Well, we know the ladies part of the question is HCP cause he needs them to drink a 5th to score. The points part I'll guess Sidney Wicks.
If it's scoring with the ladies it'd be a tossup between never get married Jerome Kersey and never found a condom that fit Shawn Kemp!....wait...I almost forgot Rudy Fernandez...that guy was a ladies man!
I wasn't saying they were all you. They were just all the hypetrains that captured the forum before fizzling.