While the relationship between Hef and his ladies is dramatically different from the plural relationships we have grown accustomed to seeing ( After running circles with the commitment-phobic Hefner for years, Holly decided to call their relationship quits.
broke the mold with this hit reality series that helped pave the way for plural relationships to become a part of mainstream media.
Holly admitted she wanted to be married and have children– neither of which Hefner was willing to do.
Later, Holly moved to Las Vegas where she gained success with her spin-off reality series, headlined her own topless burlesque show, and appeared on .
They are also on the front cover of the November issue. So, for the next two and a half years I was going with three girls named Sandy, Mandy and Brandi. HEFNER: They all lived with me and that was like bad fiction but it worked very well and I think from... HEFNER: From there Brandi got an offer to do "Baywatch Hawaii" so she left and it just kind of grew from that then into at one point a couple, three years ago, seven girlfriends.
HEFNER: Well, I think once reality shows started to become popular a lot of people came to us with notions of doing a reality show related to the Playboy Mansion because of the fascination with life at the mansion and I was reluctant to do it. KING: Let's meet the girls, Bridget how did you -- no, let's start with Holly, number one girlfriend. MADISON: Well, when I met Hef there were six other girlfriends and we just became close right away and he was... MADISON: No, I met Hef from coming up to the parties and he was kind of on the tail end of another significant relationship he was in with his other, you know, main girlfriend and we just became close right away and I moved up the ladder that way I guess. MADISON: Well, Hef and I, you know, I was real intrigued by him and as soon as I got to know him we have a lot in common. We love to watch the same old movies and go out to the same places and hang out with the same people and it was just a great match.
In the dark it was hard to tell if Hef was aware they were faking. Pretending to have girl-on-girl sex beat climbing into the sack with Hef.
According to Madison, the girlfriends — seven at the time — were desperate for “fresh meat” to avoid satisfying Hefner themselves.
And then I discovered and it was the beginning of 1998, I discovered a whole new generation that had grown up and was waiting for me to come out and play.
You know I was, as you know, I was in a marriage and a relationship for eight and a half years and... HEFNER: And two children out of it, faithful to it the entire eight and a half years and when it didn't work came out of it a little emotionally beat up and bruised. HOLLY MADISON, HUGH HEFNER'S NUMBER ONE LIVE-IN GIRLFRIEND: Well, I've been around the longest and there was a hierarchy even before I came along.