“The 36-year-old dated Playboy founder Hugh Hefner for seven years, starred in the E!reality series Girls Next Door with fellow girlfriends Bridget Marquardt and Kendra Wilkinson before they split in 2008. After breaking up with longtime boyfriend Hugh Hefner in 2008, the model moved to Sin City— and what happens in Vegas doesn't necessarily stay there.Now a 36-year-old married mother of one with another baby on the way, she spills all her secrets in her new book, Hugh Hefner's ex embarked on a whirlwind romance with magician weeks after moving to Las Vegas, but soon the star became "controlling," she claims.Not that a celebrity sex tape is such a big deal for someone that's been attached to Hugh Hefner, but there just seems to be a weird flurry of activity attached to all the celeb sex tapes that's unlike any other celeb scandals.For now, Madison is celeb sex tape free, but with this roster of men, who knows when that will change?Years later in Vegas, she dated a "tall, tan and muscular" comedian with a "huge cult following." However, he was often rude and made her feel that he was "embarrassed" to be seen with her.
This list includes Holly Madison's famous exes like Benji Madden and Criss Angel.The breaking point for the couple came when Benji called her up, explaining how someone from her team called "'his people,' asking him to appear on my show. I knew they wanted him on the show, I just didn't think anyone would ever go behind my back to ask." Looking back at her dating life balancing act, Holly tells toofab that it was difficult, in general, to keep the two worlds separate."It was definitely hard to strike a balance because, in my dating life, I wanted to have the authenticity of getting to know people off camera and I was also concerned with keeping my private life private," she explains. Holly is most widely recognized for her role in the E!hit reality television show, The Girls Next Door and for her own series, Holly's World.