Hugh Hefner Next Door Kendra Wilkinson Crystal Hefner Holly Madison Williams Bridget Marquardt Karissa Shannon Kimberley Conrad Beyond Love and Hugh Hefner Next Door Kendra Wilkinson Crystal Hefner Holly Madison Williams Bridget Marquardt Karissa Shannon Kimberley Conrad Beyond

Hugh Hefner’s Romances: His Wives and Girlfriends Through the Years

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Hugh Hefner, who died in September 2018 at age 91, was always surrounded by beautiful women. The Playboy founder married three times, but was mostly recognized for having multiple live-in girlfriends at the Playboy Mansion.Though the media mogul tried his hand at marriage, his first two attempts— to childhood sweetheart Mildred Williams from 1949 to 1959, and to Kimberley Conrad from 1989 to 2010 — didn’t last.

He is survived by his third wife, Crystal Hefner (née Harris), as well as four adult children from his two previous marriages. (Hugh shared Christie and David with Williams and Marston and Cooper with Conrad.)Hugh’s love life was the subject of the Girls Next Door reality TV series, which aired on E!

from 2006 to 2009. The six-season series primarily highlighted his relationships with the likes of Holly Madison, Bridget Marquardt and Kendra Wilkinson.

The final season of the show introduced Crystal, and twins Kristina and Karissa Shannon.“I’ve been blessed for many, many things but to find true love at this age, at this stage of life, is beyond words,” Hugh previously told E!

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