I don't think he would care about being in the Hierarchy of Male Status .
In the end, he had hundreds of millions of dollars, celebrity status from his late teens, career achievement, a level of pussy 99.9999999% of men will never have had, and a wild, fun and fulfilled life.
And my comment was that even though Brad was a better looking guy in his prime, Leo has had far more pussy and yes, a far better quality of it than Pitt has had.