Excuse us while we go throw up our breakfasts.
86-year-old Playboy tycoon Hugh Hefner is set to tie the knot with his 26-year-old girlfriend Crystal Harris on New Year's Eve. If she's trying to be innovative by marrying someone 60 years older than her, we're pretty sure Anna Nicole Smith already did this 20 years ago, to name just one infamous example. The couple already called off one engagement back in June 2011, but Crystal claims she's a different person this time. Translation: she needs money and is willing to do whatever it takes to get it.
Find out when they got back together after the jump!





















