Chicks may dig the long ball. But as it turns out, they also dig the crossover, the three-point shot, and the slam dunk. And we know this because, over the years, we've seen quite a few NBA players who have dated, had children with, or, at the very least, been romantically linked to lots and lots and lots of women. From legends like Wilt Chamberlain who used their incredible abilities on the court to score with tons of different girls off it to current players like J.R. Smith who have flourished thanks to social media, there have been plenty of NBA players who have filled up stat sheets and little black books during their playing days. They are The 20 Biggest Playboys in NBA History.