Hugh Hefner and fiance Crystal Harris at the Palms Resort and Casino for the naming of the 2011 Playmate of the Year, Claire Sinclair.

Hef and Crystal pose with Hef’s former girlfriend and ‘Girl Next Door’ Bridget Marquardt.

As Playmate of the Year 2011, Sinclair received: $100,000 in prize money, a Harley-Davidson® 1200 Custom with H-D1™ factory customization and a collector’s item, a one-of-a-kind set of Playboy Fragrances with Swarovski Elements.

Hef poses with the lady of the evening, Claire Sinclair.

Claire Sinclair was a Playboy Playmate in October 2010.

Hugh Hefner poses with Playboy Playmates Jayde Nicole, Claire Sinclair, and 2010 Playmate of the Year Hope Dworaczyk.