There’s no way to say, really. There are a few witnesses who said they knew each other, but they were mostly strippers who worked for Ruby, and you can find one of those strippers who backs up nearly every conspiracy theory. So, they don’t appear to be very reliable witnesses.
There are some tantalizing connections back in New Orleans though. Ruby owned bars and strip clubs there too, and some of Oswald’s close relatives worked for the organized crime outfits that ran the vice in NO. However, as far as a photograph, phone record, or scrap of documentation that can prove they ever met each other, there is nothing.