Yes, Ruby showed up with Roberta once, but not later (at her last showing).
Ruby, Thatch, and James were the most friendly, however thats not really true, I think the others were just bombarded with too many pirates
I luckily caught these 3 at times before the crowd showed up each time and got in some kudos and a few questions
Invited a few of them to visit POF. Ruby indicated she does visit
so smile everyone and keep posting your ideas