year. If he did it, he just became an intimate blood brother with thousands of random guys. And, these are guys who would go to a hooker in a strip mall. lol Not the cream of the crop, I would imagine.
Since this story is out, I doubt very much he will get many girls to be his 'personal assistant' in the future. There is no way to tell how many STDs he picked up. At the very minimum he certainly got HPV among whatever else.