Playboy's Miss October 2010 Claire Sinclair shows her excitement at the podium after Hugh Hefner announced she won Playmate of the Year on Friday at the Palms. Sinclair, 19, is the youngest ...Behind the scenes promotional video of the making of the cover and feature of Retro Lovely No.7 featuring Claire Sinclair as photographed by Robert Alvarado. Pre-order… 2011 Playmate of the Year Claire Sinclair for Retro Lovely Magazine on VimeoYou must log in or register to reply here. Share: Facebook Twitter Reddit Pinterest Tumblr WhatsApp Email Share LinkThere are currently 3 galleries featuring Claire Sinclair on HQ Babes: Claire Sinclair. HQ. Restricted to Adults. Share with: Facebook. Twitter. Google+. Tumblr. Reddit. Gmail. Email.See free 15 pics of Claire Sinclair by Girls of Desire 2,194. Thanked in. 757 Posts. Claire Sinclair was the Playboy Playmate of the Month for October 2010. Her centerfold was photographed by Stephen Wayda. She was selected as the 2011 Playmate of the Year. 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