Hugh Hefner is “Mr. Playboy” having risen to fame for his magazine, his mansion, and for all the women that were forever attached to him for his work in the adult industry. He was also married four times, but his last wife, centerfold model Crystal Harris, could definitely call him her sugar daddy considering she was 60-years younger than him. With the difference in age alone, it’s no surprise that Crystal was considered way more attractive than her 91-year old husband.