who call Pete Davidson lucky, why?

I never understood this, like you would ask the individual why and then he would say something like, "Bro, he bedded women like Kate Beckinsale, Kim K, and Ariana... ok? It appears that these men tend to overlook the fact that those women are used, like they slept with many men before him and the dude was with them in a serious relationship, so what`s the luck here?

Especially in his case, since he is rich. Its like saying that the dude who is rich enough to buy a new motorcycle or car and yet bought an old and used one is lucky. It makes no sense. Its beta.

Besides, you can literally visit a hooker; there are plenty of similar-looking ones, and it's going to cost you way less. So, like, why do these coomers do that?