I understand what you're saying and agree in general.
I want to offer a slightly different perspective though. One I offer often.
O.J. Simpson, Tiger Woods and Kobe Bryant are indeed wealthy. They are also athletes. I think that we in the black community make a mistake in putting athletes and entertainers in a category as "desirable" men just because they have money.
Most athletes and entertainers, despite their money, have lower class values. So it actually does not surprise me that these men would marry lower-class white or non-black women... Kobe Bryant only has a high school diploma, Tiger Woods is not a college graduate (although he attended a very good school) and I don't think O.J. is a grad either.
If you notice, the black male athletes and entertainers aren't marrying cream of the crop white women. They are marrying the white women who are at their level. Cream of the crop white women (say, Ivanka Trump, Chelsea Clinton) are marrying cream of the crop white men who have more than just money. Ivanka Trump's husband and Chelsea Clinton's fiance probably would not have married Vanessa Bryant, Nicole Simpson or Elin Woods. Most black athletes and entertainers would not get a second look by an Ivanka or Chelsea or the Bush twins, so they have to pick from the babysitters, waitresses and nannies (and get very young ones too) if they want to be with a non-black chick.
(And yes, I know the Bush twins were lushes, but they have that family name, so that puts them in the high-class category.)
Now, it is telling that these black male athletes and entertainers aren't marrying black waitresses, video chicks and nannies. To me, that's the more accurate comparison and it speaks to what BroadstreetBully said about these particular black men going out of their way to pursue non-black women.
But I don't put black men who became wealthy through sports and entertainment in an "elite" category. They just have money -- and most are broke within a few years anyway.
Money does not equal class.