9. Crystal Hefner
Crystal Hefner was once just plain old Crystal Harris, the psychology major who modeled to pay her way through San Diego SU. Enter the robe-clad figure of Hugh Hefner. He bumped into Crystal at a Halloween party and instantly became smitten, featuring her as the magazine’s Co-Ed of the Week. Shortly afterwards, she began dating The Hef, becoming engaged on Christmas Eve, 2010. However, Crystal rocked the world of Playboy by doing the unthinkable and dumping Hefner five days before their planned wedding, in June 2011.
The humiliated mogul had featured Crystal as the cover star and centerfold for the July issue, under the banner “Introducing America’s Princess, Mrs. Crystal Hefner”; the savvy marketing team added a sticker proclaiming her “The Runaway Bride”. Happily for fans of…true love, Hugh got his girl in the end, with Crystal becoming the third Mrs. Hef on New Year’s Eve, 2012 – he was 86, she 26.
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