Hugh Heffner and Crystal Harris
Playboy founder Hugh Heffner proposed to playmate girlfriend Crystal Harris over the holidays in 2010. “When I gave Crystal the ring, she burst into tears,” Hugh later tweeted. “This is the happiest Christmas weekend in memory.”
“For those of you who have been asking to see my ring here it is…” Crystal tweeted Dec. 29 along with a photo of her ring. “My engagement ring from my love @hughhefner.