Celebrity·Posted on Jan 3, 2013The Many Loves Of Hugh HefnerLifelong ladies man Hugh Hefner finally married Crystal Harris on New Year's Eve. In honor of their recent nuptials, let's take a look at the other ladies in Hef's past.by Louis PeitzmanBuzzFeed News ReporterLinkFacebookPinterestTwitterMail Mildred Williams (1949-1959) Donna Michelle (c. 1963-1964) Barbi Benton (1969-1976) Unknown Men (c. 1960s) Karen Christy (c. 1971) Marilyn Cole (c. 1971-1974) Lillian Muller (c. 1974-1976) Sondra Theodore (1974-1981) Carrie Leigh (1983-1988) Shannon Tweed (1982) Kimberley Conrad (1989-2010) The Bentley Twins (1999-2000) Brande Roderick (2000-2001) Tina Marie Jordan (2001-2002) Izabella St. James (2002-2004) Bridget Marquardt (2002-2008) Holly Madison (2003-2008) Kendra Wilkinson (2004-2009) Kristina and Karissa Shannon (2009-2010) Crystal Harris (2009-2011, 2012-)