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Playboy Playmate of the Month for October She was also. Playmate of the Year. Born in LA. Claire Sinclair is an American nude model. She commenced modeling at age fourteen and has worked for such companies as Angel Jeans, Scarlet Underwear, and Smooch Jeans. Sinclair very first posed for noted erotic artist Olivia de Berardinis at age gozaimasu.asiated Reading Time: 6 mins. Sinclair was chosen to be the Playmate of the Month in the October, issue of the famous men's magazine. She's an avid fan of Stevie Nicks and a voracious reader who checks out ten books at a time from the library. Moreover, Claire appeared as herself on . Playmate of the Year Claire Sinclair, Elizabeth Jagger: July: Crystal Harris: Jessa Hinton: Justin Timberlake: Jason Sudeikis: Crystal Harris: August: Bree Olson: Iryna Ivanova: James Franco: Bryan Cranston: Bree Olson: September: Daisy Lowe: Tiffany Toth: Steve Buscemi: Amber Heard: Daisy Lowe, Mercede Johnston: October: Laura Benanti: Amanda Cerny: Paul Rudd: Gordon RamsayEstimated Reading Time: Four mins.

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