Hefner is engaged to Crystal Harris after proposing to her on Christmas night, 25th December, tweeting “When I gave Crystal the ring, she burst into tears. This is the happiest Christmas weekend in memory…I got what I was hoping for for Christmas…Crystal’s love.”
Soon after, he made it clear about his engagement to the 24-year-old Playboy Playmate. “Yes, the ring I gave Crystal is an engagement ring. I didn’t mean to make a mystery out of it. A very merry Christmas to all,” the Playboy founder added.
84-year-old Hefner and Crystal, who is 60 years old his junior, began dating in 2008 while he was also still dating identical twin models Kristina and Karissa Shannon. He, however, ended his relationship with Kristina and Karissa in January this year.
Hefner has previously married twice. The first one was with Mildred Williams whom he wed in 1949 before divorcing in 1959. He walked down the aisle for the second time with Playmate of the Year Kimberley Conrad. Their divorce was just finalized in 2009 after separating for 11 years. He has four children from those two marriages.