One of the most beautiful women to ever grace the cover, and pages of Hugh Hefner’s Playboy magazine must have been Hef’s second wife, Kimberly Conrad Hefner.

Although they married in 1989, their marriage didn’t survive past 1998 when ‘for personal reasons’, the couple parted company.

Even with the passing of the years, and knowing of the women who have come and gone in Hef’s life, he and Kimberly have never sought a divorce. The former Playboy bunny girl and Playmate of the Year, who has two sons with Hef, has always maintained, ‘we love and adore each other very much … but we don’t date each other.”  Kimberly is also adamant that their parting was not due to Hefner’s philandering ways and no one else was involved in the split.

However, there is one other little reason that keeps their relationship friendly, Hef keeps Kimberly happy with a $7 million dollar home next to the Playboy mansion, which clearly softens the reality of seeing Hef with Holly Madison, Kendra Wilkinson and all the other Bunny girls!