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Hugh Hefner and his so-called "Number One Girl," Crystal Harris, have announced that they're getting hitched again after she called off a wedding last summer just five days prior.
She may be his "Number One Girl," but does that make the 29-year-old blonde bombshell the sexiest of Hef's extensive list of former lovers?
The mansion mogul dated Baywatch alumni Brande Roderick, Playmate of the Year 1989 Kimberley Conrad, and "Two Chicks and a Bunny" radio host Tina Marie Jordan.
We also got up-close-and-personal with Holly Madison and Bridget Marquardt with the series "The Girls Next Door," which later featured twins Kristina and Karissa Shannon, who were just turning twenty years old when they hooked up with the octogenarian and began appearing on the program.
Then there's Izabella St. James, who shared her experiences at the mansion with the world in her memoir, “Bunny Tales: Behind Closed Doors at the Playboy Mansion.”
Who do you think has been the sexiest Playboy love interest?