Hugh Hefner: 1940’s Swinger

According to an authorized biography about Hugh Hefner’s life, the Playboy Mogul had some creepy sexual relations with his wife and brother.  Apparently Hugh got to boink his sister-in-law during an unsuccessful attempt at initiating a foursome between the two couples.

At first it started out him having sex with his wife while his friend poked his own wife on the same bed.  But then it got creepy when he involved his brother.

Hef then went further, trying a foursome out on his own family. “It did happen with his brother, Keith, and his wife, Rae, one evening,” Watts writes. “[But] while Millie ultimately backed out of having sex with Keith, Hugh slept with his sister-in-law.”

The book also says some dude went down on him once.

I’m all for people having foursomes if that’s what it takes to get off, but there is absolutely no reason to involve family.  I can’t even have sex in my mother’s house.  That to me is the naughtiest of naughtiest and I simply will not go there.

In the spirit of Playboy I thought I’d post the July photos of Cindy Margolis in the publication.  Unfortunately I couldn’t find them.  So here’s her last Playboy spread. Enjoy!

Source

NSFW Playboy photos after the cut…