I remember a long time ago on 2+2 some random woman Sklansky had a relationship with did an AMA detailing their relationships. If I remember correctly it was an extremely popular thread and was on the site a long time before it got taken down.
If I remember correctly she said Sklansky had a giant weiner, there was S&M involved, and she was several decades younger than him (although legal the whole time?).
I think it is fairly safe to say that Sklansky is a freak and a very weird dude, and it is interesting how in the last 10 years our social mores have shifted so much that something that was treated as lighthearted fun even 10 years ago is now beyond the pale.